31147-63-4

Basic information

• Product Name: (1R,2R,5S)-(-)-α-nopinol
• Synonyms: (1R,2R,5S)-(-)-α-nopinol
• CAS NO: 31147-63-4
• Molecular Weight: 140.225
• Mol File: 31147-63-4.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: (1R,2R,5S)-(-)-α-nopinol(CAS DataBase Reference)
• NIST Chemistry Reference: (1R,2R,5S)-(-)-α-nopinol(31147-63-4)
• EPA Substance Registry System: (1R,2R,5S)-(-)-α-nopinol(31147-63-4)

Safety Data

• Hazardous Substances Data: 31147-63-4(Hazardous Substances Data)

Upstream product

• 38651-65-9 (1R,5S)-(+)-nopinone 
• 24903-95-5 nopinone 
• 24903-95-5 6,6-dimethylbicyclo[3.1.1]heptan-2-one 
• 51703-63-0 6,6-dimethylbicyclo<3.1.1>heptan-2β-ol 
• 103533-23-9 trans-peroxymyrtanic acid 

Downstream Products

• 1845-18-7 4-bromo-benzenesulfonic acid-((1S)-3,3-dimethyl-[2endo]norbornyl ester) 
• 111821-63-7 7,7-dimethylbicyclo<2.2.1>heptan-endo-2-ol 
• 1416368-54-1 α-nopinyl 4-nitrobenzoate 
• 1416368-51-8 α-nopinyl 4-nitrophenoxide 
• 38651-65-9 (1R,5S)-(+)-nopinone 

Relevant articles and documents

Synthesis and reactions of terpenyl diselenides functionalized with phenyl and naphthyl groups

An efficient methodology for the synthesis of chiral terpenyl diselenides functionalized with phenyl and naphthyl groups has been developed. Using the reaction of sodium diselenide with terpenyl tosylates and chlorides, the corresponding diselenides derived from 8-phenyl menthol and isopinocampheol modified at the 10-position were obtained. Diselenides were transformed into electrophilic selenium reagents and tested in the asymmetric selenenylation of styrene. The effect of aryl groups on the enantioselectivity of the addition reaction was examined.

Acceleration of the reduction of aldehydes and ketones using Mn(dpm)3 catalyst and phenylsilane in the presence of dioxygen

Saturated ketones and aldehydes are reduced to alcohols by phenylsilane and Mn(dpm)3(cat) in the presence of dioxygen.

Trapping of the 6,6-Dimethylbicyclohept-2-yl Free Radical by SH2 Reaction upon Peracid

The free radical 6,6-dimethylbicyclohept-2-yl (7) has been obtained by decarboxylation of cis- or trans-6,6-dimethylbicycloheptane-2-peroxycarboxylic acids (6a and 6b). 7 trapped by reaction with the initial peracid gave a stereochemical mixture of α- and β-nopinol (8a and 8b).The ratio 8b/8a is around 12, independent of the initial peracid 6a or 6b and its initial concentrations.This value is mainly due to the steric effect of one of the methyl groups branched on C7 in 7.The structure of 7 is discussed.By a competitive reaction 7 undergoes ring opening to afford 2-(3-cyclohexenyl)-2-propyl free radical (9) which by reaction upon peracid leads to 2-(3-cyclohexenyl)-2-propanol (10). 7 was successfully trapped because its reaction with peracid is rapid enough.The ratio of the two alcohols 8/10 leads to an estimation of 1*106 M-1 s-1 for the rate constant of the reaction of 7 with peracids