140461-22-9

Basic information

• Product Name: (R)-(-)-2'-pentyl (E)-2,4-dimethyl-2-pentenoate
• Synonyms: (R)-(-)-2'-pentyl (E)-2,4-dimethyl-2-pentenoate
• CAS NO: 140461-22-9
• Molecular Weight: 198.305
• Mol File: 140461-22-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (R)-(-)-2'-pentyl (E)-2,4-dimethyl-2-pentenoate(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-(-)-2'-pentyl (E)-2,4-dimethyl-2-pentenoate(140461-22-9)
• EPA Substance Registry System: (R)-(-)-2'-pentyl (E)-2,4-dimethyl-2-pentenoate(140461-22-9)

Safety Data

• Hazardous Substances Data: 140461-22-9(Hazardous Substances Data)

Upstream product

• 26184-62-3 (S)-2-pentanol 
• 3876-52-6 (E)-2,4-dimethylpent-2-enoic acid 

Relevant articles and documents

EFFECTIVE SYNTHESIS OF ENANTIOMERIC 2-PENTANOLS AND CHIRAL DOMINICALURES BASED ON THEM

The (S) and (R) enantiomers of sec-amyl-2-methyl-(2E)-pentenoate and 2,4-dimethyl-(2E)-pentenoate (dominicalure 1 and dominicalure 2 respectively), which are contained in the aggregation pheromone of the lesser grain borer Rhizopertha dominica, were synthesized by the acylation of (S)- and (R)-2-pentanols. (2S)-Pentanol was obtained in five stages with an overall yield of > 50percent from (S)-ethyl lactate with cross-coupling of the p-toluenesulfonate of (2S)-(2-tetrahydropyranyloxy)-1-propanol with lithium diethylcuprate at the key stage.Zinc chloride can be used as an effective catalyst for the removal of the tetrahydropyranyl protection under mild conditions. (2R)-Pentanol was prepared by inversion of the configuration of its (S) enantiomer by the Mitsunobu method.