Cyclohexene oxide

• Catalog No.: A13185
• CAS Number: 286-20-4
• M. F.: C6H10O
• M. W.: 98.143
• Purity: 98+%

SYNONYMS

• Title: 环己烯氧化物
• IUPAC name: 7-oxabicyclo[4.1.0]heptane
• IUPAC Traditional name: 7-oxabicyclo 4.1.0 heptane
• Synonyms: 7-Oxabicyclo[4.1.0]heptane; Epoxycyclohexane

DATABASE IDS

• EC Number: 206-007-7
• Beilstein Number: 383568
• CAS Number: 286-20-4
• MDL Number: MFCD00005162

PROPERTIES

• Purity: 98+%
• Boiling Point: 129-130°C
• Density: 0.972
• Flash Point: 24°C(75°F)
• Melting Point: -40°C
• Refractive Index: 1.4520
• Solubility: Insoluble in water
• GHS Hazard statements: H311-H302-H332-H314-H318-H226
• European Hazard Symbols: X
• European Hazard Symbols: Corrosive (C)
• GHS Precautionary statements: P210-P303+P361+P353-P305+P351+P338-P361-P405-P501A
• Risk Statements: 10-20/21/22-34
• RTECS: RN7175000
• Safety Statements: 9-26-36/37/39-45-60
• TSCA Listed: 是
• Hazard Class: 8
• UN Number: UN2920
• Packing Group: II

REFERENCES

• 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).