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Cas Database |
| Name |
Epichlorohydrin |
EINECS | 203-439-8 |
| CAS No. | 106-89-8 | Density | 1.205 g/cm3 |
| PSA | 12.53000 | LogP | 0.62400 |
| Solubility | 6 g/100 mL (10 °C) in water | Melting Point |
-57 °C |
| Formula | C3H5ClO | Boiling Point | 116.1 °C at 760 mmHg |
| Molecular Weight | 92.5251 | Flash Point | 33.9 °C |
| Transport Information | UN 2023 6.1/PG 2 | Appearance | clear, colorless |
| Safety | 53-45 | Risk Codes | 45-10-23/24/25-34-43 |
| Molecular Structure |
|
Hazard Symbols |
 T
|
| Synonyms |
Oxirane,(chloromethyl)- (9CI);Propane, 1-chloro-2,3-epoxy- (6CI,8CI);(Chloromethyl)ethylene oxide;(Chloromethyl)oxirane;(RS)-Epichlorhydrin;1,2-Epoxy-3-chloropropane;1-Chloro-2,3-epoxypropane;2,3-Epoxypropyl chloride;2-(Chloromethyl)oxirane;3-Chloro-1,2-epoxypropane;3-Chloro-1,2-propylene oxide;3-Chloropropene-1,2-oxide;3-Chloropropylene oxide;Chloropropylene oxide;Glycerol epichlorohydrin;Glycidyl chloride;J 006;NSC 6747;dl-a-Epichlorohydrin;a-Epichlorohydrin;g-Chloropropylene oxide; |
Article Data | 190 |
Epichlorohydrin Synthetic route
| Conditions | Yield |
|---|---|
| With Cumene hydroperoxide at 60 - 120℃; under 7500.75 Torr; Temperature; Pressure; | 99% |
| With Cumene hydroperoxide at 60 - 120℃; under 7500.75 Torr; Temperature; Pressure; | 98% |
| With 1-phenylethyl hydroperoxide In ethylbenzene at 30 - 50℃; under 750.075 Torr; Pressure; Temperature; Reagent/catalyst; | 98% |
| Conditions | Yield |
|---|---|
| With resin IRA-440 In dichloromethane for 24h; Ambient temperature; | 98% |
| With strong basic ion-exchange resin IRA 440 In dichloromethane for 24h; Product distribution; Ambient temperature; other basic ion-exchange resins; other glycerol dihalohydrins; other solvents and time; | 98% |
| With calcium hydroxide inactive form; |
- 35952-61-5
(C4H9)3SnOCH(CH2Cl)2
A
- 1461-22-9
tributyltin chloride
B
- 78-95-5
chloroacetone
C
- 106-89-8
epichlorohydrin
| Conditions | Yield |
|---|---|
| 63% decompn. at 210°C (1 h); | A n/a B 5% C 95% |
- 83682-72-8
γ,γ-dichloropropanol
- 106-89-8
epichlorohydrin
| Conditions | Yield |
|---|---|
| With sodium hydroxide at 20℃; Temperature; | 94.1% |
- 107-05-1
3-chloroprop-1-ene
A
- 4151-97-7
1-chloro-3-methoxypropan-2-ol
B
- 96-24-2
3-monochloro-1,2-propanediol
C
- 106-89-8
epichlorohydrin
| Conditions | Yield |
|---|---|
| With dihydrogen peroxide; TS-1 In methanol; water; 1,2-dichloro-benzene at 25 - 40℃; for 1h; Product distribution / selectivity; | A n/a B n/a C 94% |
| Conditions | Yield |
|---|---|
| With water; sodium hydroxide at 50℃; for 0.00833333h; Time; Temperature; Concentration; | 92.4% |
| With potassium hydroxide |
| Conditions | Yield |
|---|---|
| With 1-chloro-1-(dimethylamino)-2-methyl-1-propene In dichloromethane at 0 - 20℃; Inert atmosphere; | 85% |
| Conditions | Yield |
|---|---|
| With HT4-c823 In water at 149.84℃; under 750.075 Torr; for 0.5h; Catalytic behavior; Reagent/catalyst; Temperature; Flow reactor; chemoselective reaction; | A 18.9% B 80.5% |
- 102129-99-7
(R,S)-2-hydroxy-3-chloropropyl p-toluenesulfonate
- 106-89-8
epichlorohydrin
| Conditions | Yield |
|---|---|
| With sodium ethane-1,2-diolate In ethylene glycol at 20℃; for 0.25h; | 79% |
| Conditions | Yield |
|---|---|
| With calcium hydroxide 1.) H2O, r.t., 1 h, 2.) hexane, 6 h; | 77% |
Epichlorohydrin Chemical Properties
Product Name: Epichlorohydrin (CAS NO.106-89-8)
Molecular Formula: C3H5ClO
Molecular Weight: 92.52g/mol
Mol File: 106-89-8.mol
EINECS: 203-439-8
Boiling point: 116.1 °C at 760 mmHg
Storage Temperature: Refrigerator (+4°C) + Flammables area
Flash Point: 33.9 °C
Density: 1.205 g/cm3
Refractive index: n20/D 1.438(lit.)
Stability: Stability Unstable. Flammable - note wide explosion limits and low flash point. Vapours may flow along surfaces to source of ignition. Contact with strong oxidisers may lead to fire. Incompatible with strong acids, strong bases, strong oxidizing agents, metal salts, amines, aluminium, chlorine and a variety of chlorine compounds, most com
Index of Refraction: 1.443
Molar Refractivity: 20.37 cm3
Molar Volume: 76.7 cm3
Surface Tension: 35.6 dyne/cm
Enthalpy of Vaporization: 33.98 kJ/mol
Vapour Pressure: 22 mmHg at 25°C
XLogP3-AA: 0.5
H-Bond Donor: 0
H-Bond Acceptor: 1
Structure Descriptors of Epichlorohydrin (CAS NO.106-89-8):
IUPAC Name: 2-(chloromethyl)oxirane
Canonical SMILES: C1C(O1)CCl
InChI: InChI=1S/C3H5ClO/c4-1-3-2-5-3/h3H,1-2H2
InChIKey: BRLQWZUYTZBJKN-UHFFFAOYSA-N
Product Categories: Chlorepoxypropane (Epichlorohydrin); Organics; Oxiranes; Simple 3-Membered Ring Compounds
Epichlorohydrin Uses
Epichlorohydrin (CAS NO.106-89-8) is a highly reactive compound,it is often used in the production of plastics,glycerol, and elastomers. Epichlorohydrin is a versatile precursor in the synthesis of many organic compounds. Epichlorohydrin is also used in water purification and paper reinforcement,such as in the food industry to manufacture coffee filters,tea bags, and sausage/salami casings.
Epichlorohydrin Production
Epichlorohydrin can be manufactured from allyl chloride in two steps:
Epichlorohydrin Toxicity Data With Reference
| 1. | skn-rbt 10 mg/24H open | JIHTAB Journal of Industrial Hygiene and Toxicology. 30 (1948),63. | ||
| 2. | eye-rbt 100 mg/24H MOD | 85JCAE Prehled Prumyslove Toxikologie; Organicke Latky Marhold, J.,Prague, Czechoslovakia.: Avicenum,1986,769. | ||
| 3. | dni-hmn:hla 2700 µmol/L | MUREAV Mutation Research. 92 (1982),427. | ||
| 4. | sce-hmn:lym 10 nmol/L | CARYAB Caryologia. 34 (1981),261. | ||
| 5. | spm-mus-ihl 5 mg/m3 | MUREAV Mutation Research. 85 (1981),287. | ||
| 6. | orl-mus TDLo:1200 mg/kg (female 6-15D post):TER | JTEHD6 Journal of Toxicology and Environmental Health. 9 (1982),87. | ||
| 7. | ihl-rat TCLo:50 ppm/6H (male 50D pre):REP | TXAPA9 Toxicology and Applied Pharmacology. 68 (1983),415. | ||
| 8. | orl-rat TDLo:60 g/kg/81W-I:CAR | GANNA2 Gann. Japanese Journal of Cancer Research. 71 (1980),922. | ||
| 9. | ihl-rat TCLo:100 ppm/6H/30D-C:CAR | JJIND8 JNCI, Journal of the National Cancer Institute. 65 (1980),751. | ||
| 10. | ipr-mus TDLo:2400 mg/kg/8W-I:NEO | TXAPA9 Toxicology and Applied Pharmacology. 82 (1986),19. |
Epichlorohydrin Consensus Reports
NTP 10th Report on Carcinogens. IARC Cancer Review: Group 2A IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 7 , 1987,p. 202.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Animal Sufficient Evidence IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 11 , 1976,p. 131.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) . EPA Genetic Toxicology Program. Community Right-To-Know List. EPA Extremely Hazardous Substances List. Reported in EPA TSCA Inventory.
Epichlorohydrin Safety Profile
Confirmed carcinogen with experimental carcinogenic data. Poison by ingestion, skin contact, intravenous, and intraperitoneal routes. Moderately toxic by inhalation. An experimental teratogen. Other experimental reproductive effects. Human systemic effects by inhalation: respiratory, nose, and eyes. Human mutation data reported. A skin and eye irritant. A sensitizer. Flammable liquid when exposed to heat or flame. Explosive reaction with aniline. Reaction with trichloroethylene forms the explosive dichloroacetylene. Ignition on contact with potassium tert-butoxide. Violent reaction with sulfuric acid or isopropylamine. Exothermic polymerization on contact with strong acids, caustic alkalies, aluminum, aluminum chloride, iron(III) chloride, or zinc. When heated to decomposition it emits toxic fumes of Cl−.
Hazard Codes : T 
Risk Statements :45-10-23/24/25-34-43
R45:May cause cancer.
R10:Flammable.
R23/24/25:Toxic by inhalation, in contact with skin and if swallowed.
R43:May cause sensitization by skin contact.
Safety Statements :53-45
S53:Avoid exposure - obtain special instructions before use.
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
RIDADR: UN 2023 6.1/PG 2
WGK Germany: 3
Epichlorohydrin Standards and Recommendations
OSHA PEL: TWA 2 ppm (skin)
ACGIH TLV: TWA 0.5 ppm (skin); Animal Carcinogen
DFG MAK: DFG TRK: Animal Carcinogen, Suspected Human Carcinogen
NIOSH REL: Minimize exposure
DOT Classification: 6.1; Label: Poison
Epichlorohydrin Analytical Methods
For occupational chemical analysis use NIOSH: Epichlorohydrin, 1010.
Epichlorohydrin Specification
Epichlorohydrin , its CAS NO. is 106-89-8, the synonyms are 1-Chloro-2,3-epoxy propane ; 2-(Chloromethyl)oxirane ; 3-Chloro-1,2-epoxypropane .
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