33651-09-1

Basic information

• Product Name: (1S,2S,5R)-2-i-propyl-5-methyl-1-(1-propyn-1-yl)cyclohexan-1-ol
• Synonyms: (1S,2S,5R)-2-i-propyl-5-methyl-1-(1-propyn-1-yl)cyclohexan-1-ol
• CAS NO: 33651-09-1
• Molecular Weight: 194.317
• Mol File: 33651-09-1.mol

Chemical Properties

• CAS DataBase Reference: (1S,2S,5R)-2-i-propyl-5-methyl-1-(1-propyn-1-yl)cyclohexan-1-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (1S,2S,5R)-2-i-propyl-5-methyl-1-(1-propyn-1-yl)cyclohexan-1-ol(33651-09-1)
• EPA Substance Registry System: (1S,2S,5R)-2-i-propyl-5-methyl-1-(1-propyn-1-yl)cyclohexan-1-ol(33651-09-1)

Safety Data

• Hazardous Substances Data: 33651-09-1(Hazardous Substances Data)

Upstream product

• 10458-14-7 (2R,5S)-menthone 
• 74-99-7 prop-1-yne 
• 4529-04-8 1-propynyl lithium 

Downstream Products

• 18368-88-2 1-Propyl-neomenthol 
• 83803-23-0 Propionic acid (1R,2S,5R)-2-isopropyl-5-methyl-1-((Z)-propenyl)-cyclohexyl ester 
• 83803-23-0 Propionic acid (1S,2S,5R)-2-isopropyl-5-methyl-1-((E)-propenyl)-cyclohexyl ester 
• 217321-04-5 Carbonic acid (1R,2S,5R)-2-isopropyl-5-methyl-1-((E)-propenyl)-cyclohexyl ester methyl ester 
• 306973-57-9 (1S,4R)-1-Isopropyl-4-methyl-2-[(R)-2-methyl-hex-5-en-(E)-ylidene]-cyclohexane 
• 217321-16-9 (1S,4R)-2-[(R)-2-Cyclohexyl-prop-(E)-ylidene]-1-isopropyl-4-methyl-cyclohexane 
• 217321-15-8 {(S)-2-[(2S,5R)-2-Isopropyl-5-methyl-cyclohex-(E)-ylidene]-1-methyl-ethyl}-benzene 
• 217321-12-5 (1S,4R)-1-Isopropyl-4-methyl-2-[(R)-2-methyl-hex-(E)-ylidene]-cyclohexane 
• 217321-14-7 (1S,4R)-1-Isopropyl-4-methyl-2-[(S)-2,3,3-trimethyl-but-(E)-ylidene]-cyclohexane 
• 217321-10-3 (1S,4R)-1-Isopropyl-4-methyl-2-[(R)-2-methyl-but-(E)-ylidene]-cyclohexane 
• 83803-22-9 (1S,2S,5R)-2-isopropyl-5-methyl-1-{1-propen-1-yl}cyclohexan-1-ol 
• 83803-21-8 (1R,2S,5R)-2-Isopropyl-5-methyl-1-((Z)-propenyl)-cyclohexanol 
• 33644-38-1 C₂₅H₃₁OP 

Relevant articles and documents

Chiral α-substituted carbonyls and alcohols from the S(N)2' displacement of cuprates on chiral carbonates: An alternative to the alkylation of chiral enolates

A highly stereoselective sequence of reactions, based on the anti-selective S(N)2' addition of cuprates to allylic carbonates, transforms alkynes or alkenyl halides into carbonyls having α-chiral centers. The method, which uses menthone as a chiral auxiliary, is a useful alternative to the alkylation of chiral enolates with the added advantage of allowing for the 'alkylation' of sec- and tert-alkyl and aryl groups.

A Nonresolutive Approach to the Preparation of Configurationally Pure Difunctional Molecules

Treatment of menthone (5) with organometallic reagents affords axial tertiary alcohols of type 6 with high diastereoselectivity.Propionate 12, derived from trans-11, undergoes an enolate Claisen rearrangement with complete transfer of chirality.The use of