6957-09-1

Basic information

• Product Name: 1-(2-Methylphenyl)cyclohexanol
• Synonyms: 1-(2-Methylphenyl)cyclohexanol;Einecs 230-142-0;1-(O-TOLYL)CYCLOHEXANOL
• CAS NO: 6957-09-1
• Molecular Formula: C₁₃H₁₈O
• Molecular Weight: 190.28
• EINECS: 230-142-0
• Mol File: 6957-09-1.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 311°C at 760 mmHg
• Flash Point: 121.4°C
• Appearance: /
• Density: 1.043g/cm³
• Vapor Pressure: 0.000249mmHg at 25°C
• Refractive Index: 1.554
• CAS DataBase Reference: 1-(2-Methylphenyl)cyclohexanol(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(2-Methylphenyl)cyclohexanol(6957-09-1)
• EPA Substance Registry System: 1-(2-Methylphenyl)cyclohexanol(6957-09-1)

Safety Data

• Hazardous Substances Data: 6957-09-1(Hazardous Substances Data)

Usage

General Description

1-(2-Methylphenyl)cyclohexanol, also known as menthone, is a chemical compound that belongs to the class of cyclohexanols. It is a white solid with a minty odor and is commonly used in the fragrance and flavor industries. Menthone is often employed in the production of mint oils and for its cooling and refreshing properties. It can also be used as a flavoring agent in food and beverages, as well as in personal care products such as toothpaste and mouthwash. Additionally, menthone has been studied for its potential medicinal properties, including as an analgesic and anti-inflammatory agent.

InChI:InChI=1/C13H18O/c1-11-7-3-4-8-12(11)13(14)9-5-2-6-10-13/h3-4,7-8,14H,2,5-6,9-10H2,1H3

Upstream product

• 932-31-0 ortho-tolylmagnesium bromide 
• 108-94-1 cyclohexanone 
• 95-46-5 2-methylphenyl bromide 
• 17849-38-6 2-Chlorobenzyl alcohol 
• 16419-60-6 2-Methylphenylboronic acid 
• 108-93-0 cyclohexanol 
• 91994-11-5 5,5-dimethyl-2-(o-tolyl)-1,3,2-dioxaborinane 

Downstream Products

• 108368-88-3 2-(2-methylphenyl)cyclohex-2-enone 
• 93477-15-7 (+/-)-(3-oxo-2t-o-tolyl-cyclohex-t-yl)-acetic acid 
• 4501-35-3 1-cyclohexyl-2-methylbenzene 
• 118560-04-6 1-(2-methylphenyl)cyclohexylamine 
• 643-58-3 2-methylbiphenyl 
• 34272-87-2 1--<2-dimethylamino-ethyl>-ether 
• 125802-02-0 1-(1-Azido-cyclohexyl)-2-methyl-benzene 
• 22618-51-5 2'-methyl-2,3,4,5-tetrahydro-1,1'-biphenyl 
• 86-73-7 9H-fluorene 

Relevant articles and documents

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Iodine-Promoted Metal-Free Aromatization: Synthesis of Biaryls, Oligo p-Phenylenes and A-Ring Modified Steroids

We describe efficient procedures based on the use of iodine for the synthesis of biaryls from arylcyclohexenols or arylcyclohexanols using sub-stoichiometric/catalytic iodine and dimethyl sulfoxide (DMSO) as oxidant. Heteroarylcyclohexanols also produced the corresponding biaryl products. It was proven that biphenyl can also be efficiently obtained when the quantity of iodine was reduced to 0.05 equiv. The method is compatible with different functional groups in the aromatic ring (either electron-donating or electron-withdrawing groups). For substrate scope, apart from cyclohexanone and cyclohexenone, some substituted cyclohexanones were also used to synthesize the starting arylcyclohexanols. The process was applied to the synthesis of oligo p-phenylenes and A-ring aromatized steroids, where the combined use of I2/DMSO not only provoked the necessary migration of the methyl group at C-10, but also further extended the conjugation.

Ni-catalysed, domino synthesis of tertiary alcohols from secondary alcohols

The use of in situ generated (NHC)-Ni catalytic species (NHC = N-heterocyclic carbene) allows for the synthesis, in short reaction times, of a variety of tertiary alcohols from secondary alcohols through a domino oxidation-addition protocol.