2- Methylcyclohexanols

I. 2-Methylcyclohexanol EK Decahydro-2-naphthol A a-Bromo-p-xylene A, EK, MCB Trimethylamine, anhydrous EK Phenothiazine EK, MCB Dibenzyl ketone EK, MCB Triethylamine MCB, EK Olefins A... 

Carbonylation of alcohols to acids, table of examples, 46, 74 Carboxylation, by formic acid, 46, 74 of 2-methylcyclohexanol by formic acid-sulfuric acid to 1-methyl-cyclohexanecarboxylic acid, 46, 72... 

Scheme 4.9 gives some examples of the use of boranes in syntheses of alcohols, aldehydes, ketones, amines, and halides. Entry 1 demonstrates both the regioselec-tivity and stereospecificity of hydroboration, resulting in the formation of trans-2-methylcyclohexanol. Entry 2 illustrates the facial selectivity, with the borane adding anti to the endo methyl group. 

The /ram-3-methyl isomer appears to react through two conformers, with the axial methyl conformer giving /ran.v-2-methylcyclohexanol. 

A single electron avoids the problem of forcing multiple charges into close proximity Shkrob and Schlueter have calculated that the cavity of one conformation of calix[4]cyclohexanol, a cyclic tetramer of 2-methylcyclohexanol, represents a deep electron trap. Essentially, the electron would be solvated by four hydroxy groups in a tetrahedral arrangement. Such a molecule could serve as a nanocapacitor for a unit charge [132]. 

Methylcyclohexanol [Pg.870]

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