38864-02-7

Basic information

• Product Name: Cyclohexanecarboxylic acid, 1,3-dimethyl-, trans-
• CAS NO: 38864-02-7
• Molecular Formula: C9H16O2
• Molecular Weight: 156.225
• Mol File: 38864-02-7.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: Cyclohexanecarboxylic acid, 1,3-dimethyl-, trans-(CAS DataBase Reference)
• NIST Chemistry Reference: Cyclohexanecarboxylic acid, 1,3-dimethyl-, trans-(38864-02-7)
• EPA Substance Registry System: Cyclohexanecarboxylic acid, 1,3-dimethyl-, trans-(38864-02-7)

Safety Data

• Hazardous Substances Data: 38864-02-7(Hazardous Substances Data)

Upstream product

• 15359-02-1 2-Methyl-2-(4-methyl-pent-4-enyl)-oxirane 
• 13293-59-9 3-methylcyclohexanecarboxylic acid 
• 74-88-4 methyl iodide 
• 42253-26-9 (+/-)-1-(1.3t-dimethyl-cyclohexyl-(r))-ethanone-⁽¹⁾ 
• 7143-12-6 (+/-)-1,3t-dimethyl-5-oxo-cyclohexane-r-carbonitrile 
• 64-18-6 formic acid 
• 5441-52-1 3,5-dimethylcyclohexan-1-ol 
• 42253-26-9 1-((1S)-1.3c-dimethyl-cyclohexyl-(r))-ethanone-⁽¹⁾ 
• 42253-26-9 1-((1R)-1.3t-dimethyl-cyclohexyl-(r))-ethanone-⁽¹⁾ 

Relevant articles and documents

Stereochemistry of Alkylation of Carboxylic Acid Salt and Ester α Anions Derived from Cyclic Systems.

A stereochemical study of the alkylation of α-lithiated carboxylate salts and esters has been performed.The α anions derived from the bicyclic acids exo-1, endo-1, and 7 (R=H) and the esters 4 and 7 (R=CH3) yield predominantly exo alkylation.As an example, the α anion derived from ester 7 (R=CH3) on treatment with CH3I yields exo-8 (R=R'=CH3) and endo-9 (R=R'=CH3) in a 97:3 ratio, a highly stereoselective reaction.Addition of TMEDA to the reactions involving the α anions derived from exo- or endo-1 did not change the stereochemical alkylation results.The α anions derived from the substituted cyclohexanecarboxylic acids 10, 13, 16, 19, or 22 (where R=H in each case) on methylation yield more axial methylation (axial/equatorial ratios of 0.4-2.7) than the α anions derived from the methyl esters corresponding to these acids.The α anions from the esters yield predominantly equatorial methylated products (e/a ratios varying from 4 to 9).The reasons for the different stereochemical results are discussed.