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286-20-4

286-20-4 Structure

286-20-4 Structure
IdentificationMore
[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
Chemical PropertiesBack Directory
[Appearance]

clear colorless to yellow liquid
[Melting point ]

-40 °C
[mp ]

-40 °C
[Boiling point ]

129-130 °C(lit.)
[bp ]

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. ]

Flammables area
[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]

286-20-4(EPA Substance)
Safety DataBack 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
Raw materials And Preparation ProductsBack Directory
【Raw materials】

Hydrogen peroxide-->1,4-Dioxane-->Cyclohexene-->Diethylene Glycol Dimethyl Ether-->Boron oxide-->Tungsten hexacarbonyl-->TRIMETHYLANTIMONY-->2-CYCLOHEXEN-1-OL-->Cyclohexane
【Preparation Products】

Propargite-->2-(4-TERT-BUTYLPHENOXY)CYCLOHEXANOL-->Propargite E.C.-->IODOCYCLOHEXANE-->1,2-Cyclohexanediol-->1,2,3,4-tetrahydro-Phenazine-->Cyclopentanemethanol-->2-(3-METHOXYPHENYL)CYCLOHEXANONE-->Adipaldehyde-->TRANS-1,2-DICHLOROCYCLOHEXANE-->TRANS-1,2-DIBROMOCYCLOHEXANE-->1,3-dioxepan-2-one
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

1,2-Epoxycyclohexane(286-20-4).msds
Hazard InformationBack 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
[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.]
Spectrum DetailBack Directory
[Spectrum Detail]

Cyclohexene oxide(286-20-4)MS
Cyclohexene oxide(286-20-4)1HNMR
Cyclohexene oxide(286-20-4)13CNMR
Cyclohexene oxide(286-20-4)IR1
Cyclohexene oxide(286-20-4)Raman
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

Cyclohexene oxide, 98%(286-20-4)
[Alfa Aesar]

Cyclohexene oxide, 98+%(286-20-4)
[Sigma Aldrich]

286-20-4(sigmaaldrich)
[TCI AMERICA]

1,2-Epoxycyclohexane,>98.0%(GC)(286-20-4)
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