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The most reactive among the following ...

The most reactive among the following towards sulphonation is

A

toluene

B

chlorobenzene

C

nitrobenzene

D

m - Xylene

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The correct Answer is:
To determine the most reactive compound towards sulfonation among the given options (A: Toluene, B: Chlorobenzene, C: Nitrobenzene, D: Meta Xylene), we need to analyze the electronic effects of substituents on the benzene ring and how they influence nucleophilicity. ### Step-by-Step Solution: 1. **Understanding Sulfonation**: - Sulfonation involves the electrophilic substitution of a sulfonyl group (SO3) onto an aromatic compound. The electrophile (SO3) will be attacked by a nucleophile, which in this case is the aromatic ring. 2. **Identify the Compounds**: - A: Toluene (C6H5CH3) - B: Chlorobenzene (C6H5Cl) - C: Nitrobenzene (C6H5NO2) - D: Meta Xylene (C6H4(CH3)2) 3. **Analyze Each Compound**: - **Toluene (A)**: The methyl group (CH3) is an electron-donating group (+I effect), which increases the electron density on the benzene ring, making it more nucleophilic and reactive towards electrophiles. - **Chlorobenzene (B)**: The chlorine atom has a +M effect (resonance donation) but also a -I effect (inductive withdrawal). The net effect is a decrease in electron density on the ring, making it less reactive than toluene. - **Nitrobenzene (C)**: The nitro group (NO2) is a strong electron-withdrawing group (-M effect), which significantly decreases the electron density on the ring, making it the least reactive towards sulfonation. - **Meta Xylene (D)**: This compound has two methyl groups. Methyl groups are +I donors, which increases the electron density on the ring. The presence of two methyl groups enhances the nucleophilicity even more compared to toluene. 4. **Compare Reactivity**: - Toluene has increased nucleophilicity due to one methyl group. - Chlorobenzene has decreased nucleophilicity due to the combined effects of chlorine. - Nitrobenzene has the lowest nucleophilicity due to the strong electron-withdrawing effect of the nitro group. - Meta Xylene, with two methyl groups, has the highest nucleophilicity due to the combined +I effects. 5. **Conclusion**: - Among the given compounds, **Meta Xylene (D)** is the most reactive towards sulfonation due to the presence of two electron-donating methyl groups, which significantly increase the electron density on the aromatic ring. ### Final Answer: **D: Meta Xylene** is the most reactive towards sulfonation.
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