环氧氯丙烷

Epichlorohydrin

HCID 7835CAS 106-89-8

基本信息

标准SMILES
ClCC1CO1
InChIKey
BRLQWZUYTZBJKN-UHFFFAOYSA-N
分子式
C3H5ClO
平均分子量
92.52 g/mol
单同位素质量
92.0028925

名称与标识

首选名称
Epichlorohydrin
IUPAC
2-(chloromethyl)oxirane
中文名
环氧氯丙烷
英文名
Epichlorohydrin
分子式
C3H5ClO
分子量
92.52

名称与别名

EPICHLOROHYDRIN2-(Chloromethyl)oxirane106-89-8Epichlorhydrin1-Chloro-2,3-epoxypropaneGlycidyl chlorideEpichlorhydrineChloromethyloxiraneOxirane, (chloromethyl)-Chloropropylene oxide2,3-Epoxypropyl chlorideEpichloorhydrine
展开更多名称
1-氯-23-氯-1Α-表氯醇环氧氯丙烷环氧环戊烷氯甲代氧丙环3-环氧丙烷2-环氧丙烷氘2-表氯醇氘4-表氯醇ECHEPICHLOROHYDRINE(±)-EpichlorohydrinNew product 99.9% purity CAS 106-89-8 Epichlorohydrin CAS NO.106-89-8 Manufacturers wholesaleEpicloridrina
(CHLOROMETHYL)OXIRANE1,2-Epoxy-3-chloropropane3-Chloro-1,2-epoxypropaneGlycerol epichlorhydrinGlycerol epichlorohydrin3-Chloropropylene oxidealpha-Epichlorohydrin(Chloromethyl)ethylene oxide

数据库标识

CAS
106-89-8、24969-06-0
PubChem CID
7835
DTXSID
DTXSID1020566
ChEMBL
CHEMBL1421613
ChEBI
CHEBI:37144
UNII
08OOR508C0
EC Number
203-439-8
Nikkaji
J4.037A

性质

结构计算性质

XLogP
0.5
极性表面积
12.5 Ų
氢键供体
0
氢键受体
1
可旋转键
1
重原子
5

实验与物化性质

LogP · 3 条

log Kow = 0.45

0.45

0.26

Odor · 2 条

Odor is sweet, pungent or chloroform-like ... generally perceived as a slightly irritating chloroformlike odor

Pungent, garlic-like odor

Density · 6 条

1.18 to 1.801 at 68 °F (EPA, 1998)

1.1750 at 25 °C/4 °C

Relative density (water = 1): 1.2

1.18

1.175 @25 °C

1.18

Viscosity0.0103 poise at 25 °C
Color/FormColorless liquid
Solubility · 6 条

50 to 100 mg/mL at 72 °F (NTP, 1992)

Miscible with most organic solvents

Miscible with alcohol, ether, chloroform, trichloroethylene, carbon tetrachloride; immiscible with petroleum hydrocarbons.

In water, 6.59X10+4 mg/L at 25 °C

65.9 mg/mL at 25 °C

Solubility in water, g/100ml at 20 °C: 6

物理化学性质

熔点
-57 °C · -57 °C
比旋光度
-1 · -1~+1°(D/20℃)(c=1,CH3OH)
沸点
115 · 115-117 °C(lit.)
密度
1.183 g/mL · 1.183 g/mL at 25 °C(lit.)
蒸气密度
3.2 · 3.2 (vs air)
蒸气压
13.8 mm · 13.8 mm Hg ( 21.1 °C)

化学性质

挥发的、不稳定的无色油状液体,有类似氯仿的气味。 与多数有机溶剂混溶,微溶于水。

安全与法规

GHS分类

GHS Classification · 6 条

Danger

H226: Flammable liquid and vapor [Warning Flammable liquids];H301: Toxic if swallowed [Danger Acute toxicity, oral];H311: Toxic in contact with skin [Danger Acute toxicity, dermal];H314: Causes severe skin burns and eye damage [Danger Skin corrosion/irritation];H317: May cause an allergic skin reaction [Warning Sensitization, Skin];H331: Toxic if inhaled [Danger Acute toxicity, inhalation];H350: May cause cancer [Danger Carcinogenicity]

P203, P210, P233, P240, P241, P242, P243, P260, P261, P262, P264, P270, P271, P272, P280, P301+P316, P301+P330+P331, P302+P352, P302+P361+P354, P303+P361+P353, P304+P340, P305+P354+P338, P316, P318, P321, P330, P333+P317, P361+P364, P362+P364, P363, 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% (1 of 1920) of reports.

危害信息

Regulatory Information · 6 条

Chemical: Oxirane, (chloromethyl)-

Hazard Traits - Carcinogenicity; Ocular Toxicity; Reproductive Toxicity; Respiratory Toxicity;Authoritative List - CA TACs; EC Annex VI CMRs - Cat. 1B; IARC Carcinogens - 2A; IRIS Carcinogens - B2; NTP RoC - reasonable; OEHHA RELs; Prop 65;Report - regardless of intended function of ingredient in the product

Regulation (EC) No 178/2002 (amended)

Oxirane, 2-(chloromethyl)- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Oxirane, 2-(chloromethyl)- 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: 14-04-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/15559;Status: Cease Manufacture Update: 09-08-2010 https://echa.europa.eu/registration-dossier/-/registered-dossier/1262;Status: Active Update: 26-03-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/23282

Oxirane, (chloromethyl)-: HSNO Approval: HSR000977 Approved with controls

Other Safety InformationIMAP assessments - Oxirane, (chloromethyl)-: Environment tier I assessment;IMAP assessments - Oxirane, (chloromethyl)-: Human health tier II assessment
DOT LabelPoison Flammable Liquid
Fire Hazards · 3 条

When heated to decomposition, this compound evolves highly toxic fumes of phosgene and carbon monoxide. Reactive and incompatible with strong oxidizers, strong acids, caustics, zinc, aluminum, chlorides of iron and aluminumand compounds with an active hydrogen atom, including water. Unstable, avoid heat, contaminants, strong acids and bases, certain curing agents such as ethylenediamine. Hazardous polymerization may occur. (EPA, 1998)

· HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames.;CAUTION: Methanol (UN1230) will 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 and poison 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.

Flammable. Gives off irritating or toxic fumes (or gases) in a fire. Above 31 °C explosive vapour/air mixtures may be formed.

Fire PotentialFlammable liquid when exposed to heat or flame.
Health Hazards · 2 条

This compound is caustic as both a liquid and gas. Irritation of the eyes and skin, and skin sensitization has been observed. Exposure to epichlorohydrin has caused inflammation of the lungs, asthmatic bronchitis, and liver and kidney damage. In acute poisonings, death may be caused by respiratory paralysis. (EPA, 1998)

· TOXIC; may be fatal if inhaled, ingested or absorbed through skin.;· Inhalation or contact with some of these materials will irritate or burn skin and eyes.;· Methyl chloroacetate (UN2295) is an eye irritant/lachrymator (causes flow of tears).;· Fire will 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

If fire becomes uncontrollable, or containers are exposed to direct flames, evacuate for a radius of 1,500 feet. Isolate for one-half mile in all directions if tank car or truck is involved in fire.;Epichlorohydrin may react violently with water.;Use water spray, dry chemical, foam or carbon dioxide. Water spray may be used to dilute spills to non-flammable mixtures. If leak or spill has not ignited, use water spray to disperse the vapors. Keep fire-exposed containers cooled with water. (EPA, 1998)

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

First Aid Measures · 4 条

Fresh air, rest. Half-upright position. Artificial respiration may be needed. Refer immediately for medical attention.

Wear protective gloves when administering first aid. First rinse with plenty of water for at least 15 minutes, then remove contaminated clothes and rinse again. Put clothes in sealable container. Refer immediately for medical attention.

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

Rinse mouth. Do NOT induce vomiting. Refer immediately 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.;Small Spill;· Absorb with earth, sand or other non-combustible material and transfer to containers for later disposal.;· 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

Warning: Effects may be delayed for several hours. Caution is advised.;Signs and Symptoms of Acute Epichlorohydrin Exposure: Acute exposure to epichlorohydrin may result in nausea, vomiting, and abdominal pain. Liver and kidney effects may be observed. The respiratory tract may become irritated, dyspnea (shortness of breath) may occur, and in acute cases, respiratory paralysis has been observed. Central nervous system and respiratory depression have been noted. Facial swelling, mucosal irritation, dermatitis (red, inflamed skin), and eye irritation may also occur following exposure to epichlorohydrin.;Emergency Life-Support Procedures: Acute exposure to epichlorohydrin may require decontamination and life support for the victims. Emergency personnel should wear protective clothing appropriate to the type and degree of contamination. Air-purifying or supplied-air respiratory equipment should also be worn, as necessary. Rescue vehicles should carry supplies such as plastic sheeting and disposable plastic bags to assist in preventing spread of contamination.;Inhalation Exposure:;1. Move victims to fresh air. Emergency personnel should avoid self-exposure to epichlorohydrin.;2. Evaluate vital signs including pulse and respiratory rate, and note any trauma. If no pulse is detected, provide CPR. If not breathing, provide artificial respiration. If breathing is labored, administer oxygen or other respiratory support.;3. Obtain authorization and/or further instructions from the local hospital for administration of an antidote or performance of other invasive procedures.;4. Transport to a health care facility.;Dermal/Eye Exposure:;1. Remove victims from exposure. Emergency personnel should avoid self- exposure to epichlorohydrin.;2. Evaluate vital signs including pulse and respiratory rate, and note any trauma. If no pulse is detected, provide CPR. If not breathing, provide artificial respiration. If breathing is labored, administer oxygen or other respiratory support.;3. Remove contaminated clothing as soon as possible.;4. If eye exposure has occurred, eyes must be flushed with lukewarm water for at least 15 minutes.;5. Wash exposed skin areas twice with soap and water.;6. Obtain authorization and/or further instructions from the local hospital for administration of an antidote or performance of other invasive procedures.;7. Transport to a health care facility.;Ingestion Exposure:;1. Evaluate vital signs including pulse and respiratory rate, and note any trauma. If no pulse is detected, provide CPR. If not breathing, provide artificial respiration. If breathing is labored, administer oxygen or other respiratory support.;2. Obtain authorization and/or further instructions from the local hospital for administration of an antidote or performance of other invasive procedures.;3. Vomiting may be induced with syrup of Ipecac. If elapsed time since ingestion of epichlorohydrin is unknown or suspected to be greater than 30 minutes, do not induce vomiting and proceed to Step

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: Soap wash immediately - If this chemical contacts the skin, immediately wash the contaminated skin with soap and water. If this chemical penetrates the clothing, immediately remove the clothing, wash the skin with soap and water, and get medical attention promptly.;Breathing: Respiratory support;Swallow: Medical attention immediately - If this chemical has been swallowed, get medical attention immediately.

Safe StorageFireproof. Separated from strong oxidants, acids, bases, aluminium, zinc, amines and food and feedstuffs. Well closed.
Firefighting HazardsVapors are heavier than air and may travel to a source of ignition and flash back.

毒理信息

Cancer Sites · 2 条

Gastrointestinal;Respiratory

[in animals: nasal cancer]

Target Organs · 2 条

Respiratory

Eyes, skin, respiratory system, kidneys, liver, reproductive system

Ecotoxicity Values · 5 条

Minimum inhibitory concentration; Species: Microcystis aeruginosa (Blue algae); Conditions: static, 27 °C, pH 7.0; Concentration: 6.0 mg/L for 8 days; Effect: cell multiplication /from table/

Minimum inhibitory concentration; Species: Scenedesmus quadricauda (Green algae); Conditions: static, 27 °C, pH 7.0; Concentration: 5.4 mg/L for 8 days; Effect: cell multiplication /from table/

Minimum inhibitory concentration; Species: Pseudomonas putida (Bacteria); Conditions: static, 25 °C, pH 7.0; Concentration: 55 mg/L for 16 hr; Effect: cell multiplication /from table/

Minimum inhibitory concentration; Species: Entosiphon sulcatum (Protozoa); Conditions: static, 25 °C, pH 6.9; Concentration: 35 mg/L for 72 hr; Effect: cell multiplication /from table/

For more Ecotoxicity Values (Complete) data for EPICHLOROHYDRIN (18 total), please visit the HSDB record page.

Environmental Fate · 3 条

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 40(SRC), determined from a log Kow of 0.45(2) and a regression-derived equation(3), indicates that epichlorohydrin is expected to have very high mobility in soil(SRC). Volatilization of epichlorohydrin from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 3.0X10-5 atm-cu m/mole(SRC), calculated from a vapor pressure of 16.4 mm Hg(4) and water solubility of 65,900 mg/L(5). The potential for volatilization of epichlorohydrin from dry soil surfaces may exist based upon the vapor pressure(4). Epichlorohydrin may undergo hydrolysis in moist soil surfaces based on a hydrolysis half-life of 8.2 days in distilled water(6). Epichlorohydrin achieved 3% of the theoretical BOD in a sewage sludge over a 5 day incubation period, but achieved 14% of the theoretical BOD following acclimation(7), suggesting that biodegradation in acclimated soils may be important(SRC).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 40(SRC), determined from a log Kow of 0.45(2) and a regression-derived equation(3), indicates that epichlorohydrin is not expected to adsorb to suspended solids and sediment in water(SRC). Volatilization from water surfaces is expected(3) based upon an estimated Henry's Law constant of 3.0X10-5 atm-cu m/mole(SRC), calculated from its vapor pressure of 16.4 mm Hg(4) and water solubility of 65,900 mg/L(5). Using this estimated Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 19 hours and 12 days, respectively(SRC). According to a classification scheme(6), an estimated BCF of 3(SRC), from its log Kow(2) and a regression-derived equation(7), suggests the potential for bioconcentration in aquatic organisms is low. The hydrolysis half-life of epichlorohydrin is 8.2 days in distilled water and 5.3 days in simulated seawater(8). Epichlorohydrin achieved 3% of the theoretical BOD in a sewage sludge over a 5 day incubation period, but achieved 14% of the theoretical BOD following acclimation(9); thus biodegradation in acclimated water may be important(SRC).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), epichlorohydrin, which has a vapor pressure of 16.4 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase epichlorohydrin is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be 36 days(SRC), calculated from its rate constant of 4.4X10-13 cu cm/molecule-sec at 25 °C(3).

Adverse Effects · 1 条

Occupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation.;Nephrotoxin - The chemical is potentially toxic to the kidneys in the occupational setting.;Reproductive Toxin - A chemical that is toxic to the reproductive system, including defects in the progeny and injury to male or female reproductive function. Reproductive toxicity includes developmental effects. See Guidelines for Reproductive Toxicity Risk Assessment.;Dermatotoxin - Skin burns.;Skin Sensitizer - An agent that can induce an allergic reaction in the skin.;Toxic Pneumonitis - Inflammation of the lungs induced by inhalation of metal fumes or toxic gases and vapors.;IARC Carcinogen - Class 2: International Agency for Research on Cancer classifies chemicals as probable (2a), or possible (2b) human carcinogens.;NTP Carcinogen - Reasonably anticipated to be a human carcinogen.;ACGIH Carcinogen - Confirmed Animal.

Exposure Routes · 2 条

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

inhalation, skin absorption, ingestion, skin and/or eye contact

法规信息

Regulatory Information · 6 条

Chemical: Oxirane, (chloromethyl)-

Hazard Traits - Carcinogenicity; Ocular Toxicity; Reproductive Toxicity; Respiratory Toxicity;Authoritative List - CA TACs; EC Annex VI CMRs - Cat. 1B; IARC Carcinogens - 2A; IRIS Carcinogens - B2; NTP RoC - reasonable; OEHHA RELs; Prop 65;Report - regardless of intended function of ingredient in the product

Regulation (EC) No 178/2002 (amended)

Oxirane, 2-(chloromethyl)- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Oxirane, 2-(chloromethyl)- 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: 14-04-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/15559;Status: Cease Manufacture Update: 09-08-2010 https://echa.europa.eu/registration-dossier/-/registered-dossier/1262;Status: Active Update: 26-03-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/23282

Oxirane, (chloromethyl)-: HSNO Approval: HSR000977 Approved with controls

RCRA Requirements · 1 条

U041; As stipulated in 40 CFR 261.33, when epichlorohydrin, 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 · 1 条

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. Oxirane, (chloromethyl)- is included on this list. Effective date 10/4/82; Sunset date: 10/4/92.

Atmospheric Standards · 3 条

This action promulgates standards of performance for equipment leaks of Volatile Organic Compounds (VOC) in the Synthetic Organic Chemical Manufacturing Industry (SOCMI). The intended effect of these standards is to require all newly constructed, modified, and reconstructed SOCMI process units to use the best demonstrated system of continuous emission reduction for equipment leaks of VOC, considering costs, non air quality health and environmental impact and energy requirements. Epichlorohydrin is produced, as an intermediate or a final product, by process units covered under this subpart.

Listed as a hazardous air pollutant (HAP) generally known or suspected to cause serious health problems. The Clean Air Act, as amended in 1990, directs EPA to set standards requiring major sources to sharply reduce routine emissions of toxic pollutants. EPA is required to establish and phase in specific performance based standards for all air emission sources that emit one or more of the listed pollutants. Epichlorohydrin is included on this list.

Epichlorohydrin is a substance for which a Federal Register notice has been published that included consideration of the serious health effects, including cancer, from ambient air exposure to the substance.

CERCLA Reportable Quantities · 2 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 100 lb or 45.4 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).

Releases of CERCLA hazardous substances are subject to the release reporting requirement of CERCLA section 103, codified at 40 CFR part 302, in addition to the requirements of 40 CFR part 355. Epichlorohydrin is an extremely hazardous substance (EHS) subject to reporting requirements when stored in amounts in excess of its threshold planning quantity (TPQ) of 1000 lbs.

Clean Water Act Requirements · 1 条

Epichlorohydrin is designated as a hazardous substance under section 311(b)(2)(A) of the Federal Water Pollution Control Act and further regulated by the Clean Water Act Amendments of 1977 and 1978. These regulations apply to discharges of this substance. This designation includes any isomers and hydrates, as well as any solutions and mixtures containing this substance.

安全数据

wgk
3
tsca
TSCA listed
毒性
LD50 orally in rats: 0.09 g/kg (Smyth, Carpenter)
RTECS号
TX4900000
包装类别
II
危险等级
6.1
毒性防护 · 4 条

毒性环氧氯丙烷是一种高毒环氧化合物。小鼠经口LD50238mg/kg(体重)、大鼠90~210mg/kg(体重)、豚鼠178mg/kg(体重)。吸入4小时大鼠LC50为1.89g/m3、豚鼠为2.12g/m3。大鼠经皮LD50590mg/kg(体重)。有强烈刺激作用及致敏作用,可引起眼和皮肤刺激症状,严重者可发生肺水肿,肝、肾受损害。长期接触可引起中毒性神经衰弱综合征。小鼠涂抹致皮肤肿瘤,皮下注射致局部肉瘤; 大鼠吸入致鼻癌。多种致突变试验出现阳性结果。国际癌症研究所 (IARC)列为人类可疑致癌化学物(证据不足)。我国规定车间空气中最高容许浓度为1mg/m3。

急性毒性口服- 大鼠 LD50: 90 毫克/ 公斤; 口服- 小鼠 LD50: 195 毫克/ 公斤

刺激数据皮肤- 兔子 10 毫克/ 24小时; 眼睛- 兔子 100 毫克/ 24小时 中度

职业标准TWA 10 毫克/ 立方米;STEL 20 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

可燃性危险特性遇明火、高温、氧化剂较易燃; 燃烧产生有毒氯化物烟雾

储运特性库房通风低温干燥; 与氧化剂、酸类分开存放

灭火剂干粉、二氧化碳、泡沫、1211灭火剂

化学与工业

药理信息

Mechanism of Action · 2 条

The two reactive electrophilic sites, the C-1 carbon in the epoxide ring and C-3, the chlorine-bearing carbon, behave as alkylating agents and can react nonenzymatically with glutathione or protein sulfhydryl groups.

3-Chloroglycerophosphate inhibited rat sperm enzyme activities (glyceraldehyde-3-phosphate dehydrogenase and triosephosphate isomerase) and hence glycolysis. Only the S(-) isomer and not the R(+) isomer of 3-chloro-1,2-propanediol produced antifertility or antiglycolytic effects. Since epichlorohydrin has not been shown to have enzyme inhibitory effects, it may be that it is metabolized in vivo to S(-) alpha-chlorohydrin phosphate, to exert its antifertility effect.

Biological Half-Life · 3 条

No reports found; [TDR, p. 619]

... Male mice were given a single ip injection of epichlorohydrin dissolved in corn oil. Groups of ten mice were killed by decapitation at 1, 3, 5, 7, 10, 15, 20 and 30 minutes after injection and blood samples were collected. The in vivo half-life of epichlorohydrin is extremely short, being only just detectable after 15 minutes.

Half-life values of ECH and its metabolite, alpha-chloro-hydrin, in the blood of Swiss-Albino mice, which has been administered 200 mg/kg bw doses of the substances (oral or ip) were found to be 3.6-5.3 and 65 minutes.

Metabolism/Metabolites · 5 条

... WISTAR RATS DOSED ORALLY OR IP WITH ... EPICHLOROHYDRIN YIELD ... URINARY METABOLITES ... 2,3-DIHYDROXYPROPYL-S-CYSTEINE & ITS N-ACETATE. SINCE EPICHLOROHYDRIN IS A STRONG ELECTROPHILE THAT IS CAPABLE OF REACTING WITH CELLULAR NUCLEOPHILES, IT IS PROBABLE THAT SOME EPICHLOROHYDRIN METABOLITES ARE ALSO COVALENTLY BOUND TO VARIOUS TISSUE MACROMOLECULES.

Rats given oral (14)C labeled epichlorhydrin and sacrificed after 3 days: 38% exhaled as carbon dioxide; 50% excreted as metabolites in urine; 3% excreted in the feces; and the remainder was found in the tissues - liver, kidney, and forestomach.

The major urinary metabolite of (14)C-epichlorohydrin, after oral administration to rats, was identified previously to be N-acetyl-S-(3-chloro-2-hydroxypropyl)-L-cysteine at 36% of the administered dose. In a similar study reported here, 1,2-dibromo-3- chloropropane was metabolized to at least 20 radioactive urinary metabolites. N-acetyl-S-(3-chloro-2-hydroxypropyl)-L-cysteine was only a minor metabolite (4%) of 1,2-dibromo-3-chloropropane. Epichlorohydrin was metabolized in vitro by rat liver microsomes to alpha-chlorohydrin, but 1,2-dibromo-3-chloroproane was not metabolized to epichlorohydrin or alpha-chlorohydrin under similar conditions. Covalent binding of radioactivity to liver microsomal proteins occurred for both substrates, but was less for (14)C-epichlorohydrin than for (14)C-1,2-dibromo-3-chloropropane. Addition of 3,3,3-trichloropropylene oxide, an inhibitor of epoxide hydrolase, increased the extent of protein binding of epichlorohydrin, but decreased the amojnt of (14)C-1,2-dibromo-3-chloropropane which was bound. The data indicate the epichlorohydrin is not a significant in vivo nor in vitro metabolite of 1,2-dibromo-3-chloropropane in the rat, and is unlikely to be responsible for the toxicity of 1,2-dibromo-3-chloropropane.

In in vitro studies, it was shown that epichlorohydrin was hydrolyzed into 3-chloro-1,2-propanediol by the microsomal epoxide hydrolase(s) (EC 3.3.2.3) of mouse liver in the absence of NADPH, the roles of protein or glutathione in this detoxification being insignificant.

For more Metabolism/Metabolites (Complete) data for EPICHLOROHYDRIN (7 total), please visit the HSDB record page.

Absorption, Distribution and Excretion · 5 条

WITH EXCEPTION OF PANCREAS, A CORRELATION OBSERVED BETWEEN TISSUE DISTRIBUTION & TARGET ORGAN TOXICITY. EXCRETION MAINLY IN URINE. 21 & 18% OF DOSE EXCRETED AS CO2 IN MALE & FEMALE RATS. PEAK TISSUE LEVELS IN FEMALES LOWER.

/EPICHLOROHYDRIN MAY BE/ ABSORBED THROUGH THE SKIN.

The upper respiratory tracts of male Fischer F344 rats were surgically isolated and connected to a specially designed flow system. The tracheal connection of the upper respiratory tract and the lower respiratory tract was interrupted. The upper respiratory tract was exposed to propylene-glycol- monomethyl ether, propylene glycol monomethyl ether acetate, epichlorohydrin, cmpd which include vapors while the rat spontaneously breathed from a stream of air. Intact rats were exposed nose only to the same compound and the percentages of vapor absorbed were determined for comparison purposes. Attempts were made to correlate the results with the water solubility of the compounds. The data were compared to predictions of two compartment mathematical models. More than 50 to 70% of the epichlorohydrin, vapors passing through the isolated upper respiratory tacts were absorbed. With the exception of styrene and methylene chloride, the percentage of vapors absorbed by the upper respiratory tract approximated that observed in the lower respiratory tract and nose only exposed animals. There was no correlation between absorption in the URT and water solubility. The mathematical models generally predicted the absorption of vapors by the lower respiratory tract and intact animals accurately. The models seriously underestimated absorption of epichlorohydrin, by the upper respiratory tract. /Results indicate/ that blood air partitioning can account for absorption of chemicals by the upper respiratory tract, but only if other metabolic and physiological parameters are considered.

The highest tissue concentrations in rodents were found in the nose after inhalation, and in the stomach after ingestion. In rats, regardless of the route of exposure, most absorbed epichlorohydrin is metabolized rapidly, part being excreted as carbon dioxide via the lungs and part as water-soluble compounds via the urine.

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

Cellular LocationsCytoplasm;Extracellular

用途与制造

Uses · 6 条

The primary use of epichlorohydrin is in the production of epoxy resins used in coatings, adhesives, and plastics. Epichlorohydrin is also used in the manufacture of synthetic glycerine, textiles, paper, inks and dyes, solvents, surfactants, and pharmaceuticals.

Used primarily in the manufacture of epoxy and phenoxy resins; [ACGIH]

Semiconductor Manufacturing [Category: Industry];Painting (Pigments, Binders, and Biocides) [Category: Paint];Working with Glues and Adhesives [Category: Other];Plastic Composites Manufacturing [Category: Industry]

PRODUCT PROFILE: Epichlorohydrin: Epichlorohydrin (ECH) is mainly used in epoxy resins, which account for up to 75% of output. Synthetic glycerine is an ECH 'sink' allowing integrated players to use spare capacity to run synthetic glycerine plants independently of the natural glycerine market, and exit or substitute the natural product whenever epoxy demand requires. Glycerine can run to 10-15% of demand while other end uses, such as water and paper treatment resins, and elastomers, account for the remainder.

Insect fumigant /Former US/

Solvent for natural and synthetic resins, gums, cellulose esters and ethers, paints, varnishes, nail enamels and lacquers, cement for celluloid

ImpuritiesPurity: 99%
U.S. Exports · 3 条

(1978) 9.90X10+9 G

(1983) 8.22X10+9 G

(1985) 3.21X10+10 g

U.S. Imports · 3 条

(1978) 1.5X10+9 G

(1983) 1.5X10+9 G

(1985) 1.34X10+10 g

U.S. Production · 6 条

2023: 400,000,000 - <550,000,000 lb;2022: 400,000,000 - <550,000,000 lb;2021: 100,000,000 - <500,000,000 lb;2020: 500,000,000 - <1,000,000,000 lb

(1977) 1.32X10+11 G

(1982) 1.52X10+11 G

(1984) 2.00X10+11 g

Oxirane, (chloromethyl)- is listed as a High Production Volume (HPV) chemical (65FR81686). Chemicals listed as HPV were produced in or imported into the U.S. in >1 million pounds in 1990 and/or 1994. The HPV list is based on the 1990 Inventory Update Rule. (IUR) (40 CFR part 710 subpart B; 51FR21438).

For more U.S. Production (Complete) data for EPICHLOROHYDRIN (6 total), please visit the HSDB record page.

Consumption Patterns · 2 条

Epoxy resins, 65%; glycerine, 25%; epichlorohydrin elastomers, 5%; miscellaneous, 5% (1984)

Global demand is /estimated/ ... to have recovered to some 920,000-940,000 tonnes/year, following the serious dip in demand to around 840,000 tonnes in 2001 after years of steady growth. World capacity is estimated at 1.24 million tonnes/year with an occupancy of about 75%, although real utilization, discounting idled capacity and scheduled downtime, may be nearer 87%. ... West European demand is hovering around 250,000 tonnes/year. Japanese demand is fairly stagnant at 95,000-100,000 tonnes/year.

应用领域 · 8 条

概述环氧氯丙烷为无色油状液体,有刺激性如醚和氯仿的气味,易燃,易挥发,有毒性和麻醉性。相对密度1.1812,熔点-25.6℃,沸点117.9℃,与乙醇、丙醇、乙醚、氯仿、丙酮、三氯乙烯及四氯化碳等许多有机溶剂混溶,易溶于苯,微溶于水,由于分子结构中含有活泼的氯原子和环氧基,所以化学性活泼,水解时先生成α-氯甘油,再生成甘油。能发生开环反应,可以生成丙二醇及丙三醇;与醇及苯酚反应可以生成醚;与胺类反应可生成缩水甘油胺;与羧酸反应可以生成酯;可以自聚;与醛(或酮)反应可以生成二恶茂烷。 环氧氯丙烷的主要用途是用于制造双酚A缩水甘油醚。即环氧氯丙烷在烧碱存在下与双酚A缩合成为双酚A氯醇醚,然后以烧碱脱去其氯化氢,即制得双酚A缩水甘油醚。 环氧氯丙烷主要用于合成甘油和环氧树脂,也可用于制造环氧树脂、氯醇橡胶、硝化甘油炸药、玻璃钢、农药、医药、表面活性剂、涂料、胶粘剂、增塑剂、增强塑料及电绝缘制品等。还可用作油漆、纤维素酯、纤维素醚和树脂等的溶剂。 以上信息由ChemicalBook的andy编辑整理。

用途主要用于制备甘油、环氧树脂、氯醇橡胶、聚醚多元醇,是生产甘油及缩水甘油衍生物的重要原料,还用作溶剂

用途用作有机溶剂

用途环氧氯丙烷是杀鼠剂鼠甘伏的中间体,也是环氧树脂、合成甘油和其他化工产品的中间体。

用途环氧氯丙烷是合成甘油中间体,也是环氧树脂、硝化甘油炸药、玻璃钢、电绝缘制品的主要原料。并用作纤维素酯、树脂和纤维素醚的混剂。也是生产表面活性剂、医药、农药、涂料、胶粘剂、离子交换树脂、增塑剂、甘油衍生物、缩水甘油衍生物以及氯醇橡胶的原料。以环氧氯丙烷与双酚A为主要原料制取的各类环氧树脂具有粘合性高、收缩性小、耐化学腐蚀、稳定性好等特点,广泛用作涂料、粘合剂、增强材料和浇铸材料等。以环氧氯丙烷为原料生产的氯醇橡胶是橡胶的新品种,在一般油和普通溶剂中不易膨胀,在低温无增塑剂存在下具有较大的挠性,具有优于丁腈、氯丁和丁基橡胶的某些特有的功能。

用途用作有机合成的原料,也用作溶剂、增塑剂、表面活性剂等

用途有机合成的原料;也用作溶剂、增塑剂、表面活性剂.要用于制备甘油、环氧树脂、氯醇橡胶、聚醚多元醇,是生产甘油及缩水甘油衍生物的重要原料。

用途有机合成的原料;有机溶剂(树脂、树胶、纤维素醚等的溶剂);也用作增塑剂、表面活性剂等

制备方法

生产方法工业上主要用丙烯氯化法制取。丙烯和氯气进行高温氯化得到烯丙基氯,再经次氯酸化制取二氯丙醇,进而皂化制得环氧氯丙烷。原料消耗定额:丙烯(100%)640kg/t、氢氧化钠(100%)150kg/t、氯气2070kg/t、副产D-D混剂140kg/t、氢氧化钙(100%)1020kg/t。

生产方法其制备方法是以丙烯为原料,在500℃氯化生成氯丙烯,氯丙烯在25~35℃温度下,与次氯酸反应,得到2,3-二氯丙醇和1,2-二氯丙醇,然后将该混合物加入20%石灰乳进行皂化,反应温度45~55℃,而得环氧氯丙烷。

试剂价格

E0012 · 25G
环氧氯丙烷Epichlorohydrin — 190元
E0012 · 100G
环氧氯丙烷Epichlorohydrin — 220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]
上海炎泽化工有限公司15345144255 19975051755 · [email protected]
山东铭宇供应链管理有限公司0531-18615601 18615601385

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