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प्रश्न
Out of C6H5CH2Cl and C6H5CHClC6H5, which is more easily hydrolysed by aqueous KOH.
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उत्तर
C6H5CHClC6H5 is hydrolysed faster.
- The hydrolysis of an alkyl halide is a nucleophilic substitution reaction. For aryl halides, this occurs through the SN1 method, resulting in carbocation.
- C6H5CH2Cl or benzyl chloride gives
carbocation while C6H5CHClC6H5 generates 
. - Out of I and II, carbocation II is more stable. Two attached phenyl rings on the carbon carry the positive charge.
- This leads to increased delocalisation of the positive charge and greater carbocation stability. This leads to faster formation of (II) and easier hydrolysis of the resulting halide than benzyl chloride.
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संबंधित प्रश्न
Given reasons: C–Cl bond length in chlorobenzene is shorter than C–Cl bond length in CH3–Cl.
Write the structures of A, B and C in the following:
Which compound in the following pair will react faster in SN2 reaction with OH−?
CH3Br or CH3I
How will you bring about the following conversion?
Toluene to benzyl alcohol
What happens when ethyl chloride is treated with aqueous KOH?
What happens when methyl chloride is treated with KCN?
Given reasons: SN1 reactions are accompanied by racemization in optically active alkyl halides.
Identify 'A' in the following reaction -
(a) 2- Bromo-2 methylbutane
(b) 1 -Bromo-2,2-dimethylpropane
(c) 1 - Bromo - 3 -methylbutane
(d) 1 - Bromo- 2 -methylpropane
Which compound in the following pair reacts faster in SN2 reaction with OH–?
- CH3Br or CH3
- CH3Cl, (CH3)3CCl
How do polar solvents help in the first step in SN1 mechanism?
CCl4 is insoluble in water because:-
Which of the following compounds will show retention in configuration on nucleophile substitution by OH− ion?
Give the mechanism of the following reaction:
\[\ce{CH3CH2OH ->[H2SO4][413 K] CH3CH2-O-CH2CH3 + H2O}\]
Acetic anhydride from acetic acid
Which alkyl halide from the following pair would you expect to react more rapidly by an SN2 mechanism? Explain your answer.
\[\begin{array}{cc}\ce{CH3CH2CHCH3}\\\phantom{...}|\\\phantom{....}\ce{Br}\end{array}\] or \[\begin{array}{cc}\phantom{.....}\ce{CH3}\\\phantom{..}|\\\ce{H3C - C - Br}\\\phantom{..}|\\\phantom{....}\ce{CH3}\end{array}\]
Which of the following is halogen exchange reaction?
Consider the reactions,
(i) \[\begin{array}{cc}
\phantom{}\ce{\underset{}{(CH3)2CH - CH2Br} ->[C2H5OH] \underset{}{(CH3)2CH - CH2OC2H5 + HBr}}\\
\end{array}\]
(ii) \[\begin{array}{cc}
\phantom{}\ce{\underset{}{(CH3)2CH - CH2Br} ->[C2H5O-] \underset{}{(CH3)2CH - CH2OC2H5 + Br-}}\\
\end{array}\]
The mechanisms of reactions (i) and (ii) are respectively:
The compound that will undergo SN1 reaction with the fastest rate is:
