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Hydrocarbons question

2021 · 27 Jul · Shift 1 · Q7
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Hydrocarbons question

2021 · 27 Jul · Shift 1 · Q7

JEE MainChemistryHydrocarbonsMCQ+4 / −1
Presence of which reagent will affect the reversibility of the following reaction, and change it to a irreversible reaction : CH4CH_4CH4​ + I2I_2I2​ ⇌Reolimitsversiblehv\mathrel{\mathop{\kern0pt\rightleftharpoons} \limits_{{\mathop{\rm Re} olimits} versible}^{hv}}Reolimitsversible⇌hv​ CH3CH_3CH3​ −-− III + HIHIHI
  1. A
    HOCl
  2. B
    dilute HNO2HNO_2HNO2​
  3. C
    Liquid NH3NH_3NH3​
  4. D
    Concentrated HIO3HIO_3HIO3​
View written solutionFree

Correct answer: D

  1. Nature of the given reaction

The reaction is free-radical iodination of methane:

CH4+I2⇌hνCH3I+HICH_4 + I_2 \xrightleftharpoons[h\nu]{} CH_3I + HICH4​+I2​hν​CH3​I+HI

Unlike chlorination and bromination, iodination of alkanes is reversible. This is because the propagation steps are not sufficiently favorable thermodynamically, and the formed HIHIHI can drive the reverse reaction.

  1. How can reversibility be removed?

To make the reaction irreversible, we must remove one of the products, especially HIHIHI, from the reaction mixture.

If HIHIHI is continuously oxidized to I2I_2I2​, the backward reaction is suppressed and the equilibrium shifts to the right by Le Chatelier’s principle.

  1. Check the given reagents

Option A: HOClHOClHOCl

HOClHOClHOCl is an oxidizing agent, but it is not the standard reagent used here to selectively remove HIHIHI and drive alkane iodination forward.

Option B: dilute HNO2HNO_2HNO2​

This is not used for this purpose.

Option C: Liquid NH3NH_3NH3​

Liquid ammonia does not help make this radical iodination irreversible.

Option D: Concentrated HIO3HIO_3HIO3​

Iodic acidIodic\ acidIodic acid is a strong oxidizing agent and reacts with HIHIHI:

HIO3+5HI→3I2+3H2OHIO_3 + 5HI \rightarrow 3I_2 + 3H_2OHIO3​+5HI→3I2​+3H2​O

Thus, HIHIHI is removed from the reaction mixture. As a result, the backward reaction is prevented and the iodination proceeds effectively in the forward direction.

  1. Conclusion

The reagent that makes the reaction irreversible is:

D: Concentrated HIO3\boxed{\text{D: Concentrated } HIO_3}D: Concentrated HIO3​​

  1. Comparison with stored answer

Stored correct answer: D

My derived answer: D

So, they agree.

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