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| | Cyclohexene oxide Basic information |
| | Cyclohexene oxide Chemical Properties |
| Melting point | -40 °C | | Boiling point | 129-130 °C(lit.) | | density | 0.97 g/mL at 25 °C(lit.) | | vapor pressure | 12 hPa (20 °C) | | refractive index | n20/D 1.452(lit.) | | Fp | 81 °F | | storage temp. | Store below +30°C. | | form | Liquid | | color | Clear colorless to yellow | | explosive limit | 1.2-6.5%(V) | | Water Solubility | INSOLUBLE | | BRN | 383568 | | CAS DataBase Reference | 286-20-4(CAS DataBase Reference) | | NIST Chemistry Reference | Cyclohexene oxide(286-20-4) | | EPA Substance Registry System | Cyclohexene oxide (286-20-4) |
| Hazard Codes | C | | Risk Statements | 10-20/21/22-34 | | Safety Statements | 26-36/37/39-45-16 | | RIDADR | UN 2924 3/PG 3 | | WGK Germany | 1 | | RTECS | RN7175000 | | Autoignition Temperature | 703 °F | | TSCA | Yes | | HazardClass | 8 | | PackingGroup | II | | HS Code | 29109000 | | Hazardous Substances Data | 286-20-4(Hazardous Substances Data) | | Toxicity | LD50 orally in Rabbit: 1060 mg/kg LD50 dermal Rabbit 612 mg/kg |
| | Cyclohexene oxide Usage And Synthesis |
| Chemical Properties | clear colorless to yellow liquid | | Uses | 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. | | Uses | 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. | | 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.] |
| | Cyclohexene oxide Preparation Products And Raw materials |
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