71777-35-0

Basic information

• Product Name: 1-Dodecanol, 10-methyl-, acetate, (S)-
• Synonyms: 1-Dodecanol,10-methyl-,acetate,(S)
• CAS NO: 71777-35-0
• Molecular Formula: C15H30O2
• Molecular Weight: 260.41300
• Mol File: 71777-35-0.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 1-Dodecanol, 10-methyl-, acetate, (S)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Dodecanol, 10-methyl-, acetate, (S)-(71777-35-0)
• EPA Substance Registry System: 1-Dodecanol, 10-methyl-, acetate, (S)-(71777-35-0)

Safety Data

• Hazardous Substances Data: 71777-35-0(Hazardous Substances Data)

Upstream product

• 54156-71-7 (S)-2-methylbut-1-yltriphenylphosphonium bromide 
• 127914-31-2 (Z)-(10-Methyl-8-dodecenyl)-tetrahydropyranylether 
• 127914-32-3 (10-Methyldodecyl)tetrahydropyranylether 
• 534-00-9 (S)-2-methylbutyl bromide 
• 57221-80-4 8-tetrahydropyranyloxyoctanal 
• 104418-40-8 (S)-2-methyl-1-butyl methanesulfonate 
• 1565-80-6 (2S)-2-methyl-1-butanol 
• 358374-73-9 (S)-11-benzyloxy-undecane-1,2-diol 
• 459166-34-8 (R)-12-benzyloxy-dodecan-3-ol 
• 459166-35-9 (S)-1-benzyloxy-10-methyldodecane 
• 459166-33-7 (S)-2-(9-(benzyloxy)nonyl)oxirane 
• 143229-16-7 (9-benzyloxy-nonyl)-oxirane 
• 81518-75-4 ((undec-10-en-1-yloxy)methyl)benzene 
• 112-43-6 10-Undecen-1-ol 

Relevant articles and documents

Hydrolytic kinetic resolution of terminal mono- and bis-epoxides in the synthesis of insect pheromones

Hydrolytic kinetic resolution (HKR) of functionalised epoxides using (salen)Co(OAc) complexes provides enantiomerically enriched epoxides and diols, which have been transformed into important insect sex pheromones. In this general approach, (-)-(R)- and (+)-(S)-10-methyldodecyl acetates from the smaller tea tortrix moth were obtained, as was (-)-(R)-10-methyltridecan-2-one from the southern corn rootworm. The (S)-epoxide obtained from undec-1-en-6-yne was transformed to (-)-(R)-(Z)-undec-6-en-2-ol (Nostrenol) from ant-lions. HKR of appropriate bisepoxides was also investigated, and transformations of the resulting bisepoxides and epoxydiols provided (-)-(1R,7R)-1,7-dimethylnonylpropanoate from corn rootworms, (-)-(6R,12R)-6,12-dimethylpentadecan-2-one from the female banded cucumber beetle, and (-)-(2S,11S)-2,11-diacetoxytridecane and (+)-(2S,12S)-2,12-diacetoxytridecane from female pea-midges.

Pheromones, 76. Synthesis of the Enantiomers of 10-Methyldodecyl Acetate and 12-Methyltetradecyl Acetate, Chiral Pheromone Components of Adoxophyes Species (Lepidoptera: Tortricidae)

From enantiomeric (R)-(-)- and (S)-(+)-2-methylbutyl bromide (3), available by resolution of (R)-(-)-phenylglycinol amides of rac-2-methylbutanoic acid, and from enantiomeric 6-methyloctyl bromide (7) the corresponding phosphonium salts were obtained.Wittig olefination yielded the optically active methyl-branched olefinic THP ethers 12 and 13, hydrolysis, catalytic hydrogenation, and acetylation gave rise to the formation of the chiral title compounds (R)-(-)- and (S)-(+)-10-methyldodecyl acetate (1) and (R)-(-)- and (S)-(+)-12-methyltetradecyl acetate (2).

Synthesis of (R)- and (S)-10-methyl-1-dodecyl Acetate, Sex Pheromone Components of the Smaller Tea Tortrix Moth (Adoxophyes sp.), from Chiral Synthons Prepared via Asymmetric Synthesis

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