76156-39-3

Basic information

• Product Name: (+/-)-(1R,2S)-2-[(E)-1-propenyl]cyclohexanol
• Synonyms: (+/-)-(1R,2S)-2-[(E)-1-propenyl]cyclohexanol
• CAS NO: 76156-39-3
• Molecular Weight: 140.225
• Mol File: 76156-39-3.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: (+/-)-(1R,2S)-2-[(E)-1-propenyl]cyclohexanol(CAS DataBase Reference)
• NIST Chemistry Reference: (+/-)-(1R,2S)-2-[(E)-1-propenyl]cyclohexanol(76156-39-3)
• EPA Substance Registry System: (+/-)-(1R,2S)-2-[(E)-1-propenyl]cyclohexanol(76156-39-3)

Safety Data

• Hazardous Substances Data: 76156-39-3(Hazardous Substances Data)

Upstream product

• 1184-58-3 dimethylaluminum chloride 
• 6728-35-4 6-nonenal 
• 16466-97-0 1-propynylmagnesium bromide 
• 822-87-7 2-Chlorocyclohexanone 
• 590-15-8 trans-2-propenyl bromide 
• 286-20-4 cyclohexane-1,2-epoxide 
• 74-99-7 prop-1-yne 
• 2277-20-5 (E)-non-6-enal 

Relevant articles and documents

Highly regioselective copper-catalyzed cis- and trans-1-propenyl Grignard cleavage of hindered epoxides. Application in propionate synthesis

Hindered protected and unprotected epoxy alcohols were regioselectively cleaved using copper-catalyzed cis- and trans-1-propenylmagnesium bromide. The reaction exhibited good yield and excellent regioselectivity in systems where organocuprates and organoalanes failed. The cis Grignard reagent displayed no double-bond isomerization, whereas the trans isomer showed partial trans-to-cis equilibration, which was minimized by controlling the reagent formation conditions. The reaction was shown to be highly useful for the elaboration of the C10-C15 Streptovaricin D ansa chain fragment.

Practical Method for α-Alkenyl Ketone Synthesis Based on a Facile Reductive Rearrangement of Alkynyl Halohydrins

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ALKYLALUMINIUM HALIDES; LEWIS ACID CATALYSTS WHICH ARE BRONSTED BASES

Alkylaluminium halides react with Broensted acids to liberate an alkane and generate a new Lewis acid.Using these reagents, Lewis acid catalyzed reactions can be run under aprotic conditions, even when acidic protons are produced in the reaction.The use of these reagents for Lewis acid catalyzed ene, Diels-Alder and cycloaddition reactions and Claisen rearrangements is described.These reagents are also useful initiators for cation-olefin addition reactions.In some cases the alkyl groups react as nucleophiles.While this is often undesirable, addition of an alkyl group to carbenium ion intermediates provides novel classes of compounds.