四氢呋喃

Tetrahydrofuran

HCID 8028CAS 109-99-9

基本信息

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

名称与标识

首选名称
Tetrahydrofuran
IUPAC
oxolane
中文名
四氢呋喃
英文名
Tetrahydrofuran
分子式
C4H8O
分子量
72.11

名称与别名

TETRAHYDROFURANOxolane109-99-9FuranidineFuran, tetrahydro-Tetramethylene oxideHydrofuranOxacyclopentane1,4-EpoxybutaneTetrahydrofuranneTetraidrofuranoTetrahydrofuraan
展开更多名称
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THFTetrahydrofuranePTMEG 2000Butylene oxidePTHFabcoxolanTetrahydrofuran, 99.6%, stabilized with BHT, for analysis ACSPTMEG 1000
Cyclotetramethylene oxideAgrisynth THFButane, 1,4-epoxy-RCRA waste number U213Butane, alpha,delta-oxideDTXSID1021328NCI-C60560Butane alpha,delta-oxide

数据库标识

CAS
109-99-9、24979-97-3
PubChem CID
8028
DTXSID
DTXSID1021328
ChEMBL
CHEMBL276521
ChEBI
CHEBI:26911
UNII
3N8FZZ6PY4
EC Number
203-726-8
Nikkaji
J2.878I

性质

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

实验与物化性质

LogP · 3 条

log Kow = 0.46

0.46

0.46 (estimated)

Odor · 2 条

Ether-like odor

FAINT FRUITY ODOR

TastePUNGENT TASTE
Density · 6 条

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 · 2 条

0.53 cP at 20 °C

0.5 mPa*s at 20 °C

Color/Form · 3 条

Colorless, mobile liquid

Water-white liquid

Colorless liquid

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

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。

安全与法规

GHS分类

GHS Classification · 6 条

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.

危害信息

Regulatory Information · 6 条

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 InformationIMAP assessments - Furan, tetrahydro-: Human health tier III assessment;IMAP assessments - Furan, tetrahydro-: Human health tier II assessment
DOT LabelFlammable Liquid
Fire Hazards · 3 条

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 PotentialFlammable liquid. A very dangerous fire hazard when exposed to heat, flames, oxidizers.
Health Hazards · 2 条

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.

安全与防护

Fire Fighting · 2 条

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 · 4 条

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 · 2 条

· 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 · 3 条

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 StorageFireproof. Well closed. Separated from : see Chemical Dangers.
Firefighting Hazards · 2 条

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.

毒理信息

Body BurdenIn 4 urban areas, tetrahydrofuran was detected in Mother's milk in 1 of 12 samples(1).
Target Organs · 2 条

Developmental;Hepatic;Nervous

Eyes, respiratory system, central nervous system

Ecotoxicity Values · 5 条

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 · 3 条

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 · 3 条

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 · 1 条

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.

法规信息

Regulatory Information · 6 条

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 RequirementsTetrahydrofuran is an indirect food additive for use only as a component of adhesives.
RCRA Requirements · 1 条

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 · 3 条

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 · 1 条

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 · 5 条

(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

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

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

包装储运 · 4 条

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

化学与工业

药理信息

Biological Half-Life · 2 条

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/MetabolitesIn 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 · 5 条

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 LocationsCytoplasm

用途与制造

Uses · 6 条

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.

ImpuritiesPeroxide (as hydrogen peroxide): 0.015%, water: 0.02%
U.S. Exports · 5 条

(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 · 4 条

(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 · 6 条

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 · 3 条

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)

应用领域 · 3 条

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。

制备方法 · 2 条

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。

试剂价格

XW01099993 · 1L
四氢呋喃tetrahydrofuran — 319元
XW01099992 · 500ML
四氢呋喃tetrahydrofuran — 200元

供应商50 家

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
上海拓磊化学试剂有限公司86-021-50318510
Syntechem Co.,Ltd[email protected]

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