Cyclohexene oxide

Chemical properties

clear colorless to yellow liquid

The Uses of Cyclohexene oxide

Cyclohexene oxide has been patented for use as an insecticidal fumigant.
Cyclohexene oxide is an important intermediate in the organic industry. It is employed in the manufacture of medicines, pesticides, dyes, and perfumes. In addition, cyclohexene oxide can be used as a monomer in polymerization, chain-cutting agent, flame retardant and diluting agent among other uses.
Cyclohexene oxide is useful as a monomer in polymerization with CO2 for production of cyclic carbonates and polycarbonates in the presence of different catalysts.

The Uses of Cyclohexene oxide

It is an important raw material and intermediate used in organic synthesis, dyestuffs and in agrochemical industries. It is used in medicine. Cyclohexene oxide (epoxycyclohexane) is an useful monomer in polymerization and coating industry. It is used in the synthesis of alicyclic target materials including pharmaceuticals, perfumery and dyestuffs. It is used as a monomer in photopolymerizations, with carbonmonoxide to yield aromatic polycarbonates which has minimum impurities.

Synthesis Reference(s)

The Journal of Organic Chemistry, 38, p. 1251, 1973 DOI: 10.1021/jo00946a053
Tetrahedron Letters, 29, p. 2967, 1988 DOI: 10.1016/0040-4039(88)85059-7

Flammability and Explosibility

Flammable

Safety Profile

Moderately toxic by ingestion, skin contact, intraperitoneal, and intramuscular routes. Mildly toxic by inhalation. Questionable carcinogen with experimental tumorigenic data. Mutation data reported. A flammable liquid and dangerous fire hazard when exposed to heat or flame. When heated to decomposition it emits acrid smoke and irritant fumes.

Purification Methods

Fractionate the oxide through an efficient column. The main impurity is probably H2O. Dry it over MgSO4, filter and distil it several times (b 129-134o/760mm). The residue is sometimes hard to remove from the distilling flask. To avoid this difficulty, add a small amount of a mixture of ground NaCl and Celite (1:1) to help break up the residue particularly if H2O is added. [Osterberg Org Synth Coll Vol I 185 1948, Beilstein 17 H 21, 17/1 V 203.]