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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 de CAS
286-20-4
Synonymes
Epoxycyclohexane
7-Oxabicyclo[4.1.0]heptane

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

MDL
MFCD00005162
EINECS
206-007-7

Propriétés chimiques

Formule
C6H10O
Poids moleculaire
98.15
Point de fusion
-40°
Point d'ébullition
129-130°
Point d'éclair
24°(75°F)
Densité
0.972
Indice de réfraction
1.4520
Solubilité
Insoluble in water

Applications

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.

Notes

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): H226-H302-H311-H332-H314-H318

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

Mentions de prudence: P210-P260u-P303+P361+P353-P305+P351+P338-P405-P501a

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Do not breathe dusts or mists. 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. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Autres références

Beilstein
383568
Classe de danger
8
Groupe d'emballage
II
Code tarifaire harmonisé
2910.90
TSCA
Yes
RTECS
RN7175000

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