78478-85-0

Basic information

• Product Name: (1S,2S,4R)-2-(dimethylamino)-1-methyl-4-(1-methylethenyl)cyclohexanol
• Synonyms: (1S,2S,4R)-2-(dimethylamino)-1-methyl-4-(1-methylethenyl)cyclohexanol
• CAS NO: 78478-85-0
• Molecular Weight: 197.321
• Mol File: 78478-85-0.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: (1S,2S,4R)-2-(dimethylamino)-1-methyl-4-(1-methylethenyl)cyclohexanol(CAS DataBase Reference)
• NIST Chemistry Reference: (1S,2S,4R)-2-(dimethylamino)-1-methyl-4-(1-methylethenyl)cyclohexanol(78478-85-0)
• EPA Substance Registry System: (1S,2S,4R)-2-(dimethylamino)-1-methyl-4-(1-methylethenyl)cyclohexanol(78478-85-0)

Safety Data

• Hazardous Substances Data: 78478-85-0(Hazardous Substances Data)

Upstream product

• 1195-92-2 (4R)-limonene 1,2-epoxide 
• 124-40-3 dimethyl amine 
• 5989-27-5 D-limonene 
• 6909-30-4 (1S,2R,4R)-limonene-1,2-epoxide 

Downstream Products

• 22972-51-6 (1S,4R)-p-mentha-2,8-dien-1-ol 
• 129594-66-7 3-((1S,6R)-6-Isopropenyl-3-methyl-cyclohex-2-enylmethyl)-furan 
• 1381973-51-8 [(1R,6R)-3-methyl-6-(1-prop-1-en-2-yl)-cyclohex-2-enyl]-4-pentylbenzene 
• 1415961-21-5 (1S,2S,5R)-2-hydroxy-N,N,2-trimethyl-5-(prop-1-en-2-yl)cyclohexanamineoxide 
• 1415961-22-6 diethyl 2-[(1R,6R)-3-methyl-6-(1-prop-1-en-2-yl)-cyclohex-2-enyl]-5-pentylphenyl phosphate 
• 117556-62-4 (1S,4S)-4-isopropyl-1-methyl-2-cyclohexen-1-ol 
• 6909-13-3 trans N,N-dimethylamino-2 trans p-menthanol 
• 78654-41-8 trans N,N-dimethylamino-2 cis p-menthanol 

Relevant articles and documents

CANNABINOID DERIVATIVES, PRECURSORS AND USES

The present disclosure relates to new cannabinoid derivatives and precursors and processes for their preparation. The disclosure also relates to pharmaceutical and analytical uses of the new cannabinoid derivatives.

Asymmetric addition of diethylzinc to aldehydes catalyzed by β-amino alcohols derived from limonene oxide

A series of β-amino alcohols, conveniently prepared from limonene oxide, were evaluated as catalysts for the enantioselective addition of dialkylzinc to benzaldehyde. These limonene-based amino alcohols are of particular interest because they are easily synthesized in both enantiomeric forms. Ethylation of benzaldehyde using diethylzinc and catalyzed by limonene derived amino alcohols proceeded with enantioselection of up to 87% ee. This is an unusually high level of induction for amino alcohols possessing a trans relationship between the amino and alcohol functionalities. Both enantiomers of 1-phenyl-1-propanol can be synthesized with equal control since both enantiomers of the chiral catalyst are readily available. When (1S,2S,4R)-limonene amino alcohols are used as chiral catalysts, (R)-1-phenyl-1-propanol is obtained as the major product. A plausible mechanism is proposed to explain the facial selectivity determining the asymmetric induction observed in these reactions.

Identification and Synthesis of (Z)-(1'S,3'R,4'S)(-)-2-(3',4'-Epoxy-4'-methylcyclohexyl)-6-methylhepta-2,5-diene, the Sex Pheromone of the Southern Green Stinkbug, Nezara viridula (L.)

The sex pheromone of the male green stinkbug, Nezera viridula (L.) has been shown to be a novel epoxybisabolene (Z)-(1'S,3'R,4'S)(-)-2-(3',4'-epoxy-4'-methylcyclohexyl)6-methylhepta-2,5-diene, whose structure has been confirmed by spectroscopic studies and synthesis of the eight possible stereoisomers.