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Which of the following will undergo sulp...

Which of the following will undergo sulphonation at fastest rate ?

A

B

C

D

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The correct Answer is:
To determine which compound undergoes sulphonation at the fastest rate, we need to analyze the electron density on the benzene rings of the given compounds. The sulphonation reaction is an electrophilic substitution reaction where the sulphonyl group (SO3H) acts as an electrophile. The rate of sulphonation is influenced by the electron density of the benzene ring; higher electron density leads to a faster reaction. ### Step-by-Step Solution: 1. **Understanding Sulphonation**: - Sulphonation is an electrophilic substitution reaction where the sulphonyl group (SO3H) replaces a hydrogen atom on the benzene ring. The electrophile (SO3) is generated from concentrated sulfuric acid. 2. **Identify the Compounds**: - The question provides four compounds, all of which are derivatives of benzene with different alkyl groups attached. 3. **Determine Electron Density**: - The rate of sulphonation depends on the electron density on the benzene ring. Alkyl groups are electron-donating groups and increase the electron density through inductive (+I) and hyperconjugation effects. 4. **Analyze Each Compound**: - **Compound A**: Has a single CH3 group. It contributes +I effect but lacks alpha hydrogens for hyperconjugation. - **Compound B**: Has a CH3 group with three alpha hydrogens. It contributes both +I and significant hyperconjugation, increasing electron density. - **Compound C**: Has a CH3 group with two alpha hydrogens. It contributes +I and some hyperconjugation but less than compound B. - **Compound D**: Has a CH3 group with only one alpha hydrogen. It contributes +I and minimal hyperconjugation. 5. **Compare the Effects**: - The electron-donating effects of the alkyl groups increase the electron density on the benzene ring, making it more reactive towards electrophiles. - Among the compounds, compound B has the highest electron density due to the maximum number of alpha hydrogens contributing to hyperconjugation. 6. **Conclusion**: - Since compound B has the highest electron density due to the presence of three alpha hydrogens, it will undergo sulphonation at the fastest rate compared to the other compounds. ### Final Answer: - The compound that will undergo sulphonation at the fastest rate is **Compound B**.
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RESONANCE ENGLISH-ORGANIC REACTION MECHANISMS - II-Exercise-1 Part-2
  1. The reagent used for Friedel-Craft's reaction is :

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  2. Which of the following will undergo sulphonation at fastest rate ?

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  3. Which among the following is deactivating group ?

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  4. The compound X in the reaction is :

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  5. Toluene o/p orienting with respect to an electrophilic substitution re...

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  6. Which of the following structures correspond to the product expected, ...

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  7. Benzene undergoes substituion reaction more easily than addition becau...

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  8. Which one is o, p-directiong group for electrophliic substitution reac...

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  9. In the free-radical chlorination of methane, the chain-intiation step ...

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  10. The maximum ease of abstraction of a hydrogen atom by a chlorine atom ...

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  11. Methane reacts with excess of chlorine is diffused sunlight to give th...

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  12. The above reaction is known as

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  13. In which of the following pairs the bromination of first member is eas...

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  15. CH3-undersetunderset(CH3)(|)C=CH2+HBr overset(R2O2)to Product is :

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  16. One of the following which does not observe the anti-Markovnikoff's ad...

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  17. What are hybridisation states of each carbon atom in the following com...

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  18. Arrange in decreasing order of reactivity with HCl :

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  20. In the given reaction CH(3)-CH=CH-CH(2)-OHoverset(PC C)(to) Product ...

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