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Question 14.6: Convert each of the following common names for thiols to IUP......

Convert each of the following common names for thiols to IUPAC names or vice versa.
a. Propyl mercaptan           b. Isobutyl mercaptan
c. 1-Butanethiol                   d. 2-Propanethiol

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a. The structural formula for propyl mercaptan is CH_{3}—CH_{2}—CH_{2}—SH. In the IUPAC system the name base is propane; the complete name is 1-propanethiol.
b. The structural formula for isobutyl mercaptan is

\begin{matrix} CH_{3}-\underset{|}{C}H-CH_{2}-SH \\ CH_{3} \quad\quad \ \ \end{matrix}

The longest carbon chain has three carbon atoms (propane), and both a methyl group and a sulfhydryl group are attached to the chain. The IUPAC name is 2-methyl-1-propanethiol.

c. The structure of this thiol is CH_{3}—CH_{2}—CH_{2}—CH_{2}—SH. The alkyl group is a butyl group, giving a common name of butyl mercaptan for this thiol.
d. The thiol structural formula is

\begin{matrix} CH_{3}-\underset{|}{C}H-CH_{3} \\ SH \ \end{matrix}

The sulfhydryl group is attached to an isopropyl group; the common name is isopropyl mercaptan.

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