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Question Bank [2022] — Chemistry STD 12 Science — Question

Maharashtra BoardEnglish MediumSTD 12 ScienceChemistryQuestion Bank [2022]4 Marks
Question
Observe the following compounds and answer the questions given below.

(I)$\underset{(II)}{CH _3- CH _2- Br}$
  1. Identify the type of halides.
  2. Explain the nature of the C – Br bond in both of these halides.
  3. Which of these compounds will undergo aqueous alkaline hydrolysis readily? Write the reaction in support of your answer.
✓

Answer

  1. I - Haloarene/Aryl halide
    II - Haloalkane/Alkyl halide
  2. 1. In compound (I), the halogen atom $(–Br)$ is directly bonded to the $sp^2$ hybridized carbon atom of the aromatic ring. One of the lone pairs of electrons on the Br atom is in conjugation with π-electrons of the ring.
    Due to resonance, the $C – Br$ bond acquires partial double bond character. As a result, the $C – Br$ bond in compound (I) is stronger and shorter than compound (II).
    2. In compound (II), the halogen atom $(–Br)$ is bonded to $sp^3$ hybridized carbon which is a part of the saturated carbon skeleton. The $C$ – $Br$ bond in compound (I) is a polar covalent bond $as$ –$Br$ is more electronegative than carbon.
  3. Compound (II) will undergo aqueous alkaline hydrolysis readily. Aqueous alkaline hydrolysis of ethyl bromide can be given as,
    $\underset{\text { Ethyl bromide }}{ CH _3 CH _2- Br }+\underset{\text { Nucleophile }}{ OH ^{-}} \longrightarrow \underset{\text { Ethanol }}{ CH _3 CH _2}- OH +\underset{\text { Bromide ion }}{ Br ^{-}}$

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