84353-81-1

Basic information

• Product Name: (3S,5S)-3-Allyloxy-5-methyl-cyclohexene
• CAS NO: 84353-81-1
• Molecular Weight: 152.236
• Mol File: 84353-81-1.mol

Chemical Properties

• CAS DataBase Reference: (3S,5S)-3-Allyloxy-5-methyl-cyclohexene(CAS DataBase Reference)
• NIST Chemistry Reference: (3S,5S)-3-Allyloxy-5-methyl-cyclohexene(84353-81-1)
• EPA Substance Registry System: (3S,5S)-3-Allyloxy-5-methyl-cyclohexene(84353-81-1)

Safety Data

• Hazardous Substances Data: 84353-81-1(Hazardous Substances Data)

Upstream product

• 22049-46-3 (±)-cis-5-methyl-2-cyclohexenol 

Downstream Products

• 63715-03-7 3-((1R,5R)-5-Methyl-cyclohex-2-enyl)-propionic acid methyl ester 
• 84353-86-6 3-((1S,5S)-5-Methyl-cyclohex-2-enyl)-propionic acid 
• 84353-84-4 3-((1S,5S)-5-Methyl-cyclohex-2-enyl)-propionaldehyde 
• 84353-83-3 1-(5-Methyl-cyclohex-2-enyl)-prop-2-en-1-ol 

Relevant articles and documents

CHIRALITY TRANSMISSION VIA TANDEM SIGMATROPIC REARRANGEMENT: REGIO- AND STEREOCHEMICAL OUTCOME IN THE TANDEM WITTIG-OXY-COPE SEQUENCE OF ALLYL cis-5-METHYL-2-CYCLOHEXENYL ETHER

The titled sigmatropic sequence proceeds with complete net retention of configuration, and surprisingly, suffers from a regiochemical complication arising mainly from the unexpected competition of the (2,3)- vs. (1,2)-shift in the Wittig process, as revealed by the use of the deuterium-labeled substrate.