Tetrahydrofuran 分子结构式
HCID8028

Tetrahydrofuran

oxolane

C4H8O72.11 g/molCAS 109-99-9

IDENTITY

结构与身份

标准SMILES
C1CCOC1
InChIKey
WYURNTSHIVDZCO-UHFFFAOYSA-N
分子式
C4H8O
平均分子量
72.11 g/mol
单同位素质量
72.05751487

IDENTITY

标识信息

中文名
四氢呋喃
英文名
Tetrahydrofuran
分子式
C4H8O
分子量
72.11

ALIASES

名称与别名

四氢呋喃无水四氢呋喃超干四氢呋喃超干THF无水THF氧杂环戊烷四氢呋喃(THF)四氫呋喃氧戊环二环氧乙烷THFOxolaneTetrahydrofuranePTMEG 2000Butylene oxidePTHFabcoxolanTetrahydrofuran, 99.6%, stabilized with BHT, for analysis ACSPTMEG 1000

PROPERTIES

物理化学性质

熔点
-108 °C · -108°C
沸点
66 °C · 66 °C
密度
0.887 g/mL · 0.887 g/mL at 20 °C
蒸气密度
2.5 · 2.5 (vs air)
蒸气压
0.01 mm · <0.01 mm Hg ( 25 °C)
折射率
20 · n20/D 1.465
闪点
230 °F · >230 °F
储存条件
5 °C · Store at +5°C to +30°C.
溶解度
water: soluble
形态
Liquid
比重
0.89 · 0.89
颜色
10 · <10(APHA)
相对极性
0.207 · 0.207
气味 (Odor)
2 to · Ethereal, detectable at 2 to 50 ppm
PH值
7 · 7-8 (200g/l, H2O, 20℃)
酸碱指示剂变色ph值范围
7 · 7
爆炸极限值(explosive limit)
1.5 · 1.5-12.4%(V)
水溶解性
miscible
比热容
1.72 J/ · Cp(liquid): 1.72 J/(g·K); Cp(gas): 1.06 J/(g·K), at 25℃
凝固点
-108 ℃ · -108℃
热导率
0.145 W/ · 0.145 W/(m·K) at 25 ℃
敏感性
Air Sensitive & Hygroscopic
最大波长(λmax)
245 nm · λ: 245 nm Amax: ≤0.26λ: 275 nm Amax: ≤0.046λ: 315 μm Amax: ≤0.0044
Merck
14 · 14,9211
BRN
102391 · 102391
Henry's Law Constant
1.54 · 1.54 (static headspace-GC, Welke et al., 1998)
暴露限值
50 ppm · ACGIH:TLV-TWA 50 ppm (147 mg/m3); TLV-STEL 100 ppm (295 mg/m3)OSHA:PEL-TWA 200 ppm (590 mg/m3)NIOSH:REL-TWA 200 ppm; REL-STEL 250 ppm
介电常数
11.6 · 11.6(-70℃)
稳定性
2 · Stable. Incompatible with halogens, strong oxidizing agents, strong reducing agents, strong bases, oxygen. May generate explosive peroxides in storage if in contact with air. Highly flammable. Store at room temperature under nitrogen. Hazardous polymerisation may occur. Light sensitive. May contain 2,6-di-tertbutyl-4-methylphenol (BHT) as a stabilizer.
InChI
1S/C4H8O/c1-2-4-5-3-1/h1-4H2
InChIKey
WYURNTSHIVDZCO-UHFFFAOYSA-N
SMILES
C1CCOC1
LogP
0.45 at · 0.45 at 25℃
表面张力
27.31 mN/m · 27.31mN/m at 293.15K
CAS 数据库
109 · 109-99-9(CAS DataBase Reference)
NIST化学物质信息
Furan, tetrahydro-(109-99-9)
(IARC)致癌物分类
2 B · 2B (Vol. 119) 2019
EPA化学物质信息
Tetrahydrofuran (109-99-9)
Absorption
0.0044 at · ≤0.0044 at 315nm≤0.005 at 350nm≤0.005 at 400nm≤0.02 at 300nm≤0.046 at 275nm≤0.18 at 250nm≤0.26 at 245nm≤1.0 at 212nm

SAFETY

安全数据

F
3-10-23
wgk
1
tsca
TSCA listed
毒性
LD50 oral (rat) 2880 mg/kg LC50 inhal (rat) 21,000 ppm (3 h) PEL (OSHA) 200 ppm (590 mg/m3) TLV-TWA (ACGIH) 200 ppm (590 mg/m3) STEL (ACGIH) 250 ppm (737 mg/m3)
RTECS号
MD0916000
包装类别
II
危险等级
3
存储类别
3 - Flammable liquids
安全说明
26-36-33-29-16-46-37-13
海关编码
29321100
自燃温度
610 °F
危险品标志
Xi,F,Xn
危险性类别
Acute Tox. 4 OralCarc. 2Eye Irrit. 2Flam. Liq. 2STOT SE 3
危险类别码
36/37/38-36/37-19-11-40
毒害物质数据
109-99-9(Hazardous Substances Data)
职业暴露等级
A
职业暴露限值
TWA: 200 ppm (590 mg/m3), STEL: 250 ppm (735 mg/m3)
危险品运输编号
UN 2056
立即威胁生命和健康浓度
2,000 ppm [10% LEL]

PRICE

试剂价格

L13304 · 500ml
四氢呋喃, 99%, stab. with 250-350ppm BHT Tetrahydrofuran, 99%, stab. with 250-350ppm BHT367元
047122 · 100ml
四氢呋喃, 无水, 99.8+%, BHT-free, 加分子筛, 氩气可重封的Tetrahydrofuran, anhydrous, 99.8+%, BHT-free, over molecular sieves, packaged under Argon in resealable ChemSeal bottles772元

REFERENCE

应用领域

概述四氢呋喃,英文缩写为THF,是一个杂环有机化合物。属于醚类,是芳香族化合物呋喃的完全氢化产物。 四氢呋喃是最强的极性醚类之一,在化学反应和萃取时用做一种中等极性的溶剂,常温下为无色易挥发液体,有类似乙醚的气味。溶于水、乙醇、乙醚、丙酮、苯等多数有机溶剂,被称为“万能溶剂”。室温下与水能部分混溶,部分不法试剂商就是利用这一点对四氢呋喃试剂兑水牟取暴利。由于THF在贮存中有形成过氧化物的趋势,工业品一般加抗氧剂BHT。水分含量≦0.2%。具有低毒、低沸点、流动性好的特点。 目前,国内的四氢呋喃主要生产商包括巴斯夫中国、大连仪征(DCJ)、山西三维、中化国际、中石油前郭炼油厂等,另外一些PBT工厂也副产一部分。 美国LyondellBasell工业公司在美国和欧洲的四氢呋喃销售指标为:纯度99.90%,色度(APHA)10,水分0.03%,THF氢过氧化物0.005%,杂质总量0.05%,氧化抑制剂0.025%~0.035%。 在聚氨酯行业中最主要的用途是作为聚四氢呋喃二醇(PTMEG)的单体原料,这也是THF的主要用途之一。

用途氨基酸和肽的纸层析。溶剂。有机合成。高效液相色谱,紫外发光光度分析。

用途四氢呋喃又名一氧五环、氧杂环戊烷、四亚甲基氧,是合成农药苯丁锡的中间体,另外,可直接用于制合成纤维、合成树脂、合成橡胶,也是许多聚合材料、精密磁带和电镀工业的溶剂,还用于制己二腈、己二酸、己二胺、丁二酸、丁二醇、γ-丁内酯等,在医药工业上,可用于生产咳必清、黄体酮、利复霉素和用作制药溶剂等。

REFERENCE

化学性质

化学性质无色透明液体,有乙醚气味。 与水、醇、酮、苯、酯、醚、烃类混溶。

REFERENCE

制备方法

生产方法工业生产最早以糖醛为原料,将糖醛与蒸气的混合物通入填充锌-铬-锰金属氧化物(或钯)催化剂的反应器,于400-420℃脱去羰基而成呋喃;然后以骨架镍为催化剂,于80-120℃呋喃加氢制得四氢呋喃。该法生产1吨四氢呋喃,约需消耗3吨多糖醛。后来发展的生产方法有许多种,工业化的方法有1,4-丁二醇催化脱水环合法,因为丁二醇是由乙炔和甲醛制得的,此法称雷由法(Reppe法);利用氯丁橡胶单体氯丁二烯的副产物1,4-二氯丁烯生产四氢呋喃,称为二氯丁烯法;近年来发展了以顺酐为原料的催化加氢法。

生产方法四氢呋喃的生产工艺有以下5种。(1)糠醛法由糠醛脱羰基生成呋喃,再加氢而得。这是工业上最早生产四氢呋喃的方法之一。糠醛主要由玉米芯等农副产品水解制造。该法污染严重,不利于大规模生产,已逐步被淘汰。(2)顺酐催化加氢法顺酐和氢气从底部进入内装镍催化剂的反应器,产物中四氢呋喃与γ-丁内酯比例可通过调整操作参数加以控制。反应产物与原料氢气冷却至50℃左右进入洗涤塔底部,使未反应的氢气及气态与液态产物分离,未反应的氢气及气态产物经洗涤后循环到反应器,液态产物经蒸馏而得四氢呋喃产品。该工艺可在0~(5∶1)范围内任意调整γ-丁内酯与四氢呋喃的比例,顺酐的单程转化率达100%,四氢呋喃选择性为85%~95%,产品含量达99.97%。该工艺具有催化剂性能好、流程简单、投资少等特点。(3)1,4-丁二醇脱水环化法其工艺过程为:向反应器中加入1087kg 22%的硫酸水溶液,在100℃以110kg/h的速度加入1,4-丁二醇,塔顶温度维持在80℃,以大约110kg/h的速度从塔顶得到含有80%四氢呋喃的水溶液。加入50t 1,4-丁二醇后,从反应器中排除约70kg焦质。将焦质进行过滤,得到的硫酸水溶液可以重新使用,这一过程的四氢呋喃收率可以达到99%以上。硫酸是四氢呋喃工业生产中使用最早的催化剂,也是现今生产中应用较多的催化剂。此工艺技术成熟,工艺比较简单,反应温度较低,四氢呋喃收率较高,但硫酸易腐蚀设备,污染环境。(4)二氯丁烯法以1,4-二氯丁烯为原料,经水解生成丁烯二醇,再经催化加氢而得。1,4-二氯丁烯在氢氧化钠溶液中水解,110℃下生成丁烯二醇,离心分离去掉氯化钠,滤液在蒸发结晶器中浓缩,分离出碱金属羧酸盐,再在蒸馏塔中除去高沸物。将精制后的丁烯二醇送入反应器,以镍为催化剂,在80~120℃及一定压力下,丁烯二醇加氢生成丁二醇,蒸馏后进人环合反应器,在常压及120~140℃下于酸性介质中生成粗四氢呋喃,蒸馏脱水和脱高沸物,最后蒸馏得高纯四氢呋喃。此法操作简便,条件温和,收率高,催化剂用量少,可连续使用。(5)丁二烯氧化法以丁二烯为原料,经氧化得呋喃,再加氢而得。此法在国外已工业化。

REFERENCE

毒性防护

急性毒性口服-大鼠LD50:1650毫克/公斤; 吸入-小鼠LCL0: 24000毫克/立方米/2小时

职业标准TWA 590 毫克/立方米; STEL 640 毫克/立方米

REFERENCE

包装储运

爆炸物危险特性与空气混合可爆; 在空气中能形成可爆的过氧化物

可燃性危险特性遇明火、高温、氧化剂易燃; 燃烧产生刺激烟雾

储运特性库房通风低温干燥; 与氧化剂、酸碱类分开存放

灭火剂干粉、干砂、二氧化碳、泡沫

UPSTREAM / DOWNSTREAM

上下游产品信息

上游原料

氯丁橡胶糖醛1,4-丁二醇2-氯-1,3-丁二烯i-卡拉胶钯催化剂氢气金属氧化物顺式-1,4-二氯-2-丁烯γ-丁内酯

下游产品

阴离子型氨基酸表面活性剂,氨基酸阴离子表面活性剂苯酚钠炔诺酮4-叔丁基苄醇1-(2-萘基)甲胺9-蒽醇光学活性2,2-二取代-硫代脯胺醇衍生物D-叔亮氨醇4-叔丁基苯乙醇1,4-丁磺酸内酯琥乙红霉素3-叔丁基-5-巯基-1,2,4-三唑月桂基甲基氨乙基磷酸钠4-氨基-5-溴-2-氯嘧啶1,4-二碘代丁烷L-亮氨醇2-氯吡啶-4-甲醛西他氯铵(S)-(-)-4-叔丁基氧氮杂环戊烷-2,5-二酮7-氟吲哚L-色氨醇4-氯苯甲酸正丁酯叔丁基氯化镁(S)-(+)-alpha,alpha-二苯基脯氨醇1-苯并噻酚-2-羧醛2,5-二甲基哌嗪炔雌醇环戊醚氯丙烯镁左炔诺孕酮1-(2-氨乙基)哌啶2,3,4-三溴噻吩4-氨基哌啶-3-甲醇3-氰基苯硼酸马来酸酯辛基锡环丙乙酸2,3-二氟苯硼酸2,2'-二吡啶胺乙烯基二茂铁四氢噻吩1,5-二甲基-1H-吡唑-3-甲醇

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COMPUTED

结构计算性质

XLogP
0.5
极性表面积
9.2 Ų
氢键供体
0
氢键受体
1
可旋转键
0
重原子
5
形式电荷
0
复杂度
22

PROPERTIES

实验与物化性质

LogP

log Kow = 0.46

0.46

0.46 (estimated)

Odor

Ether-like odor

FAINT FRUITY ODOR

Taste

PUNGENT TASTE

Density

0.888 at 68 °F (USCG, 1999) - Less dense than water; will float

0.8833 g/cu cm at 25 °C

Saturated liquid density: 55.230 lb/cu ft; saturated vapor pressure: 2.913 lb/sq in; saturated vapor density: 0.03660 lb/cu ft (all at 75 °F)

Relative density (water = 1): 0.89

0.89

0.8833 @25 °C

Viscosity

0.53 cP at 20 °C

0.5 mPa*s at 20 °C

Color/Form

Colorless, mobile liquid

Water-white liquid

Colorless liquid

Solubility

greater than or equal to 100 mg/mL at 68 °F (NTP, 1992)

Miscible with alcohols, ketones, esters, hydrocarbons, and ethers.

Very soluble in acetone, benzene, ether, ethanol, and chloroform

30% IN WATER AT 25 °C

Miscible in water at 25 °C

1000.0 mg/mL

Corrosivity

Tetrahydrofuran will attack some forms of plastics, rubber, and coatings.

Flash Point

6 °F (NTP, 1992)

-14 °C

6 °F (closed cup); -4 °F (open cup)

-14.5 °C (closed cup)

-14.5 °C c.c.

6 °F

Boiling Point

151 °F at 760 mmHg (NTP, 1992)

65 °C

65.00 °C. @ 760.00 mm Hg

66 °C

151 °F

65 °C @760 [mm Hg]

Decomposition

When heated to decomposition it emits acrid smoke & irritating fumes.

Upon contact with air, THF may decompose into explosive peroxides & carbon monoxide.

Melting Point

-163.3 °F (NTP, 1992)

-108.44 °C

-108.3 °C

-108.5 °C

-163.3 °F

-108.44 °C

GHS

GHS分类

GHS Classification

Danger

H225: Highly Flammable liquid and vapor [Danger Flammable liquids];H319: Causes serious eye irritation [Warning Serious eye damage/eye irritation];H335: May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation];H351: Suspected of causing cancer [Warning Carcinogenicity]

P203, P210, P233, P240, P241, P242, P243, P261, P264+P265, P271, P280, P303+P361+P353, P304+P340, P305+P351+P338, P318, P319, P337+P317, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)

This chemical does not meet GHS hazard criteria for 0.1% (2 of 1661) of reports.

HAZARDS

危害信息

Regulatory Information

Chemical: Furan, tetrahydro-

Hazard Traits - Carcinogenicity; Environmental tox; Neurotoxicity;Authoritative List - CWA 303(d); IARC Carcinogens - 2B; IRIS Neurotoxicants; Prop 65;Report - regardless of intended function of ingredient in the product

Furan, tetrahydro- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Furan, tetrahydro- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 30-03-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/15474;Status: Active Update: 16-03-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/22931

Furan, tetrahydro-: HSNO Approval: HSR001224 Approved with controls

The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)

Other Safety Information

IMAP assessments - Furan, tetrahydro-: Human health tier III assessment;IMAP assessments - Furan, tetrahydro-: Human health tier II assessment

DOT Label

Flammable Liquid

Fire Hazards

Special Hazards of Combustion Products: Irritating vapor is generated when heated.;Behavior in Fire: May explode. Vapor is heavier than air and may travel considerable distance to a source of ignition and flash back. (USCG, 1999)

· HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames.;CAUTION: Ethanol (UN1170) can burn with an invisible flame. Use an alternate method of detection (thermal camera, broom handle, etc.);· Vapors may form explosive mixtures with air.;· Vapors may travel to source of ignition and flash back.;· Most vapors are heavier than air. They will spread along the ground and collect in low or confined areas (sewers, basements, tanks, etc.).;· Vapor explosion hazard indoors, outdoors or in sewers.;· Those substances designated with a (P) may polymerize explosively when heated or involved in a fire.;· Runoff to sewer may create fire or explosion hazard.;· Containers may explode when heated.;· Many liquids will float on water.

Highly flammable. Vapour/air mixtures are explosive.

Fire Potential

Flammable liquid. A very dangerous fire hazard when exposed to heat, flames, oxidizers.

Health Hazards

Vapors cause nausea, dizziness, headache, and anesthesia. Liquid can de-fat the skin and cause irritation. Liquid also irritates eyes. (USCG, 1999)

· Inhalation or contact with material may irritate or burn skin and eyes.;· Fire may produce irritating, corrosive and/or toxic gases.;· Vapors may cause dizziness or asphyxiation, especially when in closed or confined areas.;· Runoff from fire control or dilution water may cause environmental contamination.

Hazards Summary

Anesthesia produced in animal inhalation studies; Toxic hepatitis has been reported in exposed workers. TLV Basis is irritation, CNS impairment, and kidney damage. [ACGIH] A skin, eye, and respiratory tract irritant; Inhalation of high concentrations can cause CNS depression; [ICSC]

Tetrahydrofuran (THF) is a very hazardous substance due primarily to its flammable and explosive properties. Toxicity is also of concern and must be considered in the safe handling and storage of THF. Irritation from dermal contact with THF warrants the wearing of gloves and safety glasses for protection during the routine handling of this substance. Toxic, as well as flammable, concentrations of THF in air can be avoided by compliance with the TLV of 200 ppm. When this TLV is exceeded, respiratory protection is needed. Protection above the TLV of 50 ppm up to 500 ppm can be provided by a respirator mask using an approved organic vapor cartridge. For emergency situations, such as fires or involving exposure above 500 ppm, a self-contained breathing apparatus would be needed. THF is highly volatile with a low flash point (1 °F) and flammability limit of 2%. Its heavier-than-air vapors can travel at low profile for considerable distances and flash back to the point of origin. Further, unstabilized THF forms peroxides upon exposure to air or light, which, if allowed to accumulate above 1% become thermally explosive. THF also reacts explosively with lithium-aluminum alloys. In consideration of the above, THF should be contained in tightly sealed dark glass bottles or steel drums affixed with the DOT-required label, "Flammable Liquid". Should THF leak from containment vessels, its faint, fruity smell, is detectable at 50 ppm and may serve as a warning. Containers should be stored in cool, dark, well-ventilated areas, away from ignition sources and oxidizing materials. Should a THF fire occur, it may be combated with dry chemical or CO2 extinguishers. Water may be ineffective in firefighting. However, if a leak or spill has not ignited, it may be flushed with water for cooling and diluting if conditions of ignition threaten. Knock down vapors with water spray. Spills or leaks should be absorbed with paper or dissolved in petroleum ether or alcohol (of a higher molecular w

DOT ID and Guide

2056 127

2056 127

FDA Requirements

Tetrahydrofuran is an indirect food additive for use only as a component of adhesives.

Reactive Group

Ethers

UN Classification

UN Hazard Class: 3; UN Pack Group: II

Special Reports

Health & Safety Executive; Criteria Document Summaries-Synopses of the Data Used in Setting Occupational Exposure Limits. HSE Books, PO Box 1999, Sudbury, Suffolk, UK C010 6FS (1995) This document contains summaries of the data considered by the Health and Safety Commission of the United Kingdom in setting occupational exposure standards. ...

European Commission; Occupational Exposure Limits. Recommendations of the Scientific Expert Group 1991-1992. Office for Official Publications of the European Communities, 2985 Luxembourg. 85pp. (1994). This document contains recommendations of the Scientific Advisory Group for a series of 26 substances ... /which include/ ... proposed occupational exposure limits. ...

Toxicology & Carcinogenesis Studies of Tetrahydrofuran in F344/N Rats and B6C3F1 Mice p.6 Technical Report Series No. 475 (1998) NIH Publication No. 98-3965 U.S. Department of Health and Human Services, National Toxicology Program, National Institute of Environmental Health Sciences, Research Triangle Park, NC 27709

SAFETY

安全与防护

Fire Fighting

Excerpt from ERG Guide 127 [Flammable Liquids (Water-Miscible)]:;CAUTION: The majority of these products have a very low flash point. Use of water spray when fighting fire may be inefficient. CAUTION: For fire involving UN1170, UN1987 or UN3475, alcohol-resistant foam should be used. CAUTION: Ethanol (UN1170) can burn with an invisible flame. Use an alternate method of detection (thermal camera, broom handle, etc.).;SMALL FIRE: Dry chemical, CO2, water spray or alcohol-resistant foam.;LARGE FIRE: Water spray, fog or alcohol-resistant foam. Avoid aiming straight or solid streams directly onto the product. If it can be done safely, move undamaged containers away from the area around the fire.;FIRE INVOLVING TANKS, RAIL TANK CARS OR HIGHWAY TANKS: Fight fire from maximum distance or use unmanned master stream devices or monitor nozzles. Cool containers with flooding quantities of water until well after fire is out. Withdraw immediately in case of rising sound from venting safety devices or discoloration of tank. ALWAYS stay away from tanks in direct contact with flames. For massive fire, use unmanned master stream devices or monitor nozzles; if this is impossible, withdraw from area and let fire burn. (ERG, 2024)

Use alcohol-resistant foam, water spray, powder, carbon dioxide. In case of fire: keep drums, etc., cool by spraying with water.

First Aid Measures

Fresh air, rest. Refer immediately for medical attention.

First rinse with plenty of water for at least 15 minutes, then remove contaminated clothes and rinse again. Refer for medical attention .

Rinse with plenty of water for several minutes (remove contact lenses if easily possible). Refer for medical attention.

Rinse mouth. Refer for medical attention .

Accidental Release Measures

· CALL 911. Then call emergency response telephone number on shipping paper. If shipping paper not available or no answer, refer to appropriate telephone number listed on the inside back cover.;· Keep unauthorized personnel away.;· Stay upwind, uphill and/or upstream.;· Ventilate closed spaces before entering, but only if properly trained and equipped.

· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area.;· All equipment used when handling the product must be grounded.;· Do not touch or walk through spilled material.;· Stop leak if you can do it without risk.;· Prevent entry into waterways, sewers, basements or confined areas.;· A vapor-suppressing foam may be used to reduce vapors.;· Absorb or cover with dry earth, sand or other non-combustible material and transfer to containers.;· Use clean, non-sparking tools to collect absorbed material.;Large Spill;· Dike far ahead of liquid spill for later disposal.;· Water spray may reduce vapor, but may not prevent ignition in closed spaces.

First Aid

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.;SKIN: IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water. If symptoms such as redness or irritation develop, IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment.;INHALATION: IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. If symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop, call a physician and be prepared to transport the victim to a hospital. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be used; if not available, use a level of protection greater than or equal to that advised under Protective Clothing.;INGESTION: DO NOT INDUCE VOMITING. Volatile chemicals have a high risk of being aspirated into the victim's lungs during vomiting which increases the medical problems. If the victim is conscious and not convulsing, give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center. IMMEDIATELY transport the victim to a hospital. If the victim is convulsing or unconscious, do not give anything by mouth, ensure that the victim's airway is open and lay the victim on his/her side with the head lower than the body. DO NOT INDUCE VOMITING. IMMEDIATELY transport the victim to a hospital. (NTP, 1992)

General First Aid:;· Call 911 or emergency medical service.;· Ensure that medical personnel are aware of the material(s) involved, take precautions to protect themselves and avoid contamination.;· Move victim to fresh air if it can be done safely.;· Administer oxygen if breathing is difficult.;· If victim is not breathing:;-- DO NOT perform mouth-to-mouth resuscitation; the victim may have ingested or inhaled the substance.;-- If equipped and pulse detected, wash face and mouth, then give artificial respiration using a proper respiratory medical device (bag-valve mask, pocket mask equipped with a one-way valve or other device).;-- If no pulse detected or no respiratory medical device available, provide continuous compressions. Conduct a pulse check every two minutes or monitor for any signs of spontaneous respirations.;· Remove and isolate contaminated clothing and shoes.;· For minor skin contact, avoid spreading material on unaffected skin.;· In case of contact with substance, remove immediately by flushing skin or eyes with running water for at least 20 minutes.;· For severe burns, immediate medical attention is required.;· Effects of exposure (inhalation, ingestion, or skin contact) to substance may be delayed.;· Keep victim calm and warm.;· Keep victim under observation.;· For further assistance, contact your local Poison Control Center.;· Note: Basic Life Support (BLS) and Advanced Life Support (ALS) should be done by trained professionals.;Specific First Aid:;· Wash skin with soap and water.

(General first aid procedures);Eye: Irrigate immediately - If this chemical contacts the eyes, immediately wash (irrigate) the eyes with large amounts of water, occasionally lifting the lower and upper lids. Get medical attention immediately.;Skin: Water flush promptly - If this chemical contacts the skin, flush the contaminated skin with water promptly. If this chemical penetrates the clothing, immediately remove the clothing and flush the skin with water promptly. If irritation persists after washing, get medical attention.;Breathing: Respiratory support;Swallow: Medical attention immediately - If this chemical has been swallowed, get medical attention immediately.

Safe Storage

Fireproof. Well closed. Separated from : see Chemical Dangers.

Firefighting Hazards

Tetrahydrofuran (THF) is extremely flammable (NFPA rating = 3), and its vapor can travel a considerable distance to an ignition source and "flash back." A 5% solution of THF in water is flammable.

Vapor is heavier than air and may travel considerable distance to source of ignition and flash back.

Exposure Control and Personal Protection

· Wear positive pressure self-contained breathing apparatus (SCBA).;· Structural firefighters' protective clothing provides thermal protection but only limited chemical protection.

Biological Exposure Indices (BEI) [ACGIH] - Tetrahydrofuran in urine = 2 mg/L; sample at end of shift;

20.34 [ppm]

Fire Fighting Procedures

Approach fire from upwind to avoid hazardous vapors and toxic decomposition products. Use water spray, dry chemical, "alcohol resistant" foam, or carbon dioxide. Use water spray to keep fire-exposed containers cool.

If material on fire or involved in fire: Do not extinguish fire unless flow can be stopped. Use water in flooding quantities as fog. Solid streams of water may be ineffective. Cool all affected containers with flooding quantities of water. Apply water from as far a distance as possible. Use "alcohol" foam, dry chemical or carbon dioxide.

Closed containers may rupture violently when heated.

Wear full protective clothing and positive pressure self-contained breathing apparatus. Teflon barrier recommended.

Storage Conditions

Store in a cool, dry, well-ventilated location. Store away from heat, oxidizing materials, and sunlight. Outside or detached storage is preferred. Inside storage should be in a standard flammable liquids storage warehouse, room, or cabinet.

Purified tetrahydrofuran should not be stored for more than a few months after its container has been opened if it contains no oxidation inhibitor. In this case, it is potentially explosive because of peroxide formation.

NO open flames, NO sparks, and NO smoking. Closed system, ventilation, explosion-proof electrical equipment and lighting. Do NOT use compressed air for filling, discharging, or handling.

Distillation or alkali treatment of stabilized tetrahyrofuran removes the involatile anti-oxidant, and the solvent must be restabilized or stored under nitrogen to prevent formation during storage, which should not exceed a few days duration in the absence of stabilizer.

THF can be stored in the usual steel containers.

Cleanup Methods

Evacuate and restrict persons not wearing protective equipment from area of spill or leak until cleanup is complete. Remove all ignition sources. Establish forced ventilation to keep levels below explosive limit. Absorb liquids in vermiculite, dry sand, earth, peat, carbon, or a similar material and deposit in sealed containers. Keep this chemical out of a confined space, such as a sewer, because of the possibility of an explosion, unless the sewer is designed to prevent the build-up of explosive concentrations. It may be necessary to contain and dispose of this chemical as a hazardous waste. If material or contaminated runoff enters waterways, notify downstream users of potentially contaminated waters. Contact your Department of Environmental Protection or your regional office of the federal EPA for specific recommendations.

Shut off all possible sources of ignition. Instruct others to maintain a safe distance. Wear breathing apparatus, eye protection, laboratory coat, and butyl rubber gloves. Cover with a 1:1:1 mixture by weight of sodium carbonate or calcium carbonate, clay cat litter (bentonite), and sand. Transfer to a large dish and let evaporate in fume hood. Ventilate area well to evaporate remaining liquid and dispel vapor. Treat solid residue as normal refuse.

Absorb with paper. Evaporate completely all spilled surface. Dispose by burning the paper after complete ventilation of vapor.

Nonfire Spill Response

Excerpt from ERG Guide 127 [Flammable Liquids (Water-Miscible)]:;ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area. All equipment used when handling the product must be grounded. Do not touch or walk through spilled material. Stop leak if you can do it without risk. Prevent entry into waterways, sewers, basements or confined areas. A vapor-suppressing foam may be used to reduce vapors. Absorb or cover with dry earth, sand or other non-combustible material and transfer to containers. Use clean, non-sparking tools to collect absorbed material.;LARGE SPILL: Dike far ahead of liquid spill for later disposal. Water spray may reduce vapor, but may not prevent ignition in closed spaces. (ERG, 2024)

Disposal Methods

Generators of waste (equal to or greater than 100 kg/mo) containing this contaminant, EPA hazardous waste number U213, must conform with USEPA regulations in storage, transportation, treatment and disposal of waste.

A good candidate for liquid injection incineration at a temperture range of 650 to 1,600 °C and a residence time of 0.1 to 2 seconds. Also, a good candidate for rotary kiln incineration at a temperature range of 820 to 1,600 °C and residence times of seconds for liquids and gases, and hours for solids. Also, a good candidate for fluidized bed incineration at a temperature range of 450 to 980 °C and residence times of seconds for liquids and gases, and longer for solids.

Tetrahydrofuran is a waste chemical stream constituent which may be subjected to ultimate disposal by controlled incineration. In controlled waste containing peroxides, perforation of a container of the waste form a safe distance is followed by open burning.

/In laboratories/ excess tetrahydrofuran and waste material containing this substance should be placed in an appropriate container, clearly labeled, and handled according to your institution's waste disposal guidelines.

For more Disposal Methods (Complete) data for Tetrahydrofuran (6 total), please visit the HSDB record page.

TOXICITY

毒理信息

Body Burden

In 4 urban areas, tetrahydrofuran was detected in Mother's milk in 1 of 12 samples(1).

Target Organs

Developmental;Hepatic;Nervous

Eyes, respiratory system, central nervous system

Ecotoxicity Values

LC50; Species: Daphnia magna (Water flea, age < or = 24 hr); Conditions: freshwater, static, 20-22 °C, pH 7.6-7.7; Concentration: >10,000,000 ug/L for 24 hr /formulated product/

LC50; Species: Daphnia magna Straus (water flea); Concentration: 5930 mg/L for 24 hr; Conditions: DIN 38412 Section 11

LC50; Species: Moina macrocopa (water flea); Concentration: 9800 mg/L for 3 hr /Conditions of bioassay not given/

LC50; Species: Carassius auratus (goldfish); Concentration: 2400 mg/L for 48 hr; Conditions: static

For more Ecotoxicity Values (Complete) data for Tetrahydrofuran (9 total), please visit the HSDB record page.

Environmental Fate

TERRESTRIAL FATE: Based on a classification scheme(1), Koc values of 18 and 23(2), indicate that tetrahydrofuran is expected to have very high mobility in soil(SRC). Volatilization of tetrahydrofuran from moist soil surfaces is expected to be an important fate process(SRC) given a Henry's Law constant of 7.05X10-5 atm-cu m/mole(3). Tetrahydrofuran is expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 162 mm Hg at 25 °C(4). Tetrahydrofuran, added to the surface of 2 different soil samples which had been sterilized to prevent microbial degradation, had a disappearance half-life of 5.7 days(5). A 100% of theoretical BOD using activated sludge in the Japanese MITI test(6) suggests that biodegradation is an important environmental fate process in soil(SRC); however, the EEC manometric respirometric method, tested in 22 different laboratories, gave a mean of 34% of the theoretical BOD within 28 days(7).

AQUATIC FATE: Based on a classification scheme(1), Koc values of 18 and 23(2), indicate that tetrahydrofuran is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(3) based upon a Henry's Law constant of 7.05X10-5 atm-cu m/mole(4). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 13 hours and 6.6 days, respectively(SRC). According to a classification scheme(5), an estimated BCF of 3(SRC), from its log Kow of 0.46(6) and a regression-derived equation(7), suggests the potential for bioconcentration in aquatic organisms is low(SRC). In the modified MITI screening test, tetrahydrofuran at 100 mg/L was completely biodegraded in 14 days using an activated sludge inoculum(8); however, the EEC manometric respirometric method, tested in 22 different laboratories, gave a mean of 34% of the theoretical BOD within 28 days(9).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), tetrahydrofuran, which has a vapor pressure of 162 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase tetrahydrofuran is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals; the half-life for this reaction in air is 21 to 24 hours(3), calculated from its measured rate constants of 1.62X10-11 to 1.8X10-11 cu cm/molecule-sec(4). Butyrolactone and alpha-hydroxytetrahydrofuran were formed as products during the photooxidation of tetrahydrofuran(5). Tetrahydrofuran will also react with nitrate radicals; the half-life for this reaction in air is 3 days(SRC), calculated from its measured rate constant of 4.88X10-15 cu cm/molecule-sec(6). Tetrahydrofuran is moderately reactive in photochemical smog conditions where nitrogen oxides are present; reactions occur in time scales of hours(7-9).

Food Survey Values

Tetrahydrofuran has been identified in coffee aroma.

Constituent of roasted coffee

Tetrahydrofuran was detected as a volatile compound, isolated from floured chickpea seed(1). This compound was identified in the volatile component of cooked chicken(2).

Adverse Effects

Neurotoxin - Acute solvent syndrome;Occupational hepatotoxin - Primary hepatotoxins: the toxic effect to the liver is the principal adverse effect of the chemical.;Nephrotoxin - The chemical is potentially toxic to the kidneys in the occupational setting.;IARC Carcinogen - Class 3: Chemicals are not classifiable by the International Agency for Research on Cancer.;ACGIH Carcinogen - Confirmed Animal.

Exposure Routes

The substance can be absorbed into the body by inhalation of its vapour, by ingestion and through the skin.

inhalation, skin and/or eye contact, ingestion

Milk Concentrations

ENVIRONMENTAL: In 4 urban areas, tetrahydrofuran was detected in Mother's milk in 1 of 12 samples(1).

Toxicity Summary

HUMAN TOXICITY: Data pertaining to the toxicity of tetrahydrofuran (THF) in humans is quite limited. The probable oral lethal dose in humans is 50-500 mg/kg. Severe occipital headaches were reported in the testing for pharmacological properties of THF & among technicians performing animal experiments. Toxicity (TCLo) is expected following exposure to a 2.5% concn of THF. ANIMAL TOXICITY: Animal studies indicate that THF is only "MODERATELY TOXIC" from acute exposure with the lowest reported LD50's of 1900-2900 mg/kg by oral route. Median lethal concns by inhalation varied with the duration of exposure but were >20,000 ppm with all species for exposures of 1 hr or less. Reports of animal studies document irritation of the skin & mucous membranes, including the eyes, nose, & upper respiratory tract, as the predominant effect from lower exposures (about 100-200 ppm). High acute doses (about 25,000 ppm) produced anesthesia with delayed induction & recovery periods, accompanied by a fall in blood pressure & strong respiratory stimulation. The margin of safety between anesthesia & death is small. Other effects recorded are those of damage to liver, kidneys, & lung after prolonged exposures to levels of THF >1000 ppm. Toxic manifestations varied somewhat with the route of exposure with irritation of upper respiratory tract observed with inhaled THF & inflammation of the GI tract following oral ingestion. The only report on carcinogenicity is that of a test for skin tumors in which THF was applied to the skin of mice twice/wk for 25 exposures with an observation period of 17.5 months. No carcinogenic effect was observed. THF was negative when tested for mutagenicity using the Ames test; however, it would appear to enhance the mutagenicity of certain tryptophan-pyrolysate substances. No information is presented on metabolism, absorption, & distribution. The only report on excretion is the finding of THF in mother's milk.

Signs and Symptoms

Cough. Burning sensation in the throat and chest. Dizziness. Headache. Nausea. Unconsciousness.

Dry skin. Redness. Pain.

Redness. Pain.

See Inhalation.

irritation eyes, upper respiratory system; nausea, dizziness, headache, central nervous system depression

Ongoing Test Status

The following link will take the user to the National Toxicology Program (NTP) Test Agent Search Results page, which tabulates all of the "Standard Toxicology & Carcinogenesis Studies", "Developmental Studies", and "Genetic Toxicity Studies" performed with this chemical. Clicking on the "Testing Status" link will take the user to the status (i.e., in review, in progress, in preparation, on test, completed, etc.) and results of all the studies that the NTP has done on this chemical.[Available from: http://ntp-apps.niehs.nih.gov/ntp_tox/index.cfm?fuseaction=ntpsearch.searchresults&searchterm=109-99-9]

Effluent Concentrations

Thirty samples taken between 1973-1976 ranged from 0 ug/L (Olin Corp, Brandenbury, KY, Ohio River/Wabash River) to 450,000 ug/L (General Electric, Mt Vernon, IN, Ohio River). Other notably high concentration were 1000 ug/L (M/T Chem, Carrloton, KY, Ohio River), 850 ug/L (Olin Corp, IN, Ohio River/ Wabash River), and 318 ug/L (Ashtabula, OH).

Leachate from the Rochester Municipal Landfill contained tetrahydrofuran at 0.43 mg/L(1). Effluent samples taken from a plant that finished polyester fabrics contained tetrahydrofuran at unreported concentrations(2). Tetrahydrofuran was reported in the vehicle exhaust gases from a gasoline engine at unreported concentrations(3). Effluent from a sewage treatment plant in Barceloneta, Puerto Rico, receiving waste from several pharmaceutical industries contained tetrahydrofuran at unreported concentrations(4). Ambient air samples from 2 of 5 hazardous waste sites in New Jersey contained tetrahydrofuran at unreported concentrations(5).

Tetrahydrofuran was detected in 20 of 1043 common household products at unreported concentrations(1). Tetrahydrofuran was identified but not quantified as a volatile organic compound released from textile floor coverings(2). Tetrahydrofuran was identified as a major constituent of polyvinyl chloride primer and adhesive and was found to be leached into the water surrounding bonded joints at concentrations ranging from 215-63,000 ug/L (concentrations given for the first wash for 7 different products)(3); 6 and 8 months following polyvinyl chloride pipe installation tetrahydrofuran concentrations in the surrounding water were 13 and 7.5 ppm, respectively(4). Volatile organic compounds measured from a sludge landfill simulator contained tetrahydrofuran at unreported concentrations(5). The concentration of tetrahydrofuran in landfill leachate ranges from 18 to 1,400 ug/L(6). Groundwater sampled under two waste disposal sites in Minnesota contained tetrahydrofuran at concentrations from 24-3900 ug/L(7). Leachates from 3 of 5 landfill sites in Connecticut contained tetrahydrofuran; Cheshire site at 60 ug/L, Norwich site at 20 ug/L, Danbury site at 330 ug/L(8).

REGULATORY

法规信息

Regulatory Information

Chemical: Furan, tetrahydro-

Hazard Traits - Carcinogenicity; Environmental tox; Neurotoxicity;Authoritative List - CWA 303(d); IARC Carcinogens - 2B; IRIS Neurotoxicants; Prop 65;Report - regardless of intended function of ingredient in the product

Furan, tetrahydro- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Furan, tetrahydro- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 30-03-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/15474;Status: Active Update: 16-03-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/22931

Furan, tetrahydro-: HSNO Approval: HSR001224 Approved with controls

The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)

FDA Requirements

Tetrahydrofuran is an indirect food additive for use only as a component of adhesives.

RCRA Requirements

U213; As stipulated in 40 CFR 261.33, when tetrahydrofuran, as a commercial chemical product or manufacturing chemical intermediate or an off-specification commercial chemical product or a manufacturing chemical intermediate, becomes a waste, it must be managed according to Federal and/or State hazardous waste regulations. Also defined as a hazardous waste is any residue, contaminated soil, water, or other debris resulting from the cleanup of a spill, into water or on dry land, of this waste. Generators of small quantities of this waste may qualify for partial exclusion from hazardous waste regulations (40 CFR 261.5).

TSCA Requirements

Section 8(a) of TSCA requires manufacturers of this chemical substance to report preliminary assessment information concerned with production, exposure, and use to EPA as cited in the preamble in 51 FR 41329. Effective date 3/11/94; Reporting date: 5/10/95.

Pursuant to section 8(d) of TSCA, EPA promulgated a model Health and Safety Data Reporting Rule. The section 8(d) model rule requires manufacturers, importers, and processors of listed chemical substances and mixtures to submit to EPA copies and lists of unpublished health and safety studies. Tetrahydrofuran is included on this list. Effective date 3/11/94; Sunset date: 6/30/98.

A testing consent order is in effect for tetrahydrofuran for health effects testing. FR citation: 1/23/95.

CERCLA Reportable Quantities

Persons in charge of vessels or facilities are required to notify the National Response Center (NRC) immediately, when there is a release of this designated hazardous substance, in an amount equal to or greater than its reportable quantity of 1000 lb or 454 kg. The toll free number of the NRC is (800) 424-8802. The rule for determining when notification is required is stated in 40 CFR 302.4 (section IV.D.3.b).

State Drinking Water Guidelines

(MA) MASSACHUSETTS 600 ug/L

(NH) NEW HAMPSHIRE 150 ug/L

(WI) WISCONSIN 50 ug/L

(ME) MAINE 70 ug/L

(FL) FLORIDA 4.6 ug/L

PHARMACOLOGY

药理信息

Biological Half-Life

A single oral application of 300 mg/kg THF as a 10% aqueous solution was given to rats (strain and sex not given). The animals were killed 10-300 min following application and the THF concentration in liver, kidneys, brain, spleen, muscle, adipose tissue, and blood determined (gel column, mass spectroscopy). The highest THF value in the blood was at 1 hr post-application (about 200 mg/kg). The biological half-life in blood was 5 hr. THF concentrations in adipose tissue and kidneys were 1.3-1.4 times higher than in blood; levels in liver, brain, spleen, and muscle were similar to blood. Comparable levels were found in two rabbits after oral application of 700 mg/kg (half-life 4-6 hr; THF(adipose tissue)/THF(blood) ratio 1.4, ratio for remaining organs 0.5-0.9). In a second experiment with rats, 300 mg/kg doses were again used. THF concentration in blood was measured over 24 hr. It climbed rapidly to a maximum of 150 mg/kg 1.5-2 hr post-application; thereafter it declined gradually to null over 24 hr. Biological half-life in blood: 7.5 hr. /Translated from German/

Ten healthy male human volunteers were exposed at 50 and 200 ppm THF in air in 2- and 3-hr exposures, each separated by 1 hour of rest. The biological half-life was found to be 32 minutes for alveolar air, and 118 minutes for urine following the peak that occurred at the end of exposure.

Metabolism/Metabolites

In vitro studies ... indicated that THF was first hydroxylated by the microsomal enzymes and further cleaved to the straight chain fatty acid in the presence of cytosol.

Absorption, Distribution and Excretion

THF levels in various organs as well as excretion rates were determined in three different inhalation experiments in rats: 1) 30 min exposure to 45 mg/L (15,000 ppm); 2) 30 min/day, 7 day exposure to 45 mg/L (15,000 ppm); 3) 1 hr/day, 5 days/week, 12 weeks exposure to 9 mg/L (3000 ppm). Results: 1) Immediately after the completion of the exposure the following order of THF concentrations were seen: blood > brain > kidneys > heart > liver > spleen > lung. The lowest concentration was in the lung: 200 mg/kg, in the other organs: 480-600 mg/kg (maximum excretion in exhaled air). After 1 hr 70-80% had been excreted from the organs; the remainder slowly disappeared over 12-13 hr. 2) Directly after the final exposure, the lowest value was 130-300 ug/kg as in the single exposure. Excretion in the initial phase was weaker with higher THF concentrations after 1 or 3 hr. After 6 hr the excretion rate was similar to the single exposure study. 3) Directly after the last exposure the highest THF concentration was in the thymus (160 ug/kg) and spleen (110 ug/kg), 60-100 ug/kg in the other organs. The thymus also had the highest concentration of the organs after 6 hr; the concentrations in the lungs and other organs were similar (an indication of reduced exhaled excretion); complete excretion of THF was in about 12 hr as in 1) and 2). Conclusion: tissue levels are dependent on THF-concentrations in exhaled air. Greatest excretion occurs in exhaled air. /Translated from German/

A single oral application of 300 mg/kg THF as a 10% aqueous solution was given to rats (strain and sex not given). The animals were killed 10-300 min following application and the THF concentration in liver, kidneys, brain, spleen, muscle, adipose tissue, and blood determined (gel column, mass spectroscopy). The highest THF value in the blood was at 1 hr post-application (about 200 mg/kg). The biological half-life in blood was 5 hr. THF concentrations in adipose tissue and kidneys were 1.3-1.4 times higher than in blood; levels in liver, brain, spleen, and muscle were similar to blood. Comparable levels were found in two rabbits after oral application of 700 mg/kg (half-life 4-6 hr; THF(adipose tissue)/THF(blood) ratio 1.4, ratio for remaining organs 0.5-0.9). In a second experiment with rats, 300 mg/kg doses were again used. THF concentration in blood was measured over 24 hr. It climbed rapidly to a maximum of 150 mg/kg 1.5-2 hr post-application; thereafter it declined gradually to null over 24 hr. Biological half-life in blood: 7.5 hr. /Translated from German/

Excretion of tetrahydrofuran in mother's milk reported in 1 of 12 samples collected in 4 urban areas in New Jersey, Pennsylvania, and Louisiana.

Adult male rats exposed to tetrahydrofuran vapor at 8.2 (200 ppm), 41 (1,000 ppm) or 82 mumol/l (2,000 ppm) for 2 to 18 weeks, five days a week, 6 hrs daily, showed dose-dependent brain and perirenal fat solvent burden linearly correlated to each other. After two weeks of exposure, the body burden of tetrahydrofuran seems to decrease. This might have been caused by increased oxidative metabolism as enhanced 7-ethoxycoumarin-O-deethylase activity was detected in liver and kidneys in the second week and onwards. The exposure also caused inhibition of alcohol and formaldehyde dehydrogenase activities in liver at the highest dose. Biochemical effects in the cerebellum were not detected, while gluteal muscle specimens showed increased succinate dehydrogenase activity in a dose-related manner. This points to effects on the energy metabolism. Muscle acetylcholine esterase activity was also increased showing possible effects on the myoneural junctions.

For more Absorption, Distribution and Excretion (Complete) data for Tetrahydrofuran (7 total), please visit the HSDB record page.

Cellular Locations

Cytoplasm

USES

用途与制造

Uses

Used as a solvent for polymers and resins, a wetting agent for textiles, and a chemical intermediate; [ACGIH] Used as a solvent in inks, adhesives, and lacquers; [HSDB]

Textiles (Fiber & Fabric Manufacturing) [Category: Industry];Painting (Solvents) [Category: Paint];Working with Glues and Adhesives [Category: Other];Plastic Composites Manufacturing [Category: Industry]

Solvent for high polymers, especially polyvinyl chloride. As reaction medium for Grignard and metal hydride reactions. In the synthesis of butyrolactone, succinic acid, 1,4-butanediol diacetate. Solvent in histological techniques.

Solvent for fat oils, unvulcanized rubber; for making adipic acid

Solvent in preparation of printing inks, adhesives, lacquers, & other coatings; Grignard reagent in synthesis of motor fuels, vitamins, hormones, pharmaceuticals, synthetic perfumes, organometallic cmpds, & insecticides.

Solvent for natural and synthetic resins, particularly vinyls, in topcoating solutions, polymer coating, cellophane, protective coatings, adhesives, magnetic tapes, printing inks, etc., Grignard reactions, lithium aluminum hydride reductions, and polymerizations; chemical intermediate and monomer.

Impurities

Peroxide (as hydrogen peroxide): 0.015%, water: 0.02%

U.S. Exports

(1978) 4.99X10+9 G

(1983) 6.73X10+9 G

(1985) 1.71X10+8 g

(1987) 9.50X10+6 lb

(1988) 1.01X10+7 lb

U.S. Imports

(1974) 4.2X10+5 lb/yr

(1975) 8.2X10+4 lb/yr

(1985) 1.24X10+8 g

(1986) 8.12X10+4 lb

U.S. Production

2023: 100,000,000 - <250,000,000 lb;2022: 100,000,000 - <250,000,000 lb;2021: 100,000,000 - <250,000,000 lb;2020: 100,000,000 - <250,000,000 lb

(1977) AT LEAST 2.72X10+10 G

(1982) 4.85X10+10 G

(1985) 5.46X10+10 g

(1987) 1.42X10+8 lb

For more U.S. Production (Complete) data for Tetrahydrofuran (9 total), please visit the HSDB record page.

Consumption Patterns

Resin solvent 40%, Chemical Int 40%, Grignard reaction solvent 20%.

SOLVENT FOR RESINS, 40%; CHEMICAL INTERMEDIATE, 40%; REACTION SOLVENT, 20% (1977)

Polytetrahydrofuran, 68%; coating solvent, 23%; other (reaction solvent, thiophane), 9% (1983)

Consumer Uses

Other;Anti-adhesive/cohesive;Solvent;Laboratory chemicals;Intermediate;Not Known or Reasonably Ascertainable

Industry Uses

Anti-adhesive/cohesive;Solvent;Other;Tanning agents not otherwise specified;Monomers;Processing aids not otherwise specified;Fuel agents;Fuel;Fragrance;Catalyst;Not Known or Reasonably Ascertainable;Intermediate;Laboratory chemicals

Methods of Manufacturing

Manufactured by catalytic hydrogenation of maleic anhydride.

(1) Catalytic hydrogenation of furan with nickel catalyst. (2) Acid-catalyzed dehydration of 1,4-butanediol.

Decarboxylation of furfural with zinc-chromium-molybdenum catalyst with hydroxylation to THF.

The Reppe process involves a reaction between acetylene and formaldehyde to give 2-butyne-1,4-diol, with subsequent hydrogenation to 1,4-butanediol ... The saturated diol is very readily cyclized to THF with elimination of water by acid catalysis above 100 °C. Suitable catalysts include inorganic acids, acidic aluminum silicates, and earth or rare-earth oxides.

For more Methods of Manufacturing (Complete) data for Tetrahydrofuran (7 total), please visit the HSDB record page.

Formulations/Preparations

Grades: technical, spectrophotometric.

Liquid, industrial, 99.5% grades

99.9%, HPLC, spectrophotometric, anhydrous, UV, nonspectro reagent grades

Household Products

Cosmetics product ingredient: Tetrahydrofuran;Reason for Listing:;- Known to cause cancer and listed under Health and Safety Code section 25249.8 of the California Safe Drinking Water and Toxic Enforcement Act of 1986 (Prob 65);- Group 2B carcinogen identified by the International Agency for Research on Cancer;- Identified as pollutants by California or the United States Environmental Protection Agency for one or more water bodies in California under section 303(d) of the federal Clean Water Act and section 130.7 of title 40 of the Code of Federal Regulations;- The United States Environmental Protection Agency’s Integrated Risk Information System developed a reference dose or reference concentration based on neurotoxicity;Potential Health Impacts: Carcinogenicity, Environmental Toxicity, and Neurotoxicity;Product count: 1

Information on 74 consumer products that contain Tetrahydrofuran in the following categories is provided:;• Home Maintenance

General Manufacturing Information

Pesticide, Fertilizer, and Other Agricultural Chemical Manufacturing;Pharmaceutical and Medicine Manufacturing;Rubber Product Manufacturing;Wholesale and Retail Trade;Adhesive Manufacturing;Not Known or Reasonably Ascertainable;Construction;All Other Chemical Product and Preparation Manufacturing;Plastics Material and Resin Manufacturing;Paint and Coating Manufacturing;Non-metallic Mineral Product Manufacturing (includes clay, glass, cement, concrete, lime, gypsum, and other non-metallic mineral product manufacturing);Services;Industrial Gas Manufacturing;All Other Basic Organic Chemical Manufacturing;Printing Ink Manufacturing;Miscellaneous Manufacturing;Petrochemical Manufacturing

Furan, tetrahydro-: ACTIVE

0.025% Butylated hydroxytoluene (BHT) present to prevent peroxide formation.

Commercial material is supplied stabilized with a phenolic antioxidant which is effective under normal closed storage conditions in preventing the formation and accumulation of peroxide. ... Copper chloride /is used/ for removal of trace amt of peroxides. ... The use of lithium tetrahydroaluminum is only recommended for drying tetrahydrofuran which is peroxide-free and is not grossly wet. ... Peroxides in THF may be destroyed by passing through activated carbon at 20-66 °C with contact time > 2 min.

ALIASES

名称与别名

共 182 条
TETRAHYDROFURANOxolane109-99-9FuranidineFuran, tetrahydro-Tetramethylene oxideHydrofuranOxacyclopentane1,4-EpoxybutaneTetrahydrofuranneTetraidrofuranoTetrahydrofuraanCyclotetramethylene oxideAgrisynth THFButane, 1,4-epoxy-RCRA waste number U213Butane, alpha,delta-oxideDTXSID1021328NCI-C60560Butane alpha,delta-oxide

REACTIONS

相关反应

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