88001-22-3

Basic information

• Product Name: Cyclohexane, (4-methyl-1,3-pentadienyl)-, (Z)-
• CAS NO: 88001-22-3
• Molecular Formula: C12H20
• Molecular Weight: 164.291
• Mol File: 88001-22-3.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: Cyclohexane, (4-methyl-1,3-pentadienyl)-, (Z)-(CAS DataBase Reference)
• NIST Chemistry Reference: Cyclohexane, (4-methyl-1,3-pentadienyl)-, (Z)-(88001-22-3)
• EPA Substance Registry System: Cyclohexane, (4-methyl-1,3-pentadienyl)-, (Z)-(88001-22-3)

Safety Data

• Hazardous Substances Data: 88001-22-3(Hazardous Substances Data)

Upstream product

• 27387-41-3 bis(3-methyl-2-butenyl)diphenylphosphonium bromide 
• 2043-61-0 cyclohexanecarbaldehyde 
• 1530-50-3 tributyl-(3-methyl-but-2-enyl)-phosphonium bromide 
• 1530-34-3 (3-methylbut-2-enyl)triphenylphosphonium bromide 

Relevant articles and documents

Stereoselective E and Z Olefin Formation by Wittig Olefination of Aldehydes with Allylic Phosphorus Ylides. Stereochemistry

Sterically crowded allylic tributylphosphorus ylides such as β-γ-disubstituted allylic ylides react with various aldehydes to afford E olefins with high stereoselectivity (E>92percent).As the steric demand of the ylides was decreased, bulky aldehydes were required to achieve high E selectivity.On the other hand, predominant or exclusive formation of Z olefins was achieved by using allylic triphenylphosphorus ylides and tertiary aldehydes like pivaldehyde, while the combination of allylic triphenylphosphorus ylides and such large secondary aldehydes as cyclohexanecarboxaldehyde led to E olefin formation under the lithium salt free conditions.The distinct lithium salt effect was observed in the reaction effected with triphenylphosphorus ylides.The origin of the observed E or Z selectivity can be reasonably explained according to Vedejs' rationale on the Wittig reaction stereochemistry.