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

General Description

Cyclohexyl benzoate is a chemical compound consisting of a benzene ring attached to a cyclohexane ring by an ester linkage. It is commonly used in the production of various cosmetics, fragrances, and personal care products as a fragrance ingredient and emollient. Additionally, cyclohexyl benzoate is utilized as a solvent for various substances and as a component in the synthesis of other chemicals. cyclohexyl benzoate is known for its mild, pleasant odor and its ability to enhance the spreadability and skin feel of cosmetic formulations. It is also used in the food industry as a flavoring agent and in the pharmaceutical industry for its potential medicinal and therapeutic properties. Overall, cyclohexyl benzoate serves a variety of industrial and consumer applications due to its unique chemical and sensory properties.

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

• 98-88-4 benzoyl chloride 
• 108-93-0 cyclohexanol 
• 36228-61-2 4-(Benzoyloxy)pyridine 
• 110-82-7 cyclohexane 
• 16224-09-2 benzyl cyclohexyl ether 
• 21746-88-3 4-epoxy-2-yl-bromobutane 
• 13871-89-1 trimethylsilyl cyclohexyl ether 
• 14289-64-6 allyl cyclohexyl ether 
• 108-85-0 1-bromocyclohexane 
• 65-85-0 benzoic acid 
• 4278-87-9 dicyclohexylidenehydrazine 
• 591-50-4 iodobenzene 
• 201230-82-2 carbon monoxide 
• 2078-12-8 trimethylsilyl benzoate 

Downstream Products

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

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.

LiHMDS: Facile, highly efficient and metal-free transesterification under solvent-free condition

Transesterification is one of the important organic reactions employed in numerous industrial as well as laboratory applications for the synthesis of various esters. Herein, we report a rapid, highly efficient, and transition metal-free transesterification reaction in the presence of LiHMDS under solvent-free conditions. The transesterification reaction was carried out with three different benzoate esters and a wide range of primary and secondary alcohols (from C3-C18) in good to excellent yields (45 examples). By considering the commercial role of esters, this method will be promising for the facile synthesis of esters in industry-relevant applications.

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.