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Usage

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

• 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 
• 1026918-60-4 2-((R)-9-Benzenesulfonyl-10-methyl-dodecyloxy)-tetrahydro-pyran 
• 152426-80-7 C₁₇H₂₀O₄S₂ 
• 87106-27-2 (R)-2-methyl-1-phenylsulfonylbutane 
• 50816-20-1 2-(8-bromooctyloxy)tetrahydropyran 

Relevant academic research and scientific papers

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.

Hydrolytic kinetic resolution of mono- and bisepoxides as a key step in the synthesis of insect pheromones

The synthetic utility of the readily separated epoxides, diols, epoxydiols and tetrols of high enantiomeric excesses, obtained by hydrolytic kinetic resolution (HKR) of functionalised mono- and bisepoxides with (salen)Co(OAc) complexes, is demonstrated by their efficient transformations to important insect pheromones.

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.

Preparation of the Versatile Chiron, (R)- and (S)-12-(Tetrahydropyranyloxy)-3-methyldodecanol: Application to the Syntheses of Methyl Branched Insect Pheromones

A convenient chemoenzymatic synthesis for the title methyl branched chiron has been developed starting from 10-undecenoic acid (1).Thus, 1 was converted to 1-(tetrahydropyranyloxy)-10-undecan-2-one (4) which on reaction with triethyl phosphonoacetate and

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

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 the chiral components of the sex pheromone of Adoxophyes leaf roller moths

The optically pure (R) and (S) enantiomers of 10-methyldodecyl acetate were synthesized from (R)-5-acetoxy-4-methylpentanoic acid and (S)-2-methylbutanol, respectively, using the condensation of (R)- and (S)-2-methylbutylmagnesium bromides with 8-tosyloxyoctyl acetate in the presence of Li2CuCl4 in the key step.