31269-74-6

Basic information

• Product Name: 2-Cyclohexen-1-ol, 2-methyl-5-(1-methylethyl)-, (1S,5R)-
• CAS NO: 31269-74-6
• Molecular Formula: C10H18O
• Molecular Weight: 154.252
• Mol File: 31269-74-6.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 2-Cyclohexen-1-ol, 2-methyl-5-(1-methylethyl)-, (1S,5R)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Cyclohexen-1-ol, 2-methyl-5-(1-methylethyl)-, (1S,5R)-(31269-74-6)
• EPA Substance Registry System: 2-Cyclohexen-1-ol, 2-methyl-5-(1-methylethyl)-, (1S,5R)-(31269-74-6)

Safety Data

• Hazardous Substances Data: 31269-74-6(Hazardous Substances Data)

Upstream product

• 18383-51-2 (-)-trans-carveol 
• 18383-49-8 (1S,4R,6S)-1-methyl-4-(prop-1-en-2-yl)-7-oxabicyclo[4.1.0]heptan-2-one 
• 7070-05-5 (1S,5R)-5-isopropyl-2-methylene cyclohexanol 
• 22472-56-6 (-)-trans-(1R,5S)-5-isopropyl-2-methyl-2-cyclohexen-1-ol 
• 61585-35-1 p-menth-1-ene 
• 80-56-8 Pinene 
• 1600-27-7 mercury(II) diacetate 
• 1686-14-2 (1R,2R,4S,6R)-2,7,7-trimethyl-3-oxatricyclo[4.1.1.0.^2,4]octane 
• 27525-55-9 (1S:2S:4R:5R)-p-menthanediol-(2.5) 
• 4031-53-2 (3S,4R,6S)-p-Menth-1-en-3.6-diol 
• 4031-57-6 (1S,2S,4R)-4-isopropyl-1-methylcyclohexane-1,2-diol 
• 78424-82-5 trans N,N-dimethylamino-1 neocarvomenthol 
• 111613-36-6 (+)-N,N-1-dimethylaminoneodihydrocarveol 
• 197657-73-1 trans-(1R,5S)-5-isopropyl-2-methyl-2-cyclohexen-1-yl 3,5-dinitrobenzoate 

Downstream Products

• 1845-60-9 3,5-dinitro-benzoic acid-((1R)-neocarvomenthyl ester) 
• 1845-60-9 3,5-dinitro-benzoic acid-((1S)-isocarvomenthyl ester) 
• 33375-08-5 (R)-5-isopropyl-2-methylcyclohex-2-enone 
• 16741-95-0 p-menth-6-en-2-one semicarbazone 
• 55378-54-6 (4R,6S)-6-methoxy-p-menth-1-ene 
• 31383-92-3 (4R,6R)-6-Bromo-4-isopropyl-1-methyl-cyclohexene 
• 31383-92-3 (4R,6S)-6-Bromo-4-isopropyl-1-methyl-cyclohexene 
• 43205-82-9 carvotanacetone 

Relevant articles and documents

Radical reactions on pinene-oxide derivatives induced by Ti(III)

A practical, brief and selective synthesis of several pinene oxide derived terpenoids can be achieved from readily available starting materials. The key step is a radical reaction promoted by titanocene chloride.

Mitsunobu Reaction of Unbiased Cyclic Allylic Alcohols

The stereochemical inversion of unbiased allylic alcohols using triphenylphosphine, diethyl azodicarboxylate, and benzoic acid, commonly known as the Mitsunobu reaction, was studied in three different solvents with specific attention toward the product composition. The results generated for the Mitsunobu reaction of (R)-3-deuterio-2-cyclohexen-1-ol and the cis and trans isomers of 1-deuterio-5-methyl-2-cyclohexen-1-ol, 1-deuterio-5-tert-butyl-2-cyclohexen-1-ol, and optically active cis and trans 5-isopropyl-2-methyl-2-cyclohexen-1-ol all gave similar product distributions with respect to inversion and retention at the carbinol center as well-as syn and anti Sn2′ type addition when THF or benzene was used as the solvent (CH2Cl2 gave less selective product distributions). Interestingly, it was found that the quasi-equatorial and quasi-axial nature of the starting allylic alcohol does not appear to affect the product distribution for this reaction, nor does methyl substitution at the central carbon of the allylic alcohol. In all cases, significant amounts (8-28%) of non-SN2 type products were detected for these sterically unbiased allylic alcohols; only 72-77% of the product was from SN2 type reaction when sterically undemanding (R)-S-deuterio-2-cyclohexen-1-ol was subjected to Mitsunobu conditions.