(S)-(+)-Epichlorohydrin

Synonym(s):(S)-(+)-2-(Chloromethyl)oxirane;1-Chloro-2,3-epoxypropane, 2-Chloromethyl oxirane, 2,3-Epoxypropyl chloride;Epichlorohydrine

CAS NO.：67843-74-7
Empirical Formula: C3H5ClO
Molecular Weight: 92.52
MDL number: MFCD00077760
EINECS: 614-150-5
SAFETY DATA SHEET (SDS)
Update Date: 2026-01-13 11:25:45

What is (S)-(+)-Epichlorohydrin?

Chemical properties

Epichlorhydrin is a colourless liquid with odour, b.p. 115°C.

The Uses of (S)-(+)-Epichlorohydrin

(S)-(+)-Epichlorohydrin is utilized for the synthesis of macquarimicins and hydroxyisoxazolidines and (+)-cis-sylvaticin, which is a potential antitumor agent. It is used to synthesize inhibitors of fatty acid oxidation as potential metabolic modulators. It acts as a solvent for natural and synthetic resins, gums, cellulose esters and ethers, paints, varnishes, nail enamels, lacquers and cement for celluloid. It is also used as a stabilizer and also useful as a bifunctional alkylating agent with the potential to form DNA cross-links.

The Uses of (S)-(+)-Epichlorohydrin

S-enantiomer of Epichlorohydrin, (S)-Epichlorohydrin), an important industrial chemical, is a bifunctional alkylating agent with the potential to form DNA cross-links. It is used as a solvent for natural and synthetic resins, gums, cellulose esters and ethers, paints, varnishes, nail enamels and lacquers, cement for Celluloid. Also, it is used as stabilizer.

Definition

ChEBI: (S)-epichlorohydrin is an epichlorohydrin. It is functionally related to a (R)-1,2-epoxypropane. It is an enantiomer of a (R)-epichlorohydrin.

Synthesis

(S)-(+)-Epichlorohydrin is a chlorohydrin that is used as an industrial chemical. It can be synthesized by reacting benzyl chloride with sodium hydroxide in the presence of water.

Properties of (S)-(+)-Epichlorohydrin

Melting point:	−57 °C(lit.)
Boiling point:	92-93 °C360 mm Hg(lit.)
alpha	34 º (589nm, c=1, MeOH)
Density	1.183 g/mL at 25 °C(lit.)
vapor density	3.2 (vs air)
vapor pressure	13.8 mm Hg ( 21.1 °C)
refractive index	n20/D 1.438(lit.)
Flash point:	93 °F
storage temp.	Inert atmosphere,2-8°C
solubility	Chloroform, Methanol (Slightly)
form	Liquid
color	Clear colorless to very pale yellow
explosive limit	21%
optical activity	[α]20/D +35°, c = 1 in methanol
Water Solubility	insoluble
BRN	1420784
Dielectric constant	22.9（20℃）
CAS DataBase Reference	67843-74-7(CAS DataBase Reference)

Safety information for (S)-(+)-Epichlorohydrin

Signal word	Danger
Pictogram(s)	Flame Flammables GHS02 Corrosion Corrosives GHS05 Skull and Crossbones Acute Toxicity GHS06 Health Hazard GHS08
GHS Hazard Statements	H226:Flammable liquids H314:Skin corrosion/irritation H317:Sensitisation, Skin H350:Carcinogenicity
Precautionary Statement Codes	P202:Do not handle until all safety precautions have been read and understood. P210:Keep away from heat/sparks/open flames/hot surfaces. — No smoking. P280:Wear protective gloves/protective clothing/eye protection/face protection. P303+P361+P353:IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.