71777-34-9

Basic information

• Product Name: (R)-10-Methyl-1-dodecanol acetate
• Synonyms: (R)-10-Methyl-1-dodecanol acetate;[R,(-)]-10-Methyldodecyl=acetate;Acetic acid (10R)-10-methyldodecyl ester;(10R)-10-Methyldodecyl acetate
• CAS NO: 71777-34-9
• Molecular Formula: C₁₅H₃₀O₂
• Molecular Weight: 242.4
• Mol File: 71777-34-9.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (R)-10-Methyl-1-dodecanol acetate(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-10-Methyl-1-dodecanol acetate(71777-34-9)
• EPA Substance Registry System: (R)-10-Methyl-1-dodecanol acetate(71777-34-9)

Safety Data

• Hazardous Substances Data: 71777-34-9(Hazardous Substances Data)

Usage

Description

(R)-10-Methyl-1-dodecanol acetate is a chemical compound that is widely recognized for its distinct sweet, floral odor. It is a clear, colorless liquid, commonly utilized in the fragrance and flavor industries to impart a fruity or floral aroma to a variety of products.

Uses

Used in Fragrance Industry:
(R)-10-Methyl-1-dodecanol acetate is used as a fragrance ingredient for its pleasant scent, adding a fruity or floral aroma to perfumes, soaps, and lotions. Its ability to enhance the overall scent profile of these products makes it a valuable addition to the fragrance industry.
Used in Flavor Industry:
In the flavor industry, (R)-10-Methyl-1-dodecanol acetate is used as a flavoring agent to provide a subtle, sweet taste to food products such as dairy, baked goods, and beverages. Its versatility in adding a pleasant flavor to a range of edible items makes it a sought-after compound in the flavor industry.
Used in Industrial Processes:
(R)-10-Methyl-1-dodecanol acetate is also utilized as a solvent in various industrial processes. Its properties as a clear, colorless liquid make it suitable for use in a range of applications, contributing to its widespread use across different sectors.

Upstream product

• 112398-81-9 (R)-(-)-cis-10-methyl-8-dodecenyl acetate 
• 38261-81-3 (S)-2-methylbutyl tosylate 
• 116206-55-4 8-tosyloxyoctyl acetate 
• 75-36-5 acetyl chloride 
• 40646-17-1 8-hydroxyoctan-1-ol acetate 
• 127914-30-1 ((R)-2-Methyl-butyl)-triphenyl-phosphonium; bromide 
• 127914-31-2 (Z)-(10-Methyl-8-dodecenyl)-tetrahydropyranylether 
• 99032-67-4 (S)-(+)-1-bromo-2-methylbutane 
• 57221-80-4 8-tetrahydropyranyloxyoctanal 
• 112398-79-5 tert-Butyl-dimethyl-((R)-10-methyl-dodec-8-ynyloxy)-silane 
• 112398-80-8 (R)-(-)-10-methyl-8-decynyl acetate 
• 112398-85-3 lithium <1-<(tert-butyldimethylsilyl)oxy>-8-nonyl>acetylide 
• 32231-50-8 (R)-2-methylbutyric acid 
• 616-16-0 (R)-2-Methyl-1-butanol 

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.

Chemoenzymatic synthesis of (R)-(+)-2-methylbutan-1-ol, a chiral synthon for the preparation of optically active pheromones

Optically active (R)-(+)-2-methylbutan-1-ol (which is not commercially available) was prepared by a chemoenzymatic synthesis, in which the key step involved a reduction catalyzed by baker's yeast. The synthon was used in the synthesis of (R)-10-methyldodecan-1-yl acetate, the chiral methyl-branched pheromone of Adoxophyes sp.

Stereospecific Dehydrative Alkylation of Bis-Sulfones: Synthesis of a Lesser Tea Tortrix Pheromone

The intra- and intermolecular condensation of alcohols with bis-sulfone methylenes, i.e., dehydrative alkylation, using DEAD and Ph3P proceeds stereospecifically at room temperature under essentially neutral conditions affording good to excellent yields o