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Question
| A covalent bond in tert-butyl bromide breaks in a suitable polar solvent to give ions. |
- Name the anion produced by this breaking of a covalent bond.
- Indicate the type of bond breaking in this case.
- Comment on the geometry of the cation formed by such bond cleavage.
Solution
- \[\begin{array}{cc}
\ce{CH3}\phantom{..............}\ce{CH3}\phantom{.........}\\
|\phantom{..................}|\phantom{............}\\
\ce{H3C - C - Br} \ce{->[aq]} \ce{H3C - C^\oplus} + \ce{\underset{Bromide ion (anion)}{Br-}}\\
|\phantom{..................}|\phantom{............}\\
\ce{CH3}\phantom{..........}\ce{\underset{tert-butyl Cation}{CH3}}\phantom{.....}\\
\end{array}\] - Heterolytic cleavage/fission takes place as charged ions are produced.
- tert-Butyl carbocation formed in the given cleavage has trigonal planar geometry.
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