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Chemistry LibreTexts

Benzyne Mechanism

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Two mechanisms have been proposed for nucleophilic aromatic substitution, one of which involves a benzyne as the intermediate and, therefore, is called benzyne mechanism.

eg:

benzynemechanism1.png

mechanism:

Step 1:

benzynemechanism2.png

Step 2:

benzynemechanism3.png

Step 3:

benzynemechanism4.png

Step 1 requires a very strong base. Thus, for the benzyne mechanism to be operant, the medium must be very strongly basic.

see also SNAr mechanism


This page titled Benzyne Mechanism is shared under a All Rights Reserved (used with permission) license and was authored, remixed, and/or curated by Gamini Gunawardena via source content that was edited to the style and standards of the LibreTexts platform.

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