96039-76-8

Basic information

• Product Name: 2-Cyclohexen-1-ol, 4-chloro-, acetate, trans-
• CAS NO: 96039-76-8
• Molecular Formula: C8H11ClO2
• Molecular Weight: 174.627
• Mol File: 96039-76-8.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 2-Cyclohexen-1-ol, 4-chloro-, acetate, trans-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Cyclohexen-1-ol, 4-chloro-, acetate, trans-(96039-76-8)
• EPA Substance Registry System: 2-Cyclohexen-1-ol, 4-chloro-, acetate, trans-(96039-76-8)

Safety Data

• Hazardous Substances Data: 96039-76-8(Hazardous Substances Data)

Upstream product

• 78776-45-1 cis-2-cyclohexenyl-1,4-diacetate 
• 53762-85-9 (1S,4R)-Cyclohex-2-ene-1,4-diol 
• 57466-29-2 cis-2-cyclohexene-1,4-diol monoacetate 
• 64-19-7 acetic acid 
• 1165952-91-9 cyclohexa-1,3-diene 

Downstream Products

• 120568-77-6 Acetic acid (1S,4S)-4-[but-3-enyl-(toluene-4-sulfonyl)-amino]-cyclohex-2-enyl ester 
• 120568-78-7 (4aR,8aR)-4-Methylene-1-(toluene-4-sulfonyl)-1,2,3,4,4a,7,8,8a-octahydro-quinoline 
• 120568-88-9 (3S,3aR,7aR)-1-(Toluene-4-sulfonyl)-3-vinyl-2,3,3a,6,7,7a-hexahydro-1H-indole 
• 46727-91-7 N-(o-aminobenzyl)-trans-4-aminocyclohexanol 
• 18683-91-5 ambroxol 
• 120568-79-8 Acetic acid (1S,4S)-4-[((Z)-but-2-enyl)-(toluene-4-sulfonyl)-amino]-cyclohex-2-enyl ester 

Relevant articles and documents

Palladium-Hydroquinone Catalysed Electrochemical 1,4-Oxidation of Conjugated Dienes

The mediator system palladium(II)-hydroquinone was shown to catalyse the anodic oxidation of cyclohexa-1,3-diene in acetic acid to produce selectively either trans- or cis-1,4-diacetoxycyclohex-2-ene (1) depending on the conditions.

Palladium-catalysed enantiodivergent synthesis of cis- and trans-4-aminocyclohex-2-enols

Enantiomerically pure cis- and trans-4-aminocyclohex-2-enols are prepared from cyclohexa-1,3-diene via (-)-cis-(1R,4S)-4-acetoxycyclohex-2-enol (-)-2a using palladium(0) chemistry. Benzylamine and diethylamine are tested in the Pd0-catalysed allylic amination reactions. Since acetate is too slow as a leaving group and gave considerable amounts of side products, a number of leaving groups have been investigated. Of these phosphinate and 2,4-dichlorobenzoate are excellent leaving groups and result in efficient and highly stereoselective reactions; chloride as allylic leaving group also gives good results. By variation of the leaving group and proper choice of the protecting group it is possible to synthesise all four stereoisomers of 4-aminocyclohex-2-enol in good yield and high enantiomeric excess.