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Question
Give reason for the following:
The product formed during SN1 reaction is a racemic mixture.
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Solution
During the SN1 mechanism, intermediate carbocation formed is sp2 hybridized and planar in nature. This allows the attack of nucleophiles from either side of the plane resulting in a racemic mixture.
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RELATED QUESTIONS
Discuss the mechanism of alkaline hydrolysis of bromomethane.
What happens when ethyl chloride is treated with aqueous KOH?
The increasing order of reactivity towards SN1 mechanism is:
(I) \[\begin{array}{cc}
\ce{CH3-CH-CH2-CH3}\\
|\phantom{........}\\
\ce{CH3}\phantom{.....}
\end{array}\]
(II) CH3CH2CH2Cl
(III) P–CH3O–C6H4–CH2Cl
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.
Match the reactions given in Column I with the types of reactions given in Column II.
| Column I | Column II | |
| (i) |  |
(a) Nucleophilic aromatic substitution |
| (ii) | \[\begin{array}{cc} \ce{CH3 - CH = CH2 + HBr -> CH3 - CH - CH3}\\ \phantom{............................}|\phantom{}\\ \phantom{.............................}\ce{Br}\phantom{} \end{array}\] |
(b) Electrophilic aromatic substitution |
| (iii) |  |
(c) Saytzeff elimination |
| (iv) |  |
(d) Electrophilic addition |
| (v) | \[\begin{array}{cc} \ce{CH3 CH2 CH CH3 ->[alc.KOH] CH3 CH = CH CH3}\\ \phantom{}|\phantom{..........................}\\ \phantom{}\ce{Br}\phantom{........................} \end{array}\] |
(e) Nucleophilic substitution (SN1) |
In which reaction mechanism carbocation is formed?
Assertion (A) : Nucleophilic substitution of iodoethane is easier than chloroethane.
Reason (R) : Bond enthalpy of C-I bond is less than that of C-Cl bond.
Which one of the following chlorohydrocarbons readily undergoes solvolysis?
The correct order of increasing reactivity of
C-X bond towards nucleophile in the following compounds is:
Assertion (A): 
undergoes SN2 reactions faster than 
.
Reason (R): Iodine is a better leaving group because of its large size.
In the light of the above statements, choose the correct answer from the options given below:
