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Wurtz Halide Reaction

A mixture of ...

Question

A mixture of $1$ -butene (1 equivalent) and trans- $2$ -butene (1 equivalent) reacts with 2 equivalents of HCl. If there are no carbocation rearrangements, how many different monochlordes, including stereoisomers, will form?

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Solution

The correct option is B 2

A mixture of 1-butene (1 equivalent) and trans-2-butene (1 equivalent) reacts with 2 equivalents of $H C l$ . If there are no carbocation rearrangements, two different monochlordes, including stereoisomers, will form. These are 2-chlorobutane (laevo and dextro).

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1 - b u t e n e

c i s - 2 - b u t e n e

t r a n s - 2 - b u t e n e

B r_{2} - H_{2} O

N a C l

A l C l_{3}

B r_{2} / C C l_{4}

F e B r_{3}

H C l

1, 3 - b u t e n e

80^{0} C

3 - c h l o r o - 1 - b u t e n e

3 - c h l o r o - 1 - b u t e n e

\to

△ H_{1}

\to

△ H_{2}

△ H = - 649.8 k c a l / m o l

9 △ H_{1} + 5 △ H_{2} = 0

△ H = - 647.0 k c a l / m o l .

△ H_{1}

△ H_{2}

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