2-Methycyclohexanol is prepared commercially by catalytic hydrogenation of ocresol (2-methylphenol) and consists of a mixture of cis and trans isomers. (Note the spectrum is for the mixture.) (Hint: What do the peaks at 3.05 ppm and 3.75 ppm represent and what does their integration show

Explanation:

From the information given :

The cis and trans isomer are in the ratio of 1:3, and the description of how the ratio of the cis- and trans-2-methylcyclohexanols from the 1H NMR spectrum can be explained as follows:

We are being told that the trans isomer's peak is 3.75 ppm (part per million). However, because the methyl group is far away from the OH group, it is less shilled than the cis isomer, which peaked at 3.05. Thus, the peak at 3.05 occurs in an area whose integration is three (3) times more than the peak at 3.75.

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