2-Allylcyclohexanone

2-Allylcyclohexanone Basic information
Product Name:2-Allylcyclohexanone
Synonyms:2-ALLYLCYCLOHEXANONE;2-(2-PROPENYL)CYCLOHEXANONE;TIMTEC-BB SBB006544;O-ALLYLCYCLOHEXANONE;2-(2-propenyl)-cyclohexanon;Cyclohexanone, 2-allyl-;2-allylcyclohexan-1-one;2-Allylcyclohexanone, 97% 1GR
CAS:94-66-6
MF:C9H14O
MW:138.21
EINECS:202-352-2
Product Categories:C9;Carbonyl Compounds;Ketones
Mol File:94-66-6.mol
2-Allylcyclohexanone Structure
2-Allylcyclohexanone Chemical Properties
Boiling point 94 °C/23 mmHg (lit.)
density 0.927 g/mL at 25 °C (lit.)
refractive index n20/D 1.469(lit.)
Fp >230 °F
form clear liquid
color Colorless to Light yellow to Light orange
Specific Gravity0.927
Water Solubility Insoluble
CAS DataBase Reference94-66-6(CAS DataBase Reference)
NIST Chemistry ReferenceCyclohexanone, 2-(2-propenyl)-(94-66-6)
EPA Substance Registry SystemCyclohexanone, 2-(2-propenyl)- (94-66-6)
Safety Information
Hazard Codes Xn,Xi
Risk Statements 20/21/22-36/37/38
Safety Statements 22-26-36/37/39-45-37/39
RIDADR UN 3077
WGK Germany 3
HS Code 29142990
MSDS Information
ProviderLanguage
SigmaAldrich English
ACROS English
2-Allylcyclohexanone Usage And Synthesis
Chemical Propertiesclear light yellow liquid
Uses2-Allylcyclohexanone may be used in the synthesis of the following:
  • bicyclo[3.3.1]non-2-en-9-one
  • R-(-)-epilachnene, an antipode of the defensive droplets from the Mexican bean beetle, Epilachna varivestis
Synthesis Reference(s)Chemistry Letters, 13, p. 1721, 1984
Journal of the American Chemical Society, 85, p. 207, 1963 DOI: 10.1021/ja00885a021
The Journal of Organic Chemistry, 51, p. 421, 1986 DOI: 10.1021/jo00354a001
General Description2-Allylcyclohexanone is a β,γ-unsaturated ketone. Selective oxidation of 2-allylcyclohexanone by benzonitrile-hydrogen peroxide has been reported. Asymmetric synthesis of 2-alkylcyclohexanones by alkylation of cyclohexanone enamines (III) of L-proline ester derivatives has been described. Oxidation of 2-allylcyclohexanone by 90% hydrogen peroxide catalyzed by arsonated polystyrene has been studied.
2-Allylcyclohexanone Adrenosterone CYCLOPENTADIENE-QUINONE (2:1)ADDUCT Allylthiourea Allyl glycidyl ether 4,4,10-TRIMETHYL TRICYCLO[7,3,1,0(1-6)]-6,10-TRIDECADIENE-2,8-DIONE 2ALPHA-METHYLCORTISONE Meprednisone 2-Methylcyclohexanone Sodium allylsulfonate CORTISONE 21-DEOXYCORTISONE CUCURBITACIN I Prednisone Allylamine Cyclohexanone METHYLCYCLOHEXANONE Cortisone acetate

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