|
|Section3= }} 4-Methylcyclohexanemethanol (MCHM, systematic name 4-methylcyclohexylmethanol) is an organic compound with the formula CH3C6H10CH2OH. Classified as a saturated higher alicyclic primary alcohol. Both cis and trans isomers exist, depending on the relative positions of the methyl (CH3) and hydroxymethyl (CH2OH) groups on the cyclohexane ring. Commercial samples of MCHM consists of a mixture of these isomers as well as other components that vary with the supplier. It is a colourless oil with a faint mint-like alcohol odor.〔 The ''trans'' isomer has a particularly low odor threshold (~7 ppb in water) and a more licorice-like quality which is not associated with the less detectable ''cis'' isomer.〔A similar distinction has been reported in the closely related compound ''p''-menthan-7-ol, where the ''cis'' isomer has a "fresh" lily-of-the-valley scent while the ''trans'' isomer has a "powerful cumin-like" odor. 〕 Like other 8-carbon alcohols, such as 1-octanol, this compound is only slightly soluble in water but highly soluble in many organic solvents. The solubility of 1-octanol in water is 2.3 grams per liter. ==Synthesis and production== It was first prepared in 1908 by Bouveault–Blanc reduction of a methylcyclohexanecarboxylate ester. It is also produced as a byproduct (ca. 1%) in the production of cyclohexanedimethanol, a commodity chemical, during hydrogenation of dimethyl terephthalate. :C6H4(CO2CH3)2 + 8 H2 → CH3C6H10CH2OH + 2 CH3OH + H2O 抄文引用元・出典: フリー百科事典『 ウィキペディア（Wikipedia）』 ■ウィキペディアで「4-Methylcyclohexanemethanol」の詳細全文を読む スポンサード リンク
|