178160-88-8

Basic information

• Product Name: (E)-1-(3,5,5-Trimethyl-cyclohex-2-enyl)-but-2-en-1-ol
• Synonyms: (E)-1-(3,5,5-Trimethyl-cyclohex-2-enyl)-but-2-en-1-ol
• CAS NO: 178160-88-8
• Molecular Weight: 194.317
• Mol File: 178160-88-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (E)-1-(3,5,5-Trimethyl-cyclohex-2-enyl)-but-2-en-1-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-1-(3,5,5-Trimethyl-cyclohex-2-enyl)-but-2-en-1-ol(178160-88-8)
• EPA Substance Registry System: (E)-1-(3,5,5-Trimethyl-cyclohex-2-enyl)-but-2-en-1-ol(178160-88-8)

Safety Data

• Hazardous Substances Data: 178160-88-8(Hazardous Substances Data)

Upstream product

• 99495-45-1 rac-3,5,5-Trimethyl-1-<(methylthio)methyl>-2-cyclohexen-1-ol 
• 78-59-1 3,5,5-Trimethylcyclohex-2-en-1-one 
• 590-14-7 1-bromo-1-propene 
• 84559-99-9 rac-3,5,5-Trimethyl-2-cyclohexene-1-carbaldehyde 

Downstream Products

• 10276-21-8 isophorone oxide 

Relevant articles and documents

Structure-odor correlation, XXIV: Synthesis and olfactory properties of damascene and damascenone analogs

The aldehydes rac-1, rac-2, and 3 were conveniently prepared by starting from isophorone (4). Reaction of 1-3 with (E,Z)-1-bromo-1-propene (14) afforded the rac-allylic alcohols (E,Z)-15, -18, and -20. The alcohols were oxidized to the damascone/damascenone analogs 1-(3,5,5-trimethyl-2-cyclohexen-1-yl)- (rac-16), 1-(3,5,5-trimethyl-1-cyclohexen-1-yl)-(rac-19), and 1-(3,5,5-trimethyl-1,3-cyclohexadien-1-yl)-2-buten-1-one (21), and the (E/Z) isomers were separated by FC. Their olfactory evaluation shows that the highly estimated odor of damascone (A, B) and damascenone (C) is more or less lost. This result can be explained by force-field calculation of the lowest energy conformation of 16, 19, and 21 in comparison with those of A-C. VCH Verlagsgesellschaft mbH, 1996.