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Mononitration Products

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Predict the most likekly mononitration product from each of the following compounds. Explain the reasons.

a) benzotriflouride
b) 4-ethyl toluene
c) 1,3-dimethyl-5-nitrobenzene
d) Br-C6H4-COOCH2CH3 (1bromobenze 3-ethyl acetate)

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Solution Summary

The solution contains guidance on how to go about predicting the most likely mononitration products from a series of specified compounds including benzotriflouride, 1,3-dimethyl-5-nitrobenzene and others.

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There are a number of substituents to consider here:
fluoro, methyl, ethyl, nitro, bromo, ester.

They can be classed into groups, accoridng to their directing effect on nitration:

Halo- groups direct nitration to positions 4, 2 and 3 (in that order) and tend to deactivate the nitration process.

Alkyl groups also direct nitration to positions 4, 2 and then 3 but this is because they activate the nitration process.

Ester and nitro groups direct to 3 and then 2 and 4 by deactivating.

This last group is ...

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