21758-34-9

Basic information

• Product Name: Benzoic acid, 4-chloro-, (1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl ester
• Synonyms: 4-Chloro-benzoic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester;4-chloro-benzoic acid-((1R)-menthyl ester);4-Chlor-benzoesaeure-((1R)-menthylester)
• CAS NO: 21758-34-9
• Molecular Formula: C17H23ClO2
• Molecular Weight: 294.821
• Mol File: 21758-34-9.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 146 °C (0.5 mmHg)
• CAS DataBase Reference: Benzoic acid, 4-chloro-, (1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Benzoic acid, 4-chloro-, (1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl ester(21758-34-9)
• EPA Substance Registry System: Benzoic acid, 4-chloro-, (1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl ester(21758-34-9)

Safety Data

• Hazardous Substances Data: 21758-34-9(Hazardous Substances Data)

Upstream product

• 2216-51-5 (-)-menthol 
• 122-01-0 4-chloro-benzoyl chloride 
• 74-11-3 para-chlorobenzoic acid 

Relevant articles and documents

-

-

Dimethylmalonyltrialkylphosphoranes: Probing the steric effect on phosphorus and its stereochemical consequence in esterification reactions of chiral secondary alcohols

High chemical yields and high levels of stereochemical inversion are demonstrated in the phosphorane-mediated esterification reaction of chiral alcohols with non-hindered carboxylic acids through the incorporation of sterically non-hindered alkyl groups o

Substituent Effect on the Enantiomer-Differentiating Reaction of Lithiomethyl p-Tolyl Sulfoxide with Meta- or Para-Substituted (R)-(-)-Menthyl Benzoates

Treatment of (R)-(-)-menthyl benzoates, which have a variety of meta- or para-substituents, with 2 equivalents of racemic lithiomethyl p-tolyl sulfoxide displays the feature of an enantiomer-differentiating reaction, affording the corresponding optically active β-keto sulfoxides.The degree and the direction of enantioselectivity were affected by the nature of the substituent on benzene ring.The electron-releasing substituents trend to increase the percente.e. value.The reversal in the configuration with the variation in the substituent which has a high electron-withdrawing p-CN group was also observed.The R/S values thus obtained gave a good correlation with Hammett's ? values (γ = 0.975), affording a negative straight line. based on these observations, a plausible stereochemical course of this reaction has been discussed.