163181-69-9

Basic information

• Product Name: Cyclohexanemethanol, a-(1E)-1-propenyl-, acetate
• CAS NO: 163181-69-9
• Molecular Formula: C12H20O2
• Molecular Weight: 196.29
• Mol File: 163181-69-9.mol

Chemical Properties

• CAS DataBase Reference: Cyclohexanemethanol, a-(1E)-1-propenyl-, acetate(CAS DataBase Reference)
• NIST Chemistry Reference: Cyclohexanemethanol, a-(1E)-1-propenyl-, acetate(163181-69-9)
• EPA Substance Registry System: Cyclohexanemethanol, a-(1E)-1-propenyl-, acetate(163181-69-9)

Safety Data

• Hazardous Substances Data: 163181-69-9(Hazardous Substances Data)

Upstream product

• 79646-42-7 (E)-1-cyclohexyl-2-buten-1-ol 
• 108-24-7 acetic anhydride 
• 75-05-8 acetonitrile 
• 18736-82-8 1-cyclohexyl-but-2-en-1-ol 

Downstream Products

• 32400-17-2 1-[(E,Z)-2'-butenylidene]cyclohexane 
• 25203-83-2 (E)/(Z)-buta-1,3-dien-1-ylcyclohexane 

Relevant articles and documents

Cobalt(II)-Catalyzed Conversion of Allylic Alcohols/Acetates to Allylic Amides in the Presence of Nitriles

Various secondary allylic alcohols or their acetates and tertiary allylic alcohols can be converted to the corresponding transposed allylic amides in the presence of a catalytic quantity of cobalt(II) chloride and acetic anhydride in acetonitrile.Tertiary alcohols undergo complete rearrangement whereas secondary ones afford a mixture of regioisomers.Moderate yields of amides are also obtained by reacting acrylonitrile with secondary alcohols in 1,2-dichloroethane.The presence of acetic anhydride or acetic acid is crucial to the formation of amides as the absence of the former affords no amides and the allylic alcohols are mainly recovered as regioisomeric mixtures.The regioselectivity during amide formation can be enhanced by using cobalt complexes 14-16 in acetic acid medium.Some preliminary studies indicate that these reactions are proceeding via an ?-allyl complex or tight ion pair rather than a sigmatropic rearrangement of acetamidate obtained in a Pinner reaction.

Cobalt catalyzed regioselective allylation of 1,3-dicarbonyl compounds

Catalytic amount of cobalt(II) chloride in 1,2-dichloroethane promotes the allylation of 1,3-dicarbonyl compounds with allyl acetates in high yields. The allylation of pentane-2,4-dione is highly regioselective as compared with methylacetoacetate and ethyl 2-oxocyclopentanecarboxylate.

COBALT(II) CHLORIDE CATALYSED CONVERSION OF ALLYLIC ALCOHOLS TO REARRANGED ALLYLIC AMIDES

Secondary and tertiary allylic alcohols can be converted to the corresponding allylically rearranged amides and acetates in presence of a catalytic quantity of cobalt(II) chloride and acetic anhydride in acetonitrile.Tertiary alcohols undergo complete rearrangement whereas the secondary ones yield a mixture of regioisomers.