Which of the following alkyl halides will undergo $S_{N} 1$ reaction most readily?

(a) $(C H_{3})_{3} C - F$ (b) $(C H_{3})_{3} C - C l$ (c) $(C H_{3})_{3} C - B r$ (d) $(C H_{3})_{3} C - I$

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Solution

Answer: (d) $(C H_{3})_{3} C - I$

All the give compounds are tertiary alkyl halides but the bond formed between carbon and iodine (C-I) bond is the weakest bond due to a large difference in the size of carbon and iodine. So, $(C H_{3})_{3} C - I$ gives $S_{N} 1$ reaction most readily. In other words, iodine is a better leaving group.

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Similar questions

Q. In which of the following alkyl halide is

S N_{2}

mechanism is favored the maximum

Q. Which of the following carbocation is most stable?

(a)

(C H_{3})_{3} C - C H_{2}^{+}

(b)

(C H_{3})_{3} C^{+}

(c)

C H_{3} C H_{2} C H_{2}^{+}

(d)

C H_{3} C H^{+} C H_{2} C H_{3}

Q. The reaction

(C H_{3})_{3} C - B r \to (C H_{3})_{3} C^{+} + B r^{-}

is an example of:

$B (m i x) C o n c . H I ⟵ ((C H_{3})_{3} C - O - C H_{3}) a n h y d . H I \to A (m i x)$

The arrangement of $(C H_{3})_{3} C -, (C H_{3})_{2} C H -, C H_{3} C H_{2} -$ When attached to a benzene or an unsaturated group in increasing order of inductive effect is:

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Which of the following alkyl halides will undergo SN1 reaction most readily? (a) (CH3)3C−F (b)(CH3)3C−Cl (c) (CH3)3C−Br (d) (CH3)3C−I

Which of the following alkyl halides will undergo $S_{N} 1$ reaction most readily?

(a) $(C H_{3})_{3} C - F$ (b) $(C H_{3})_{3} C - C l$ (c) $(C H_{3})_{3} C - B r$ (d) $(C H_{3})_{3} C - I$