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286-20-4 - Cyclohexene oxide, 98+% - Epoxycyclohexane - 7-Oxabicyclo[4.1.0]heptane - A13185 - Alfa Aesar

A13185 Cyclohexene oxide, 98+%

Numéro CAS

Dimensions Prix ($) Quantité Disponibilité
100g 40,00
500g 137,00
2500g 492,00
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Cyclohexene oxide, 98+%


Propriétés chimiques

Poids formulaire
Point de fusion
Point d'ébullition
Point d'éclair
Indice de réfraction
Insoluble in water


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.


Store at room temperature. Incompatible with oxidizing agents.

Références bibliographiques

Donald. J. Darensbourg .;Jason C. Yarbrough .; Cesar Ortiz.; Cindy C. Fang. Comparative Kinetic Studies of the Copolymerization of Cyclohexene Oxide and Propylene Oxide with Carbon Dioxide in the Presence of Chromium Salen Derivatives. In Situ FTIR Measurements of Copolymer vs Cyclic Carbonate Production.J. Am. Chem. Soc. 2003, 125 (25),7586-7591 .

Stephan Mang.; Andrew I. Cooper.; M. Eamon Colclough.; Naren Chauhan.; Andrew B. Holmes. Copolymerization of CO2 and 1,2-Cyclohexene Oxide Using a CO2-Soluble Chromium Porphyrin Catalyst. Macromolecules. 2000, 33 (2),303-308 .

A general method for the conversion of epoxides to cis-dichloro alkanes, with inversion at both centers, by reaction with triphenylphosphine dichloride, has been exemplified: Org. Synth. Coll., 6, 424 (1988).

Rearrangement to cyclopentanecarboxaldehyde is catalyzed by LiBr on alumina, either by refluxing in toluene or in the gas phase: Synthesis, 394 (1988). An alternative isomerization to the allylic alcohol is induced by base catalysis. Optimized conditions use a mixture of KO-t-Bu and 2.5 equivalents of LDA: Tetrahedron, 46, 2411 (1990). For discussion of the mechanism, see: J. Org. Chem., 61, 820 (1996), and references therein. For a review of the rearrangement of epoxides to allylic alcohols, see: Org. React., 29, 345 (1983).

A general method for the synthesis of ɑ-chloro carbonyl compounds is illustrated by the reaction of cylohexene oxide with the Swern reagent (DMSO/ oxalyl chloride) to give 2-chlorocyclohexanone in 93% yield: Tetrahedron, 51, 2467 (1995).

Mentions de danger et de prudence du SGH

Mentions de danger (UE): H311-H302-H332-H314-H318-H226

Toxic in contact with skin. Harmful if swallowed. Harmful if inhaled. Causes severe skin burns and eye damage. Causes serious eye damage. Flammable liquid and vapour.

Mentions de prudence: P210-P260-P261-P280-P303+P361+P353-P305+P351+P338-P361-P301+P330+P331-P405-P501a

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Do not breathe dust/fume/gas/mist/vapours/spray. Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves/protective clothing/eye protection/face protection. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Autres références

Classe de danger
Groupe d'emballage
Code tarifaire harmonisé


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