Question

How many products (including stereoisomers) are expected from the monochlorination of the following compound?

\[\begin{array}{cc}
\ce{H3C}\phantom{..................................}\\
\backslash\phantom{...........................}\\
\ce{CH - CH2 - CH3}\\
/\phantom{...........................}\\
\ce{H3C}\phantom{...................................}
\end{array}\]

Options

• 2

• 3

• 5

• 6

Answer 1

6

Explanation:

List I	List II
Monochlorination product	Monochlorination product quantity
\[\begin{array}{cc} \ce{ClCH2 - \overset{\ast}{C}H - CH2 - CH3}\\ |\phantom{..........}\\ \ce{CH3}\phantom{.......} \end{array}\]	2
\[\begin{array}{cc} \ce{Cl}\phantom{.........}\\ |\phantom{..........}\\ \ce{CH3 - C - CH2 - CH3}\\ |\phantom{...........}\\ \ce{CH3}\phantom{.......} \end{array}\]	1
\[\begin{array}{cc} \ce{CH3 - CH - \overset{\ast}{C}H - CH3}\\ |\phantom{.........}|\phantom{...}\\ \phantom{.}\ce{CH3}\phantom{...}\ce{Cl}\phantom{...} \end{array}\]	2
\[\begin{array}{cc} \ce{CH3 - CH - CH2 - CH2Cl}\\ |\phantom{.................}\\ \ce{CH3}\phantom{.............} \end{array}\]	1
Total products	6