144831-70-9

Basic information

• Product Name: 4-Hexen-1-ol, 5-methyl-2-(1-methylethenyl)-, acetate, (2S)-
• CAS NO: 144831-70-9
• Molecular Formula: C12H20O2
• Molecular Weight: 196.29
• Mol File: 144831-70-9.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 4-Hexen-1-ol, 5-methyl-2-(1-methylethenyl)-, acetate, (2S)-(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Hexen-1-ol, 5-methyl-2-(1-methylethenyl)-, acetate, (2S)-(144831-70-9)
• EPA Substance Registry System: 4-Hexen-1-ol, 5-methyl-2-(1-methylethenyl)-, acetate, (2S)-(144831-70-9)

Safety Data

• Hazardous Substances Data: 144831-70-9(Hazardous Substances Data)

Upstream product

• 25905-14-0 lavandulyl acetate 
• 7086-79-5 (3S)-4-methyl-3-(3-oxobutyl)pent-4-enal 
• 7086-79-5 (R)-4-methyl-3-(3'-oxobutyl)pent-4-enal 
• 1327155-01-0 C₁₂H₂₂O₂ 
• 1327155-06-5 C₁₂H₂₂O₂ 
• 1327155-00-9 (5R)-5-isopropenyl-2-methyl-octane-2,7-diol 
• 1327155-05-4 (5S)-5-isopropenyl-2-methyl-octane-2,7-diol 
• 1345866-28-5 C₁₂H₂₂O₃ 
• 1327155-03-2 (S)-2-isopropenyl-5-methyl-hexane-1,5-diol 
• 721921-09-1 (4R)-4-isopropenyl-7-methyl-6-octen-2-one 
• 108-05-4 vinyl acetate 
• 58461-27-1 (+/-)-lavandulol 
• 869162-67-4 (5S)-6-hydroxy-2-methyl-5-(prop-1-en-2-yl)cyclohex-2-enone 
• 1298063-04-3 (2E,5S)-2-methyl-5-(prop-1-en-2-yl)hex-2-enedial 

Downstream Products

• 50373-53-0 (2S)-5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-ol 

Relevant articles and documents

Enzymatic transesterification of racemic lavandulol: Preparation of the two enantiomeric alcohols and of the two enantiomers of lavandulyl senecioate

(R) and (S)-lavandulol are important compounds in the cosmetics industry and in pheromone research. The senecioyl ester of (S)-lavandulyl has recently been identified as the sex pheromone of the vine mealybug, a significant pest in vineyards. We herein report the preparation of the two enantiomers of lavandulol and lavandulyl senecioate, starting from racemic lavandulol. The preparation is based on a two-cycle enzymatic transesterification of racemic lavandulol with vinyl acetate using Porcine pancreas lipase. High enantioselectivity was achieved while the preparation yielded (R)-lavandulol with 96.7% ee and (S)-lavandulol with 92.6% ee.

Selective deoxygenation of allylic alcohol: Stereocontrolled synthesis of lavandulol

Selective deoxygenation of allylic alcohol can be successfully carried out by the formation of alkoxyalkyl ether (EE or MOM), followed by Pd(dppe)Cl 2-catalyzed reduction with LiBHEt3. (+)-S-Lavandulol has been efficiently synthesized by the application of this protocol to the diol derived from the Pb(OAc)4-promoted oxidative ring-opening of (-)-R-carvone. This deoxygenation method is general and selective for allylic alcohols.