99439-79-9

Basic information

• Product Name: Heptanoic acid, 3-methyl-, methyl ester, (S)-
• Synonyms: (S)-3-Methyl-heptansaeure-methylester;(S)-METHYL-3-METHYLHEPTANOATE;(S)-methyl 3-methylheptanoate;(S)-3-methyl-heptanoic acid methyl ester
• CAS NO: 99439-79-9
• Molecular Formula: C9H18O2
• Molecular Weight: 158.241
• Mol File: 99439-79-9.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 176.5±8.0 °C(Predicted)
• Density: 0.874±0.06 g/cm3(Predicted)
• CAS DataBase Reference: Heptanoic acid, 3-methyl-, methyl ester, (S)-(CAS DataBase Reference)
• NIST Chemistry Reference: Heptanoic acid, 3-methyl-, methyl ester, (S)-(99439-79-9)
• EPA Substance Registry System: Heptanoic acid, 3-methyl-, methyl ester, (S)-(99439-79-9)

Safety Data

• Hazardous Substances Data: 99439-79-9(Hazardous Substances Data)

Usage

Description

Heptanoic acid, 3-methyl-, methyl ester, (S)is an organic compound that is a derivative of heptanoic acid with a methyl group at the 3rd position and a methyl ester functional group. It is a chiral molecule with the (S)-configuration, which means it has a specific spatial arrangement of atoms that is different from its (R)-enantiomer.

Uses

Used in Chemical Synthesis:
Heptanoic acid, 3-methyl-, methyl ester, (S)is used as a reagent in the synthesis of stereoisomers of 5,9-dimethylheptadecane, which is the major sex pheromone component secreted by female moths of the mountain-ash bentwing (Leucoptera scitella). This application is important for studying the mating behavior and chemical communication of these moths, as well as for developing pest control strategies that target their reproductive processes.

Upstream product

• 26549-24-6 (2R)-hexan-2-ol 
• 1393538-40-3 (S)-2-(1-methylpentyl)malonic acid dimethyl ester 
• 1393538-39-0 (R)-2-hexanyl tosylate 
• 693-03-8 n-butyl magnesium bromide 
• 623-43-8 crotonic acid methyl ester 
• 22104-69-4 (E)-methyl 2-heptenoate 
• 75-16-1 methylmagnesium bromide 
• 63473-60-9 (S)-5-methoxy-3-methyl-5-oxopentanoic acid 
• 107-92-6 butyric acid 

Downstream Products

• 27608-03-3 (R)-3-methylheptanal 
• 1393538-53-8 (5S,9R)-5,9-dimethyl-8-(4-methylphenylsulfonyl)heptadecane 
• 1393538-58-3 (5S,9S)-5,9-dimethyl-8-(4-methylphenylsulfonyl)heptadecane 
• 61169-84-4 (S)-3-methylheptan-1-ol 
• 108195-53-5 (5S,9S)-5,9-Dimethylheptadecane 
• 59614-85-6 (-)-(S)-3-methylheptanoic acid 

Relevant articles and documents

Stereospecific inversion of secondary tosylates to yield chiral methyl-branched building blocks, applied to the asymmetric synthesis of leafminer sex pheromones

All four of the possible stereoisomers of 5,9-dimethylheptadecane, the major sex pheromone component secreted by female moths of the mountain-ash bentwing (Leucoptera scitella), were synthesized by the coupling of two chiral blocks with a methyl branch at the 2- or 3-position. The blocks were prepared by applying the stereospecific inversion of secondary tosylates, which were derived from (R)- and (S)-propylene oxide, and their enantiopurities were confirmed by chiral HPLC analysis.

Highly efficient copper(I) iodide-tolyl-BINAP-catalyzed asymmetric conjugate addition of methylmagnesium bromide to α,β-unsaturated esters

A highly efficient asymmetric conjugate addition of methylmagnesium bromide (MeMgBr) to α,β-unsaturated esters catalyzed by copper(I) iodide-tolyl-BNIP (CuI-Tol-BINAP) is described.

Asymmetric Conjugate Addition of Organometallic Reagents to Chiral Vinyl Sulfoximines

The chiral vinyl sulfoximines 1 and 2 (R' = C6H5, CH3, n-Bu, C6H5CH2CH2) have been prepared; they undergo conjugate addition reactions with organometallic reagents with high asymmetric induction.These conjugate addition adducts have been converted to chiral 3-alkylalkanoic acids in high enantiomeric excess (>90percent)