1454891-14-5

Basic information

• Product Name: C₁₆H₃₀O₅S
• CAS NO: 1454891-14-5
• Molecular Weight: 334.477
• Mol File: 1454891-14-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: C₁₆H₃₀O₅S(CAS DataBase Reference)
• NIST Chemistry Reference: C₁₆H₃₀O₅S(1454891-14-5)
• EPA Substance Registry System: C₁₆H₃₀O₅S(1454891-14-5)

Safety Data

• Hazardous Substances Data: 1454891-14-5(Hazardous Substances Data)

Upstream product

• 87680-38-4 (1R,4R)-1-methyl-4-[(S)-6-methylhept-5-en-2-yl]cyclohex-2-enol 
• 343239-55-4 4-[(1S)-1,5-dimethylhex-4-enyl]cyclohex-2-en-1-one 
• 1443410-91-0 (3R,6R,7S,10R)-1-bisabolen-3,10,11-triol 
• 124-63-0 methanesulfonyl chloride 

Downstream Products

• 1443428-02-1 (3R,6R,7S,10S)-10,11-epoxy-1-bisabolen-3-ol 

Relevant articles and documents

Discovery of the aggregation pheromone of the brown marmorated stink bug (Halyomorpha halys) through the creation of stereoisomeric libraries of 1-bisabolen-3-ols

We describe a novel and straightforward route to all stereoisomers of 1,10-bisaboladien-3-ol and 10,11-epoxy-1-bisabolen-3-ol via the rhodium-catalyzed asymmetric addition of trimethylaluminum to diastereomeric mixtures of cyclohex-2-enones 1 and 2. The detailed stereoisomeric structures of many natural sesquiterpenes with the bisabolane skeleton were previously unknown because of the absence of stereoselective syntheses of individual stereoisomers. Several of the bisabolenols are pheromones of economically important pentatomid bug species. Single-crystal X-ray crystallography of underivatized triol 13 provided unequivocal proof of the relative and absolute configurations. Two of the epoxides, (3S,6S,7R,10S)-10,11-epoxy-1-bisabolen-3-ol (3) and (3R,6S,7R,10S)-10,11-epoxy-1-bisabolen-3-ol (4), were identified as the main components of a male-produced aggregation pheromone of the brown marmorated stink bug, Halyomorpha halys, using GC analyses on enantioselective columns. Both compounds attracted female, male, and nymphal H. halys in field trials. Moreover, mixtures of stereoisomers containing epoxides 3 and 4 were also attractive to H. halys, signifying that the presence of additional stereoisomers did not hinder attraction of H. halys and relatively inexpensive mixtures can be used in monitoring, as well as control strategies. H. halys is a polyphagous invasive species in the U.S. and Europe that causes severe injury to fruit, vegetables, and field crops and is also a serious nuisance pest.