An SN1 reaction occurs through the formation of a carbocation intermediate. Alkyl halide (I) is tertiary (3°), whereas (II) is secondary (2°). As a result, (I) forms a tertiary carbocation, while (II) forms a secondary carbocation. Since the rate of an SN1 reaction increases with carbocation stability, and a tertiary carbocation is more stable than a secondary carbocation, compound (I), i.e., 2-chloro-2-methylpropane, undergoes the SN1 reaction faster than compound (II), i.e., 3-chloropentane.
Advertisements
Advertisements
प्रश्न
In the following pair of halogen compounds, which compound undergoes a faster SN1 reaction?

In the following pair of halogen compounds, which compound undergoes SN1 reaction faster and why?

Advertisements
उत्तर १
The activity of halogen compounds in SN1 reaction depends on the stability of the carbocation formed due to ionization. The order of stability is tertiary > secondary > primary. Hence, 3° alkyl chloride is more active than 2° alkyl chloride. Hence,3° alkyl chloride is more active in the SN1 reaction.
The compound which react faster is:

The carbocation, which will be more stable and responsible for the faster reaction, is:

उत्तर २
Notes
Students should refer to the answer according to their questions.
APPEARS IN
संबंधित प्रश्न
Write the structure of an isomer of compound C4H9Br which is most reactive towards SN1 reaction
Write the major products(s) in the following:

Out of C6H5CH2Cl and C6H5CHClC6H5, which is more easily hydrolysed by aqueous KOH.
Which would undergo SN2 reaction faster in the following pair and why ?
CH3 – CH2 – Br and CH3 – CH2 – I
Which of the following is optically inactive?
Which of the following reactions is an example of nucleophilic substitution reaction?
Which of the following compounds is optically active?
Among the following, the dissociation constant is highest for:
SN1 reaction of alkyl halides lead to ___________.
Identify X and Y in the following sequence:
\[\ce{C2H5Br ->[X] Product ->[Y] C3H7NH2}\]
The reaction of C6H5–CH=CH–CH3 with HBr produces:
Assertion: KCN reacts with methyl chloride to give methyl isocyanide.
Reason: CN– is an ambident nucleophile.
Complete the following analogy:
Same molecular formula but different structures: A : : Non superimposable mirror images: B
Aryl halides are extremely less reactive towards nucleophilic substitution. Predict and explain the order of reactivity of the following compounds towards nucleophilic substitution:
| (I) | ![]() |
| (II) | ![]() |
| (III) | ![]() |
Which of the following compounds will show retention in configuration on nucleophile substitution by OH− ion?
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.
Acetic anhydride from acetic acid
Explain why Grignard reagents should be prepared under anhydrous conditions.
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 \[\begin{array}{cc}
\ce{CH3CH2CHCH2Br}\\
|\\
\phantom{...}\ce{CH3}\\
\end{array}\]



