2412-73-9

Basic information

• Product Name: cyclohexyl benzoate
• Synonyms: cyclohexyl benzoate;Benzoic acid cyclohexyl ester
• CAS NO: 2412-73-9
• Molecular Formula: C₁₃H₁₆O₂
• Molecular Weight: 204.26494
• EINECS: 219-319-3
• Mol File: 2412-73-9.mol
• Article Data: 129

Chemical Properties

• Melting Point: <-10 °C
• Boiling Point: 285°C (estimate)
• Flash Point: 132.7 °C
• Appearance: /
• Density: 1.0429
• Vapor Pressure: 0.00288mmHg at 25°C
• Refractive Index: 1.5200 (estimate)
• Storage Temp.: 2-8°C
• CAS DataBase Reference: cyclohexyl benzoate(CAS DataBase Reference)
• NIST Chemistry Reference: cyclohexyl benzoate(2412-73-9)
• EPA Substance Registry System: cyclohexyl benzoate(2412-73-9)

Safety Data

• Hazardous Substances Data: 2412-73-9(Hazardous Substances Data)

Usage

Description

Cyclohexyl benzoate is a chemical compound that consists of a benzene ring attached to a cyclohexane ring by an ester linkage. It is known for its mild, pleasant odor and its ability to enhance the spreadability and skin feel of cosmetic formulations.

Uses

Used in Cosmetics and Personal Care Products:
Cyclohexyl benzoate is used as a fragrance ingredient and emollient for its ability to improve the texture and feel of cosmetic formulations.
Used in Fragrance Industry:
Cyclohexyl benzoate is used as a fragrance ingredient for its mild, pleasant odor.
Used as a Solvent:
Cyclohexyl benzoate is used as a solvent for various substances due to its ability to dissolve a wide range of compounds.
Used in Chemical Synthesis:
Cyclohexyl benzoate is used as a component in the synthesis of other chemicals.
Used in Food Industry:
Cyclohexyl benzoate is used as a flavoring agent in the food industry.
Used in Pharmaceutical Industry:
Cyclohexyl benzoate is used for its potential medicinal and therapeutic properties in the pharmaceutical industry.

InChI:InChI=1/C13H16O2/c14-13(11-7-3-1-4-8-11)15-12-9-5-2-6-10-12/h1,3-4,7-8,12H,2,5-6,9-10H2

Upstream product

• 93-59-4 Perbenzoic acid 
• 67-66-3 chloroform 
• 712-50-5 Cyclohexyl phenyl ketone 
• 65-85-0 benzoic acid 
• 110-83-8 cyclohexene 
• 108-93-0 cyclohexanol 
• 1484-17-9 S-ethyl thiobenzoate 
• 108-85-0 1-bromocyclohexane 
• 4278-87-9 dicyclohexylidenehydrazine 
• 33169-68-5 benzoyl cyclohexanecarbonyl peroxide 
• 93-97-0 benzoic acid anhydride 
• 709-83-1 2-(cyclohexyloxy)tetrahydro-2H-pyran 
• 98-88-4 benzoyl chloride 
• 688-73-3 tri-n-butyl-tin hydride 

Downstream Products

• 2078-12-8 trimethylsilyl benzoate 
• 626-62-0 Cyclohexyl iodide 
• 65-85-0 benzoic acid 
• 6308-92-5 benzoic acid 4-hydroxycyclohexyl ester 
• 100-51-6 benzyl alcohol 
• 98-88-4 benzoyl chloride 
• 100-47-0 benzonitrile 
• 954-16-5 2,4,6-Trimethylbenzophenon 
• 93-89-0 benzoic acid ethyl ester 
• 108-93-0 cyclohexanol 
• 189628-77-1 1-Methyl-cyclohexa-2,5-dienecarboxylic acid cyclohexyl ester 
• 6995-79-5 cyclohexane-1,4-diol 

Relevant articles and documents

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Polar substituent effect of the ester group on conformational equilibria of O-mono-substituted cyclohexanes-the para-substituent effect in cyclohexyl benzoates

Together with the nonsubstituted reference compound, para-methoxy- and para-nitro cyclohexyl benzoates have been synthesized and their conformational equilibria studied by low temperature NMR spectroscopy and theoretical DFT calculations. The free energy differences ΔG° between axial and equatorial conformers were examined with respect to polar substituent influences on the conformational equilibrium of O-mono-substituted cyclohexane.

Benzyne-Mediated Esterification Reaction

A benzyne-mediated esterification of carboxylic acids and alcohols under mild conditions has been realized, which is made possible via a selective nucleophilic addition of carboxylic acid to benzyne in the presence of alcohol. After a subsequent transesterification with alcohol, the corresponding esters can be produced efficiently. This benzyne-mediated protocol can be used on the modification of Ibuprofen, cholesterol, estradiol, and synthesis of nandrolone phenylpropionate. In addition, benzyne can also be used to promote lactonization and amidation reaction.

Electrochemical esterification via oxidative coupling of aldehydes and alcohols

An electrolytic method for the direct oxidative coupling of aldehydes with alcohols to produce esters is described. Our method involves anodic oxidation in presence of TBAF as supporting electrolyte in an undivided electrochemical cell equipped with graphite electrodes. This method successfully couples a wide range of alcohols to benzaldehydes with yields ranging from 70 to 90%. The protocol is easy to perform at a constant voltage conditions and offers a sustainable alternative over conventional methods.

Preparation of Carbamates, Esters, Amides, and Unsymmetrical Ureas via Br?nsted Acid-Activated N-Acyl Imidazoliums

We report the application of Br?nsted acid-activated N-acyl imidazoliums as versatile intermediates in carbonyl transformations. The efficient and scalable procedure was validated on a diverse set of carbamates, esters, amides, and unsymmetrical ureas (21 examples, up to 91% yield). Additionally, we exemplify this method on multikilogram scale for the synthesis of an electron-deficient carbamate.