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Haloalkanes and Haloarenes question

2024 · 5 Apr · Shift 1 · Q24
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  5. /2024 · 5 Apr · Shift 1 · Q24

Haloalkanes and Haloarenes question

2024 · 5 Apr · Shift 1 · Q24

JEE MainChemistryHaloalkanes and HaloarenesNumerical+4 / −1
The number of halobenzenes from the following that can be prepared by Sandmeyer's reaction is ‾\underline{\hspace{2cm}}​ JEE Main 2024 (Online) 5th April Morning Shift Chemistry - Haloalkanes and Haloarenes Question 22 English
Numerical answer
View written solutionFree

Correct answer: 2

The question asks:

How many halobenzenes can be prepared by Sandmeyer’s reaction?

Since the image/list of compounds is not shown, we interpret this as asking which halobenzenes are obtainable from benzene diazonium salt via Sandmeyer reaction.


1. Recall Sandmeyer reaction

Aryl diazonium salts react with cuprous salts to replace the diazonium group by certain halogens:

ArN2+X−→CuClArClArN_2^+X^- \xrightarrow[\text{}]{CuCl} ArClArN2+​X−CuCl​ArCl ArN2+X−→CuBrArBrArN_2^+X^- \xrightarrow[\text{}]{CuBr} ArBrArN2+​X−CuBr​ArBr

Also,

ArN2+X−→CuCNArCNArN_2^+X^- \xrightarrow[\text{}]{CuCN} ArCNArN2+​X−CuCN​ArCN

For halobenzenes specifically, Sandmeyer reaction directly prepares:

  1. Chlorobenzene
  2. Bromobenzene

2. Check other halo derivatives

  • Iodobenzene is generally prepared from diazonium salt using KI, but this is not Sandmeyer reaction because it does not require cuprous salt.
  • Fluorobenzene is prepared by Balz–Schiemann reaction, not Sandmeyer.

So among halobenzenes, only:

  • C6H5ClC_6H_5ClC6​H5​Cl
  • C6H5BrC_6H_5BrC6​H5​Br

are prepared by Sandmeyer reaction.


3. Count

Therefore, the number of halobenzenes obtainable by Sandmeyer reaction is

222

4. Comparison with stored answer

Stored correct answer = 2

Our derived answer = 2

So they agree.

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