Question 14.1: Give the systematic name of the following alcohol, and class...

Give the systematic name of the following alcohol, and classify it as primary, secondary, or tertiary:

\begin{matrix}\qquad\,\,\,\,\,\,\,\,\,\,\,\,\,\,\, CH_3 \\ CH_3CH_2CH_2\overset{|}{\underset{|}{C}} —OH \\\qquad \,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,CH_3 \end{matrix}

ANALYSiS First, identify the longest carbon chain, and number the carbon atoms beginning at the end nearer the —OH group. The longest chain attached to the —OH has five carbon atoms:

\begin{matrix}\qquad\,\,\,\,\,\,\,\,\,\,\,\,\,\,\, \overset{1}{C} H_3 \\ \overset{5}{C}H_3\overset{4}{C}H_2\overset{3}{C}H_2\overset{2|}{\underset{|}{C}} —OH \\\qquad \,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,CH_3 \end{matrix}           Name as a pentanol.

Next, identify and number the hydroxyl group and the substituents. Finally, write the name of the compound.

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Since the —OH group is bonded to a carbon atom that has three alkyl substituents, this is a tertiary alcohol.

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