
(a)
Interpretation:
Mechanism leading to the major organic product(s) for the given reaction is to be drawn.
Concept introduction:
In the nucleophile addition step, nucleophile attacked on electrophilic carbon. In this step new bond is formed between carbon and nucleophile
In the nucleophile elimination step, a good leaving group like halogens is removed and the formation of a double bond takes place.
In the case of proton transfer reaction, a proton is abstracted by the electronegative atom like oxygen.
If benzyne intermediate is symmetrical then only one product is formed.
(b)
Interpretation:
Mechanism leading to the major organic product(s) for the given reaction is to be drawn.
Concept introduction:
In the nucleophile addition step, nucleophile attacked on electrophilic carbon. In this step new bond is formed between carbon and nucleophile
In the nucleophile elimination step, a good leaving group like halogens is removed and the formation of a double bond takes place.
In the case of the proton transfer reaction, the proton is abstracted by the electronegative atom like oxygen.
If benzyne intermediate is not symmetrical then more than one product is formed.
(c)
Interpretation:
Mechanism leading to the major organic product(s) for the given reaction is to be drawn.
Concept introduction:
In the nucleophile addition step, nucleophile attacked on electrophilic carbon. In this step new bond is formed between carbon and nucleophile
In the nucleophile elimination step, a good leaving group like halogens is removed and the formation of a double bond takes place.
In the case of proton transfer reaction, the proton is abstracted by the electronegative atom like nitrogen.
If benzyne intermediate is not symmetrical then more than one product is formed.

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Chapter 23 Solutions
Organic Chemistry: Principles and Mechanisms (Second Edition)
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