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Epichlorohydrin

HCID 7835
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Basic information

CAS
106-89-8
Standard SMILES
ClCC1CO1
InChIKey
BRLQWZUYTZBJKN-UHFFFAOYSA-N
Molecular formula
C3H5ClO
Average molar mass
92.52 g/mol
Monoisotopic mass
92.0028925

Overview

Epichlorohydrin can cause cancer according to an independent committee of scientific and health experts. It can cause male reproductive toxicity according to The Environmental Protection Agency (EPA).

Names & identifiers

Preferred name
Epichlorohydrin
IUPAC
2-(chloromethyl)oxirane
English name
Epichlorohydrin
Molecular formula
C3H5ClO
Molecular weight
92.52

Names & synonyms

EPICHLOROHYDRIN2-(Chloromethyl)oxirane106-89-8Epichlorhydrin1-Chloro-2,3-epoxypropaneGlycidyl chlorideEpichlorhydrineChloromethyloxiraneOxirane, (chloromethyl)-Chloropropylene oxide2,3-Epoxypropyl chlorideEpichloorhydrine
Show more names
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

Database identifiers

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

Properties

Computed structural properties

XLogP
0.5
Topological polar surface area
12.5 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
1
Rotatable bonds
1
Heavy atoms
5
Formal charge
0
Complexity
37.9

Experimental & physicochemical properties

Chemical Classes · 2 items

Hazardous Air Pollutants (HAPs)

Carcinogens

DrugsPharmaceuticals -> Used in Switzerland
PolymersPlastics & Rubber -> Epoxides
PesticidesPesticide -> EPA IRIS
LogP · 4 items

log Kow = 0.45

0.45

0.26

0.45

Odor · 2 items

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

Pungent, garlic-like odor

Density · 6 items

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

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

GHS classification

GHS Classification · 6 items

Danger

H226: Flammable liquid and vapor [Warning Flammable liquids]

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.

Danger

H226 (> 99.9%): Flammable liquid and vapor [Warning Flammable liquids]

Hazard information

Regulatory Information · 6 items

Chemical: Oxirane, (chloromethyl)-

Hazard Traits - Carcinogenicity; Ocular Toxicity; Reproductive Toxicity; Respiratory Toxicity

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)

REACH registered substance: 1-chloro-2,3-epoxypropane (EC: 203-439-8)

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

Other Safety InformationIMAP assessments - Oxirane, (chloromethyl)-: Environment tier I assessment
DOT LabelPoison Flammable Liquid
Fire Hazards · 3 items

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)

Chemistry & industry

Pharmacology

Mechanism of Action · 2 items

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 items

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 items

... 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.

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Compound notes

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Solubility · 6 items

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

Flash Point · 6 items

93 °F (EPA, 1998)

88 °F

88 °F (31 °C) (Closed cup)

31 °C c.c.

93 °F

93 °F

Endocrine DisruptorsPotential endocrine disrupting compound

Physicochemical properties

Melting point
-57 °C · -57 °C
Boiling point
115 · 115-117 °C(lit.)
alpha
-1 · -1~+1°(D/20℃)(c=1,CH3OH)
Density
1.183 g/mL · 1.183 g/mL at 25 °C(lit.)
vapor density
3.2 · 3.2 (vs air)
vapor pressure
13.8 mm · 13.8 mm Hg ( 21.1 °C)
refractive index
20 · n20/D 1.438(lit.)
Flash point
93 °F · 93 °F
storage temp.
30 °C · Store below +30°C.
solubility
65.9 g/l · 65.9g/l
form
Liquid
color
20 · APHA: ≤20
Specific Gravity
1.183 · 1.183 (20/4℃)
Odor
Pungent, garlic; sweet, pungent; like chloroform.
explosive limit
3.8 · 3.8-21%(V)
Water Solubility
6 g/100 · 6 g/100 mL (10 ºC)
FreezingPoint
-57.2 ℃ · -57.2℃
Specific Heat Capacity
1.42 J/ · Cp(liquid): 1.42 J/(g·K), at 25℃
Thermal Conductivity
0.15 W/ · 0.15 W/(m·K) at 25 ℃
Merck
14 · 14,3611
BRN
79785 · 79785
Henry's Law Constant
3.42 · 3.42(x 10-5 atmm3/mol) at 25 °C (static headspace-GC, Welke et al., 1998)
Dielectric constant
22.9 · 22.9(20℃)
Exposure limits
0.1 ppm · ACGIH TLV-TWA:0.1 ppm (0.38 mg/m3)OSHA PEL-TWA:5 ppm (19 mg/m³)NIOSH REL-STEL:(15 min) 19 mg/m3 (5 ppm)
Stability
Unstable. Flammable - note wide explosion limits and low flash point.
Major Application
cleaning productscosmeticsenvironmentalfood and beveragespersonal care
InChI
1S/C3H5ClO/c4-1-3-2-5-3/h3H,1-2H2
InChIKey
BRLQWZUYTZBJKN-UHFFFAOYSA-N
SMILES
ClCC1CO1
EPA Primary Drinking Water Standard
4 · MCL:TT4,MCLG:zero
LogP
0.45 at · 0.45 at 20℃
CAS DataBase Reference
106 · 106-89-8(CAS DataBase Reference)
Indirect Additives used in Food Contact Substances
EPICHLOROHYDRIN
FDA 21 CFR
175.3 · 175.300; 176.170; 176.180;177.1440; 177.2280; 177.2550
EWG's Food Scores
10 · 10
FDA UNII
8 OOR508C0 · 08OOR508C0
Proposition 65 List
Epichlorohydrin
IARC
2 A · 2A (Vol. 11, Sup 7, 71) 1999
NIST Chemistry Reference
Oxirane, (chloromethyl)-(106-89-8)
EPA Substance Registry System
Epichlorohydrin (106-89-8)
UNSPSC Code
41116107 · 41116107
NACRES
24 · NA.24
Symbol(GHS)
2 · GHS02,GHS05,GHS06,GHS08
Signal word
Danger
Hazard statements
330 · H330-H301+H311-H314-H361-H370-H372-H317-H341-H350-H402-H226
Precautionary statements
501 · P501-P273-P272-P260-P270-P202-P240-P210-P233-P201-P243-P241-P242-P271-P264-P280-P284-P370+P378-P308+P311-P361+P364-P303+P361+P353-P333+P313-P301+P330+P331-P301+P310+P330-P304+P340+P310-P305+P351+P338+P310-P403+P233-P403+P235-P405
PPE
Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
Hazard Codes
T
Risk Statements
45 · 45-10-23/24/25-34-43
Safety Statements
53 · 53-45
RIDADR
2023 · UN 2023
WGK Germany
3 · 3
RTECS
4900000 · TX4900000
Autoignition Temperature
779 °F · 779 °F
TSCA
TSCA listed
HS Code
2910 · 2910 30 00
HazardClass
6.1 · 6.1
PackingGroup
II
Storage Class
3 · 3 - Flammable liquids
Hazard Classifications
3 DermalAcute · Acute Tox. 3 DermalAcute Tox. 3 InhalationAcute Tox. 3 OralCarc. 1BEye Dam. 1Flam. Liq. 3Repr. 2Skin Corr. 1BSkin Sens. 1
Hazardous Substances Data
106 · 106-89-8(Hazardous Substances Data)
Toxicity
50 orally · LD50 orally in rats: 0.09 g/kg (Smyth, Carpenter)
IDLA
75 ppm · 75 ppm
REACH Registrations
Active

· HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames.

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 items

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.

Hazards Summary · 2 items

Epichlorohydrin is mainly used in the production of epoxy resins. Acute (short-term) inhalation exposure to epichlorohydrin in the workplace has caused irritation to the eyes, respiratory tract, and skin of workers. At high levels of exposure, nausea, vomiting, cough, labored breathing, inflammation of the lung, pulmonary edema, and renal lesions may be observed in humans. Chronic (long-term) occupational exposure of humans to epichlorohydrin in air is associated with high levels of respiratory tract illness and hematological effects. Damage to the nasal passages, respiratory tract and kidneys have been observed in rodents exposed to epichlorohydrin by inhalation for acute or chronic duration. An increased incidence of tumors of the nasal cavity has been observed in rats exposed by inhalation. EPA has classified epichlorohydrin as a Group B2, probable human carcinogen.

Can cause severe skin burns and a skin sensitizer; Inhalation of vapor can cause lung edema and asthma-like reactions; [ICSC] In high-dose animal studies, epichlorohydrin causes testicular damage and sterility. [Frazier, p. 340] Animals exposed in subchronic inhalation studies at 50 ppm show kidney damage and liver effects. TLV Basis is respiratory tract irritant; [ACGIH] Suspected germ cell mutagen (3B); [MAK] Destructive to mucous membranes and upper respiratory tract; [Sigma-Aldrich MSDS] Epichlorohydrin (UN2023) has warning of explosive polymerization; [ERG 2016]

DOT ID and Guide · 2 items

2023 131P

2023 131P

Reactive GroupHalogenated Organic Compounds
EC ClassificationSymbol: T; R: 45-10-23/24/25-34-43; S: 53-45; Note: E
UN ClassificationUN Hazard Class: 6.1; UN Subsidiary Risks: 3; UN Pack Group: II
Special Reports · 4 items

USEPA; Response To Public Comments On Draft Health Assessment Document for Epichlorohydrin (1983) EPA 600/8-83-032A Contract 68-02-4030

USEPA; Health Assessment Document: Epichlorohydrin (1983) EPA-600/8-83-032A

National Toxicology Program. Eleventh Report on Carcinogens (2005). The Report on Carcinogens is an informational scientific and public health document that identifies and discusses substances (including agents, mixtures, or exposure circumstances) that may pose a carcinogenic hazard to human health. Epichlorohydrin (106-89-8) is listed as reasonably anticipated to be a human carcinogen.[Available from, as of July 31, 2009: http://ntp.niehs.nih.gov/ntp/roc/eleventh/profiles/s082epic.pdf]

European Commission, ESIS; IUCLID Dataset, 1-Chloro-2,3-epoxypropane (106-89-8) (2000 CD-ROM edition).[Available from, as of March 4, 2009: http://esis.jrc.ec.europa.eu/]

Safety & protection

Fire Fighting · 2 items

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.

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

First Aid Measures · 4 items

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 items

· 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.

· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area.

First Aid · 3 items

Warning: Effects may be delayed for several hours. Caution is advised.

General First Aid:

(General first aid procedures)

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.
Exposure Control and Personal Protection · 2 items

· Wear positive pressure self-contained breathing apparatus (SCBA).

687.0 [ppm]

Fire Fighting Procedures · 4 items

Avoid use of dry chemical if fire occurs in container with confined vent. Containers may explode in fire because of polymerization.

Approach fire from upwind to avoid hazardous vapors and toxic decomposition products. Fight fire from protected location or maximum possible distance. 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.

Evacuation: If fire becomes uncontrollable or container is exposed to direct flame consider evacuation of one-third (1/3) mile radius.

Storage Conditions · 4 items

Separate from acids, alkalies, salts, water, and oxidizers. Store in a cool, dry, well-ventilated location. Inside storage should be in a standard flammable liquids storage warehouse, room, or cabinet.

/Store at/ ambient temperature

PRECAUTIONS FOR "CARCINOGENS": Storage site should be as close as practical to lab in which carcinogens are to be used, so that only small quantities required for ... expt need to be carried. Carcinogens should be kept in only one section of cupboard, an explosion-proof refrigerator or freezer (depending on chemicophysical properties ...) that bears appropriate label. An inventory ... should be kept, showing quantity of carcinogen & date it was acquired ... Facilities for dispensing ... should be contiguous to storage area. /Chemical Carcinogens/

Epichlorohydrin should be stored in tightly closed, labeled containers in fire-proof, cool, dry rooms. Apply ventilation across the floor. Epichlorohydrin attacks steel in the presence of moisture. The compound should be stored away from strong acids and bases, zinc, aluminium, metal chlorides, alcohol-containing material, isopropylamine, trichloroethylene, and oxidizing agents.

Cleanup Methods · 5 items

Remove all ignition sources. Ventilate area of spill or leak.

For small quantities, absorb on paper towels. Evaporate in a safe place (such as a fume hood). Allow sufficient time for evaporating vapors to completely clear the hood ductwork. Burn the paper in suitable location away from combustible materials.

... It should not be allowed to enter a confined space, such as a sewer, because of the possibility of an explosion. Sewers designed to preclude the formation of explosive concentrations of epichlorhydrin vapors are permitted.

PRECAUTIONS FOR "CARCINOGENS": A high-efficiency particulate arrestor (HEPA) or charcoal filters can be used to minimize amt of carcinogen in exhausted air ventilated safety cabinets, lab hoods, glove boxes or animal rooms ... Filter housing that is designed so that used filters can be transferred into plastic bag without contaminating maintenance staff is avail commercially. Filters should be placed in plastic bags immediately after removal ... The plastic bag should be sealed immediately ... The sealed bag should be labelled properly ... Waste liquids ... should be placed or collected in proper containers for disposal. The lid should be secured & the bottles properly labelled. Once filled, bottles should be placed in plastic bag, so that outer surface ... is not contaminated ... The plastic bag should also be sealed & labelled. ... Broken glassware ... should be decontaminated by solvent extraction, by chemical destruction, or in specially designed incinerators. /Chemical Carcinogens/

For more Cleanup Methods (Complete) data for EPICHLOROHYDRIN (8 total), please visit the HSDB record page.

Nonfire Spill ResponseExcerpt from ERG Guide 131 [Flammable Liquids - Toxic; polymerization hazard]:
Disposal Methods · 5 items

[40 CFR 240-280, 300-306, 702-799 (7/1/2008)] Generators of waste (equal to or greater than 100 kg/mo) containing this contaminant, EPA hazardous waste number U014, must conform with USEPA regulations in storage, transportation, treatment and disposal of waste.

Epichlorohydrin is a waste chemical stream constituent which may be subjected to ultimate disposal by controlled incineration. Incineration, preferably after mixing with another combustible fuel. Care must be exercised to assure complete combustion to prevent the formation of phosgene. An acid scrubber is necessary to remove the halo acids produced.

A potential candidate for liquid injection incineration at a temperature range of 650 to 1,600 °C and a residence time of 0.1 to 2 seconds. A potential 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. A potential 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.

PRECAUTIONS FOR "CARCINOGENS": There is no universal method of disposal that has been proved satisfactory for all carcinogenic compounds & specific methods of chem destruction ... published have not been tested on all kinds of carcinogen-containing waste. ... summary of avail methods & recommendations ... /given/ must be treated as guide only. /Chemical Carcinogens/

For more Disposal Methods (Complete) data for EPICHLOROHYDRIN (8 total), please visit the HSDB record page.

Toxicology

Cancer Sites · 2 items

Gastrointestinal

[in animals: nasal cancer]

Target Organs · 2 items

Respiratory

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

Ecotoxicity Values · 5 items

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 items

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 EffectsOccupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation.
Exposure Routes · 2 items

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

Toxicity Summary · 1 item

IDENTIFICATION: Epichlorohydrin is a colorless liquid in which the vapor forms explosive mixtures in air. Phosgene, hydrogen chloride and carbon monoxide are liberated while burning. Acids, caustic solutions and halide salts initiate polymerization reactions. The compound is very reactive with metals such as zinc, aluminum, anhydrous metal halides, strong acids and bases along with alcohol containing materials. In the presence of moisture epichlorohydrin is corrosive to steel. Epichlorohydrin has a chloroform like odor. It is soluble in water. Epichlorohydrin is used for the manufacture of glycerine and unmodified epoxyresins. It is also used in the production of elastomers, glycidil ether, cross linked food starch, wet strength resins for the paper industry, water treatment resins, surfactants, ion exchange resins, plasticizers, dyestuffs, pharmaceutical products, emulsifiers, lubricants and adhesives. HUMAN EXPOSURE: On the basis of use patterns and the chemical and physical properties of epichlorohydrin, human exposure is mainly occupational, through vapor inhalation, direct skin contact and a slight exposure resulting from food consumption. Five human volunteers showed significant electroencephalogram changes in the voltage spikes of the alpha rhythm when they were exposed to a vapor of epichlorohydrin. Burning of the eyes and nasal mucosa was reported along with throat irritation. Seven cases of epichlorohydrin spills on the hands, thighs or feet have been described. In two cases epichlorohydrin was mixed with methanol. All spills resulted in protracted chemical burns with a latent period of between 10 minutes and several hours before the first symptoms appeared. Redness, swelling, edema, erosion and ulceration. One case was reported of a 39 year old man who inhaled a few deep breaths of epichlorohydrin vapor occured. Initially only a slight irritation of the eyes and throat was experienced with headache, nausea and vomiting; later chronic asthmatic bronchitis developed. Several biopsies over 2 yr period showed fatty degeneration together with functional disturbances of the liver. ANIMAL/FISH/PLANT/BACTERIAL/ PROTOZOAN/ STUDIES: When the tails of mice were immersed in undiluted epichlorohydrin for 15-60 minutes, most died exhibiting severe systemic poisoning. Within 7 days, 50% of the rabbits died after the application of epichlorohydrin on an occluded patch of shaved skin for 24 hr. Eight hours after oral administration of epichlorohydrin to rats less than 10% of the dose was recovered in the gastrointestinal tract; peak tissue levels occurred approximately 2 hr after dosing in the males and 4 hr in the females. Almost all orally ingested epichlorohydrin was absorbed from the gastrointestinal tract of rats. After absorption by rats, epichlorohydrin was distributed widely through out many tissues. Concentrations of epichlorohydrin found in the blood, 2-4 hr after oral ingestion were subsequently exceeded by a factor of 2 or more in the stomach and intestines, kidneys, prostate and lacrimal glands and the liver. Directly after inhalation, such levels occurred mainly in the epithelium of the nasal turbinates, lacrimal glands, kidneys, liver and large intestine. The following metabolites have been identified in the urine of rats: 2,3-dihydroxypropyl-S-cysteine and its mercapturic acid, beta-chloroacetic acid, oxalic acid and 1,3-bis-mercaptylpropanol-2-ol. Epichlorohydrin is an alkylating agent and has been found to react with nucleic acid bases deoxyguanosine and deoxyadenosine in vitro. After acute intoxication through oral, inhalation or skin exposure death was due to respiratory failure. At lethal doses, histopathological changes were found in the lungs, liver, kidneys, adrenals and thyroid gland of mice and rats. Acute respiratory irritation with hemorrhage and severe edema occurred in rats after inhalation or oral dosing. Rats injected once sc with epichlorohydrin showed nephrotoxic degeneration of the epithelium of the proximal tubules with ischemic cortex necrosis in the first days after exposure. This phase was accompanied by anuria or oliguria then death. Renal insufficiency was noted along with functional disturbances such as proteinuria, increased sodium ion concentration in the urine and an increased potassium ion concentration in the serum. The activity of the enzymes cytochrome c-oxidase, catalase, glutamic pyruvic transaminase and to a lesser extent alkaline phosphatase and glutamic oxaloacetic transaminase was inhibited in renal tissue, while catalase activity was increased in the urine. Regeneration of the kidneys in surviving rats started 5 days after exposure. Slight histological liver changes were also found in mice after 2 hr inhalation exposure to epichlorohydrin which included increased pentobarbital sleeping time in mice and a dose related decrease in histaminases activity in rats. Application of 80% solution epichlorohydrin in cottonseed oil caused corneal damage in the rabbit eye. A 20% solution induced definitive conjunctival and palpebral irritation with edema. Severe skin irritation was seen in a 24 hr occluded patch test on the shaved back of rabbits using a 5% solution of epichlorohydrin in cotton seed oil. Groups of 20 male Wistar rats received epichlorohydrin in water by stomach tube five times a week for 12 weeks. Reduced body weight was noted. From the first week onwards, time and dose related increase was observed in the changes in the basal cell layer of the forestomach such as thickening of the stomach wall, hemorrhaging, hyperplasia and increased number of mitotic figures and nuclei. After 12 weeks some of the rats had papillomas and squamous cell carcinomas. Each group of 30 female ICR/HCA Swiss mice received an ip dose of epichlorohydrin in tricaprylin once a week for up to 450 rats. A group of 100 mice did not receive any treatment and a group of 50 mice received the vehicle only. Papillary tumors were observed in the lungs of 11 exposed mice and 10 vehicle control mice. A group of 40 C3H mice was painted three times a week with a brushful of undiluted epichlorohydrin on the clipped midline of the back for up to 25 months. At month 17, 30 mice were alive and at moth 24 only 1 . No tumors were found. Female rats received orally epichlorohydrin in cotton seed oil between the 6th and 15th day of pregnancy. Higher dose levels were toxic to the dams, no embryotoxic, fetotoxic or teratogenic effects were observed. Similar negative results were obtained when female rats and rabbits inhaled vapors of epichlorohydrin 7 hr/day between the 6th and 15th or the 18th day of pregnancy. Epichlorohydrin is acutely toxic to blue and green algae, bacteria, crustacea and fish.

Ecotoxicity Excerpts · 1 item

/AQUATIC SPECIES/ The 14 day LC50 value of epichlorohydrin to the guppy (Poecilia reticulata) was determined. These data were investigated through the construction of a quantitative structure-activity relationship (QSAR). Both hydrophobicity and alkylating potency of the compound were found to be necessary parameters for the satisfactory description of the LC50 data. The log LC50 experimental data for epichlorohydrin was 0.85 umol/L as compared to the calculated QSAR value of 1.08 umol/L.

Signs and Symptoms · 5 items

Cough. Sore throat. Burning sensation. Headache. Laboured breathing. Nausea. Shortness of breath. Vomiting. Tremor. Symptoms may be delayed.

MAY BE ABSORBED! Redness. Pain. Burning sensation. Blisters. Serious skin burns.

Pain. Redness. Loss of vision. Severe deep burns.

Sore throat. Burns in mouth and throat. Headache. Nausea. Vomiting. Diarrhoea. Shock or collapse.

irritation eyes, skin with deep pain; nausea, vomiting; abdominal pain; resp distress, cough; cyanosis; reproductive effects; [potential occupational carcinogen]

Ongoing Test Status · 1 item

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=106-89-8]

Effluent Concentrations · 1 item

Detected, not quantified in chemical industry effluent in Louisville, KY(1). Epichlorohydrin was identified, not quantified, in emissions from polyurethane carpet cushions(2). Atmospheric emissions of epichlorohydrin were reported as 479,000 lbs/yr in the US in a 1983 study(3). Epichlorohydrin was identified, not quantified, in sewage samples obtained from a municipal treatment plant which was also supplied with the pre-treated sewage from a chemical plant(4).

ICSC Environmental DataThe substance is harmful to aquatic organisms.

Regulatory information

RCRA Requirements · 1 item

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 item

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 items

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 items

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 item

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.

DHS Chemicals of Interest (COI) · 4 items

Epichlorohydrin

1

20000

Toxic chemical that can be released at a facility.

State Drinking Water Guidelines · 3 items

(FL) FLORIDA 3 ug/l

(AZ) ARIZONA 3.5 ug/l

(ME) MAINE 35 ug/l

Federal Drinking Water StandardsEPA Treatment Technique in lieu of MCL.

Safety data

PPE
Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
wgk
3
IDLA
75 ppm
tsca
TSCA listed
rtecs
TX4900000
ridadr
UN 2023
hs_code
2910 30 00
Toxicity
LD50 orally in rats: 0.09 g/kg (Smyth, Carpenter)
risk_code
45-10-23/24/25-34-43
Signal word
Danger
Symbol(GHS)
GHS02,GHS05,GHS06,GHS08
hazard_code
T
safety_code
53-45
hazard_class
6.1
Storage Class
3 - Flammable liquids
packing_group
II
Hazard statements
H330-H301+H311-H314-H361-H370-H372-H317-H341-H350-H402-H226
REACH Registrations
Active
Hazard Classifications
Acute Tox. 3 DermalAcute Tox. 3 InhalationAcute Tox. 3 OralCarc. 1BEye Dam. 1Flam. Liq. 3Repr. 2Skin Corr. 1BSkin Sens. 1
Autoignition Temperature
779 °F
Precautionary statements
P501-P273-P272-P260-P270-P202-P240-P210-P233-P201-P243-P241-P242-P271-P264-P280-P284-P370+P378-P308+P311-P361+P364-P303+P361+P353-P333+P313-P301+P330+P331-P301+P310+P330-P304+P340+P310-P305+P351+P338+P310-P403+P233-P403+P235-P405
Hazardous Substances Data
106-89-8(Hazardous Substances Data)

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 items

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

Uses & manufacturing

Uses · 6 items

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]

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 items

(1978) 9.90X10+9 G

(1983) 8.22X10+9 G

(1985) 3.21X10+10 g

U.S. Imports · 3 items

(1978) 1.5X10+9 G

(1983) 1.5X10+9 G

(1985) 1.34X10+10 g

U.S. Production · 6 items

2023: 400,000,000 - <550,000,000 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 items

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.

Consumer UsesFlocculating agent
Industry UsesFiller
Methods of Manufacturing · 3 items

Epichlorohydrin is commercially prepared by high temperature chlorination of propylene to allyl chloride, followed by chlorohydration with hypochlorous acid to form isomeric glycerol dichlorohydrins. The mixture is subsequently dehydrochlorinated with alkali to yield epichlorohydrin.

Made by chlorohydrination of allyl chloride ... which is obtained by high-temperature chlorination of propylene. Byproducts of chlorination are cis- and trans-1,3-dichloropropene and 1,2-dichloropropane. Glycerol dichlorohydrins are made from allyl chloride, with 1,2,3-trichloropropane being obtained as a byproduct. Finally, epichlorohydrin is produced from the glycerol-dichlorohydrin mixture by treatment with base.

PRODUCT PROFILE: Epichlorohydrin: ECH /epichlorohydrin/ is essentially a derivative of propylene and chlorine that combines the reactivity of an epoxide group (an oxygen bridge) with the additional reactivity of a chloro-group on to a propylene backbone. There are two production routes to ECH: via allyl chloride or allyl alcohol. Over 90% of global capacity is based on allyl chloride which offers better economics if the site is fully integrated with incineration and co-product hydrochloric acid demand.

Formulations/PreparationsCommercial specifications for a product sold by one USA manufacturer are a minimum of 98.0% wt purity and a max of 0.2% wt water.
Household Products · 2 items

Cosmetics product ingredient: 1-Chloro-2,3-epoxypropane

Information on 2 consumer products that contain Epichlorohydrin in the following categories is provided:

General Manufacturing Information · 3 items

Wholesale and Retail Trade

Oxirane, 2-(chloromethyl)-: ACTIVE

Diethylaminoethyl dextran gel can be used as a temporary wound covering to promote the wound healing process by funtioning as a substrate and providing a directional influence for cell propagation. The hydrogel sheet was prepared using epichlorhyrin as the crosslinking agent.

Applications · 7 items

DescriptionEpichlorohydrin is a kind of organochlorine compound as well as epoxide. It can be used as an industrial solvent. It is a highly reactive compound, and can be used for the production of glycerol, plastics, epoxy glues and resins, and elastomers. It can also be used for the production of glycidyl nitrate and alkali chloride, used as the solvent of cellulose, resins, and paint as well as being used as an insect fumigant. In biochemistry, it can be used as a crosslinking agent for the production of Sephdex size-exclusion chromatography resins. However, it is a potential carcinogen, and can cause various kinds of side effects on respiratory tract and kidneys. It can be manufactured through the reaction between allyl chloride with hypochlorous acid as well as alcohols.

UsesEpichlorohydrin is mainly used in the production of epoxy resins. It was also used as a solvent for paints, varnishes, lacquers, cellulose esters and ethers, and gums. Epichlorohydrin was historically used as an insecticide fumigant.

DescriptionEpoxy resins of the bisphenol A type are synthesized from epichlorhydrin and bisphenol A. This leads to bisphenol-A diglycidyl ether, which is the monomer of bisphenol-A-based epoxy resins. Sensitization to epichlorhydrin occurs mainly in workers in the epoxy-resin industry. Sensitization in individuals not working at epoxy resin plants is rare. It has however been described to occur after contact with a soil fumigant, due to solvent cement and in a worker in a pharmaceutical plant, in a division for drug synthesis. Epichlorhydrin was used for the production of both drugs propranolol and oxprenolol.

UsesEpichlorohydrin is used to make glycerol,epoxy resins, adhesive, and castings; asderivatives for producing dyes, pharmaceu-ticals, surfactants, and plasticizers; and asa solvent for resins, gums, paints, andvarnishes.

UsesSolvent for natural and synthetic resins, gums, cellulose esters and ethers, paints, varnishes, nail enamels and lacquers, cement for Celluloid. As stabilizer.

UsesCommercially the most important use is production of glycerine. Large volumes are consumed in nonglycerine areas, which largely consist of the various epoxy resins. It has use as a solvent and in the production of epichlorohydrin rubber.

General DescriptionA clear colorless liquid with an irritating chloroform-like odor. Density 9.8 lb / gal. Flash point 87°F. Polymerizable. If polymerization takes place inside a closed container, the container is subject to violent rupture. Irritates the skin and respiratory system. Toxic by ingestion. A confirmed carcinogen. Vapors heavier than air. Used to make plastics and as a solvent.

Upstream & downstream products

Upstream raw materials

2,3-Dichloro-1-propanolCalcium carbonate2-Amino-3-chlorobenzoic acidPropyleneChlorineOxygenD-D ExtenderAcetic acidSodium hydroxidehypochlorous acidAllyl chlorideSodium carbonate

Downstream products

4-(oxiranylmethoxy)-1H-indoleCARAZOLOL HCLFinishing agent FS1,4-bis[(3-chloro-2-hydroxypropyl)amino]anthraquinonenoncyanide zie plating additive XD-22-GlycidyloxybenzonitrileGlycidyl phenyl etherL-Carnitine hydrochlorideL-Carnitine fumarate2,3-Dihydro-1,4-benzodioxin-2-methanol 4-methylbenzenesulfonateNoncyanide zinc plating additive DEzinc plating additive DPE-1softening agent ESTGuaiacol glycidyl etherMetoprololironicion stabilzerEthylene glycol diglycidyl ether2-Hydroxymethyl-1,4-benzodioxane2-[(1-Naphthyloxy)methyl]oxirane1,3-diiodopropan-2-olmnocyanide zine plating bright agent1-(2-Hydroxy-3-sulfopropyl)-pyridinium betane3-Chloro-2-hydroxypropyltrimethyl ammonium chloridePoly(epichlorohydrin-co-propylene oxide-co-starch)DL-Carnitine hydrochloridesoftening agent SCI-Anoncyanide zinc plating bright additive1-Chloro-3-fluoroisopropanol[[p-(2-methoxyethyl)phenoxy]methyl]oxiraneN-(4-(Oxiranylmethoxy)-1,2-epoxypropaneCross-linking agent DEnoncyanide zinc plating additive-TDAEnoncyanide zinc plating additive XD-1Glycidyl isopropyl ether3-Amino-1-phenoxy-2-propanol hydrochlorideBE-strong efficient nickel plating brightener1,3,5-Triglycidyl isocyanurateAcetyl-L-carnitine hydrochloridethe chelating resin of crosslinking chitosan condense with salilylaldehydewet strength agent used for paper PAE

Additional notes

DefinitionChEBI: An epoxide that is 1,2-epoxypropene in which one of the methyl hydrogens is substituted by chlorine.