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Allylic halides have the structure (a) Show how the
Chapter 8, Problem 52SP(choose chapter or problem)
Allylic halides have the structure
(a) Show how the first-order ionization of an allylic halide leads to a resonance-stabilized cation.
(b) Draw the resonance structures of the allylic cations formed by ionization of the following halides.
(c) Show the products expected from \(S_{N} 1\) solvolysis of these halides in ethanol
Equation Transcription:
Text Transcription:
C=C-C-X
S_N1
Br
CH2Br
Br
Br
Questions & Answers
QUESTION:
Allylic halides have the structure
(a) Show how the first-order ionization of an allylic halide leads to a resonance-stabilized cation.
(b) Draw the resonance structures of the allylic cations formed by ionization of the following halides.
(c) Show the products expected from \(S_{N} 1\) solvolysis of these halides in ethanol
Equation Transcription:
Text Transcription:
C=C-C-X
S_N1
Br
CH2Br
Br
Br
ANSWER:
Solution:
Step 1
The structure of allylic halide is,
(a) The first-order ionization of an allylic halide and the resonance stabilization is given below-
In this 1st order ionization process, the halide group (X), from the allyl halide has been released as X- ion and forms a carbocation. This carbocation has two resonance structures.