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Friday, January 24, 2020

Explain Exhaustive alkylation and Hoffmann Elimination.

Then reaction of amines with excess of alkyl halides to form a quaternary ammonium salt is known as exhaustive alkylation and if the alkyl group is methyl, then it is known as exhaustive methylation .
The exhaustive methylation of amine followed by treatment with moist silver oxide (AgO + O2--> AgOH) and subsequent heating to form alkene is known as Hoffmann elimination.

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What is Imine-Enamine tautomerism?

An imine is a compound that contains a -C=NH bond. It is homologous of -C=O. And Imime form is just similar to keto form and Enamine form is just similar to Enol form . The Imine-Enamine tautomerism is due to the migration of alpha hydrogen from one polyvalent atom to another to form Enamine thus Imines can be converted into enamines.

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Thursday, January 23, 2020

How to write Bechmann rearrangment mechanism involved formation of oxime of cyclohexane and transformation into cyclic amide caprolactam?

This reaction proceed through formation of of oxime cyclohexane by Nucleophilic Addition reaction and followed by Bechmann rearrangment to form desired product Caprolactam , the whole Mechanism given as.

Arrange in correct order of basic Character of aniline, pyrrol, pyridine and piperidine?

We know that  aliphatic amines are more basic than aromatic amines due to non delocalized of lone pair of nitrogen atom hence piperidine (option IV) is more basic than others
Pyridine is more basic than aniline and  pyrrol because is lone pair of nitrogen is does not involved in pi cloud formation that means it is localised while pryrrol is less basic than aniline because is lone pair involved in pi cloud formation of pyrrol ring 
Hence correct basic order is (iV) >(iii)>(I)>(ii)

Wednesday, January 22, 2020

What is correct basicity order of pyridine, pyridazine, pyrimidine and pyrazine ?


Pyridine is more basic as compared to pyridazine, pyrimidine and pyrazine because pyridazine, pyrimidine and pyrazine containing two nitrogen atoms which are exerted inductive effect to each other so availability of lone pair for donation is less.

But pyridazineis  more basic as expected, it may be due to electrostatic repulsion of the lone pairs of the vicinal nitrogens. This repulsion destabilizes the non-protonated structure and therefore makes protonation easier.