27557-55-7

Basic information

• Product Name: trans-t-butyl-4 propyl-1 cyclohexanol
• Synonyms: trans-t-butyl-4 propyl-1 cyclohexanol
• CAS NO: 27557-55-7
• Molecular Weight: 198.349
• Mol File: 27557-55-7.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: trans-t-butyl-4 propyl-1 cyclohexanol(CAS DataBase Reference)
• NIST Chemistry Reference: trans-t-butyl-4 propyl-1 cyclohexanol(27557-55-7)
• EPA Substance Registry System: trans-t-butyl-4 propyl-1 cyclohexanol(27557-55-7)

Safety Data

• Hazardous Substances Data: 27557-55-7(Hazardous Substances Data)

Upstream product

• 98-53-3 4-tercbutyl-cyclohexanone 
• 72091-16-8 cis-7-tert-butyl-1-oxaspiro<3.5>nonane 
• 42437-23-0 1-allyl-4-tert-butylcyclohexanol 
• 4907-44-2 di-n-propylmagnesium 
• 927-77-5 n-propylmagnesium bromide 

Relevant articles and documents

The stereochemistry of 1,2-additions of allylmagnesium, allylindium, and allylbismuth to cyclohexenones

Allylmagnesium, allylindium, and allylbismuth generally showed a preference for axial addition to cyclohexenones. Allylmagnesium was the most stereoselective. Reactions with an α-methylated enone (carvone) were the most selective, except that allylbismuth was unreactive with this substrate.

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The addition of allyl and butenyl Grignard reagents to 4-t-butylcyclohexanone affords a greater proportion of the equatorial alcohols than is formed from the corresponding saturated Grignard reagents (propyl and s-butyl). In the case of the allyl Grignard reagent, the equatorial alcohol is the major product. Lithium aluminium hydride reduction in ether at 0° of cis and trans 4-t-butyl-2-methyl-cyclohexanone and cis and trans 4-t-butyl-2-chlorocyclohexanone affords mixtures of epimeric alcohols in ratios of equatorial to axial OH 8.4:1, 20:1, 4.2:1, and >70:1 respectively. These results fit in well with the view that polar interactions and torsional strain are both important in determining the steric course of the reaction.