Birch Reduction of Anisole and Benzoic Acid|Mechanism|Regioselectivity|Kinetic Experiment|NET GATE

Hello friends, this is my third lecture on birch reduction and this part has completely covered the reduction of substituted benzene, where the substitute group may be an electron-withdrawing or electron-donating and when you will start introducing substitution, regioselectivity issue will come into the picture. Keeping this in mind, I have discussed two cases taking anisole and benzoic acid as standard molecules. In each case, you will definitely find one common thing “ipso-para mechanism” vs “ortho-meta mechanism”. In the case of anisole, if you have already known that ortho-meta attack is favourable. But we generally skip one thing i.e. whether there is selectivity between ortho and meta mechanism. In this regard, I have mentioned two mechanisms proposed by Zimmerman and Birch and included valuable suggestions from Burnham, Radom, and Wang. Finally, the mechanism is verified by a kinetic experiment to show that whether the ortho mechanism is energetically favored or the meta mechanism. In the second case, I have thoroughly explored the reduction of Benzoic acid and interpreted regioselectivity by giving a logical explanation.
I hope, this video will be very helpful to you in building up new concepts and boosting your confidence to deal with Organic Chemistry in the logical ground.
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#csirnet
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#birchreduction
#orthovsmetaselectivity
#anisoleandbenzoicacid
#BirchreductionofAnisole
#BirchreductionofBenzoicacid
#Regioselectivity
#ipsoparamechanism
#orthometamechanism
#BirchsmechanismvsZimmerman’smechanism
#orthovsmetaselectivity
#Deuteriumlabellingexperiment

Birch Reduction (lecture-1) -
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Birch Reduction (lecture-2) -
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[vladimirputin]

Hello sir,
So in general, if we have an electron withdrawing group as a substituent, ipso-para attack will be favoured and if we have an electron releasing group as a substituent, ortho meta attack favours,
Am i right sir?