Identification | More | [Name]
Cyclohexene oxide | [CAS]
286-20-4 | [Synonyms]
1,2-CYCLOHEXENEEPOXIDE 1,2-Cyclohexene oxide 1,2-EPOXYCYCLOHEXANE 7-OXABICYCLO[4.1.0]HEPTANE CYCLOHEXENE CYCLOHEXENE OXIDE EPOXYCYCLOHEXANE HXO 1,2-epoxy-cyclohexan 2,3-tetramethyleneoxirane 7-oxabicyclo(3.1.0)heptane Bicyclo[4.1.0]heptane, 7-oxa- Ccho cis-1,2-epoxycyclohexane Cyclohexane, 1,2-epoxy- cyclohexane,1,2-epoxy- cyclohexaneoxide Cyclohexene 1-oxide Cyclohexene epoxide cyclohexene-1-oxide | [EINECS(EC#)]
206-007-7 | [Molecular Formula]
C6H10O | [MDL Number]
MFCD00005162 | [Molecular Weight]
98.14 | [MOL File]
286-20-4.mol |
Safety Data | Back Directory | [Hazard Codes ]
C | [Risk Statements ]
R10:Flammable. R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . R34:Causes burns. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) . S16:Keep away from sources of ignition-No smoking . | [RIDADR ]
UN 2924 3/PG 3
| [WGK Germany ]
1
| [RTECS ]
RN7175000
| [Autoignition Temperature]
703 °F | [TSCA ]
Yes | [HazardClass ]
8 | [PackingGroup ]
II | [HS Code ]
29109000 | [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. | [Hazardous Substances Data]
286-20-4(Hazardous Substances Data) | [Toxicity]
LD50 orally in Rabbit: 1060 mg/kg LD50 dermal Rabbit 612 mg/kg |
Hazard Information | Back Directory | [Chemical Properties]
clear colorless to yellow liquid | [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 | [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.] |
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