19043-03-9

Basic information

• Product Name: (1R,2R)-(-)-trans-2-methylcyclohexanol
• Synonyms: (1R,2R)-(-)-trans-2-methylcyclohexanol
• CAS NO: 19043-03-9
• Molecular Weight: 114.188
• Mol File: 19043-03-9.mol
• Article Data: 39

Chemical Properties

• Melting Point: -4.3--3.7 °C
• Boiling Point: 66.7 °C(Press: 12 Torr)
• Density: 0.9247 g/cm3
• CAS DataBase Reference: (1R,2R)-(-)-trans-2-methylcyclohexanol(CAS DataBase Reference)
• NIST Chemistry Reference: (1R,2R)-(-)-trans-2-methylcyclohexanol(19043-03-9)
• EPA Substance Registry System: (1R,2R)-(-)-trans-2-methylcyclohexanol(19043-03-9)

Safety Data

• Hazardous Substances Data: 19043-03-9(Hazardous Substances Data)

Usage

General Description

(1R,2R)-(-)-trans-2-methylcyclohexanol, also known as trans-menthol, is a chemical compound with a minty, camphor-like odor and a cooling sensation when applied to the skin. It is commonly used in the production of various consumer products such as perfumes, flavorings, and pharmaceuticals. Its stereochemistry makes it an important component in many organic synthesis reactions, particularly in the preparation of chiral compounds. It is also used in the pharmaceutical industry as a local anesthetic and as a component in over-the-counter medications for coughs and colds. Additionally, it has insecticidal properties and is used in pest control products.

Upstream product

• 591-49-1 1-methylcyclohex-1-ene 
• 95-48-7 ortho-cresol 
• 583-60-8 2-Methylcyclohexanone 
• 50539-18-9 (+/-)-cis-2-methylcyclohexanol acetate 
• 1121-18-2 2-methyl-2-cyclohexen-1-one 
• 5726-19-2 (+/-)-trans-2-methylcyclohexanol acetate 
• 7443-52-9 (+/-)-trans-2-methylcyclohexanol 
• 148615-29-6 (1R,2R)-trans-2-methylcyclohexyl octanoate 
• 5726-19-2 2-methylcyclohexyl acetate 
• 108-22-5 Isopropenyl acetate 
• 82166-21-0 methyl cyclohexane 
• 1373216-32-0 tris(4-isopropylphenyl)silyl chloride 
• 7443-70-1 cis-2-methylcyclohexanol 
• 99299-20-4 (2R,4R)-2,4,7-trimethyl-1,5-dioxaspiro[5.5]undecane 

Downstream Products

• 111-71-7 heptanal 
• 591-49-1 1-methylcyclohex-1-ene 
• 5726-20-5 trans-2-Methyl-cyclohexyl-propionat 
• 931-11-3 (1R,2R)-2-methyl-1-cyclohexylamine 
• 2133-66-6 2-(trans-2-methylcyclohexyl)-1H-isoindole-1,3(2H)-dione 
• 836-05-5 N-[(1R, 2R)-2-methylcyclohexyl]benzamide 
• 1350552-16-7 carbonic acid 1-chloroethyl ester (1R,2R)-2-methylcyclohexyl ester 
• 146566-58-7 (E)-3-{(S)-2-[(R)-3-(1H-Indol-3-yl)-2-methyl-2-((1R,2R)-2-methyl-cyclohexyloxycarbonylamino)-propionylamino]-3-phenyl-propylcarbamoyl}-acrylic acid methyl ester 

Relevant articles and documents

A crystalline, internally-coordinated chloroborane for asymmetric hydroboration

Asymmetric hydroboration is an important method in the preparation of enantiomerically-enriched compounds that are necessary in many areas of chemistry. Here is reported the preparation of a unique chiral chloroborane-internal ether complex and its applic

Catalytic carbonyl hydrosilylations: Via a titanocene borohydride-PMHS reagent system

Reduction of a wide range of aldehydes and ketones with catalytic amounts of titanocene borohydride in concert with a stoichiometric poly(methylhydrosiloxane) (PMHS) reductant is reported. Preliminary mechanistic studies demonstrate that the reaction is mediated by a reactive titanocene(iii) complex, whose oxidation state remains constant throughout the reaction.

Diastereoselective and Enantioselective Silylation of 2-Arylcyclohexanols

The silylation-based kinetic resolution of trans 2-arylcyclohexanols was accomplished by employing a triaryl silyl chloride as the derivatizing reagent with a commercially available isothiourea catalyst. The methodology is selective for the trans diastereomer over the cis, which provides an opportunity to selectively derivatize one stereoisomer out of a mixture of four. By employing this technology, a facile, convenient method to form a highly enantiomerically enriched silylated alcohol was accomplished through a one-pot reduction-silylation sequence that started with a 2-aryl-substituted ketone.