Cyclohexanemethanol – general description and application

Unfortunately, this article is currently only in English language. We are working on a translation. Thank you for understanding.

General description of Cyclohexanemethanol:

Cyclohexanemethanol (CM), or (hydroxymethyl)cyclohexane, or cyclohexylcarbinol [100-49-2] is six-membered alicyclic organic compound that belong to alcohols. In its pure form, it is colorless viscious highly flammable liquid with the boiling point of 179-180 °C.^[1] It is insoluble in water and soluble in common organic solvents. CM is a non-corrosive and quick volatilize liquid with the LD₅₀ = 250 mg/kg (mouse, intraperitoneal).^[2]
Convenient laboratory preparation starts with chlorocyclohexane that is converted to cyclohexylmagnesium chloride, which reacts with formaldehyde or paraformaldehyde.^[3]

Application of Cyclohexanemethanol:

Cyclohexanemethanol is usually used as a reagent in organic synthesis. It acts as a nucleohpile in highly beta-selective glucosidation of ethylthioglucosides.^[4] It can be used as a starting material for the synthesis of cyclohexanecarboxaldehyde, cyclohexanecarboxylic acid, cyclohexanone, and 1,4-cyclohexadione by photocatalytic oxidation using titanium dioxide nanoparticles.^[5] Cyclohexanemethanol can be biologically oxidized by the yeasts Candida maltosa and Trichosporon mucoides under laboratory conditions.^[6]

Important Notes:

Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Incompatible materials are Strong oxidizing agents, Acid chlorides, Acid anhydrides. Excess heat. Keep away from open flames, hot surfaces and sources of ignition. Hazardous Combustion Products: Carbon monoxide (CO), Carbon dioxide (CO2). Cyclohexanemethanol is stable under normal conditions

Product categorization (Chemical groups):

Main category:

• Alcohols / Phenols / Hydroxy compounds

Second level:

• Aliphatic

______________________________________________________________________________________