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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 a carbocation.
- C6H5CH2Cl or benzyl chloride gives
a 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
Discuss the mechanism of alkaline hydrolysis of bromomethane.
Write the structure of the major organic product in the following reaction:
\[\ce{CH3CH(Br)CH2CH3 + NaOH ->[water]}\]
C–Cl bond length in chlorobenzene is shorter than C–Cl bond length in CH3–Cl.
SN1 reactions are accompanied by racemization in optically active alkyl halides.
Which of the following is an example of SN2 reaction?
Which one is most reactive towards SN1 reaction?
Optically active isomers but not mirror images are called ____________.
Tertiary alkyl halides are practically inert to substitution by SN2 mechanism because of ____________.
Which of the following compounds is optically active?
The correct order of increasing the reactivity of C–X bond towards nucleophile in following compounds.
(I)
(II)
(CH3)3CCl
(III)
(CH3)2CHCl
(IV)
The reaction of C6H5–CH=CH–CH3 with HBr produces:
Which of the statements are correct about above reaction?
(i) (a) and (e) both are nucleophiles.
(ii) In (c) carbon atom is sp3 hybridised.
(iii) In (c) carbon atom is sp2 hybridised.
(iv) (a) and (e) both are electrophiles.
Compound ‘A’ with molecular formula \[\ce{C4H9Br}\] is treated with aq. \[\ce{KOH}\] solution. The rate of this reaction depends upon the concentration of the compound ‘A’ only. When another optically active isomer ‘B’ of this compound was treated with aq. \[\ce{KOH}\] solution, the rate of reaction was found to be dependent on concentration of compound and \[\ce{KOH}\] both.
(i) Write down the structural formula of both compounds ‘A’ and ‘B’.
(ii) Out of these two compounds, which one will be converted to the product with inverted configuration.
Elimination reactions (especially β-elimination) are as common as the nucleophilic substitution reaction in case of alkyl halides. Specify the reagents used in both cases.
Give reason for the following:
The product formed during SN1 reaction is a racemic mixture.
Racemisation occurs in ______.
Retention of configuration is observed in ______.
Which alkyl halide from the following pair would you expect to react more rapidly by an SN2 mechanism? Explain your answer.
\[\begin{array}{cc}
\ce{CH3CHCH2CH2Br}\\
|\phantom{.............}\\
\ce{CH3}\phantom{..........}\\
\end{array}\] or \[\begin{array}{cc}
\ce{CH3CH2CHCH2Br}\\
|\\
\phantom{...}\ce{CH3}\\
\end{array}\]
HCI, Major product ______.
