Do it carefully!
An Organic compound A ( ) on treatment with hydroxyl amine produces two isomeric compounds B and C. B and C on acidification produces two compounds D and E respectively. D on alkaline hydrolysis produces a white crystalline solid F and releases ammonia gas, whereas alkaline hydrolysis of E produces G and formic acid. Now answer
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which compounds among A-G contains two C-N bonds
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which compound among A-G is most acidic
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Which compund having minimum molar mass among A-G gives di azo reaction.
Give your answer as word formed by these three alphabets. for eg if y0ur answer is X ,Y, Z your answer is XYZ
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Nice question!
Firstly by Looking at degree of unsaturation of A (5) my first guess was Benzaldehyde! .
Then on reaction with Hydroxyl amine Benzaldehyde gives two isomeric Oximes (Syn and Anti) (Its a nucleophilic addition reaction)
The oximes will be Aldoximes . Next you have the infamous Beckmann Rearrangement for Oximes which is a stereospecific reaction that is The group trans to OH Group migrates in beckmann rearrangement
In one Oxime Ph will be opposite to OH and in one oxime H Will opposite to OH (B,C)
You will obtain two compounds from two oximes namely HCONHPh And PhCONH2
Now We aregiven D On alkaline hydrolysis produces ammonia gas and white solid F.
So D Must be PhCONH2 As on alkaline hydrolysis it will give ammonia and Benzoic Acid (F)
Hydrolysis of E (HCONHPh) will give Formic Acid and Aniline (G).
From structures we can easily See that Compounds B,C And E Contain two CN Bonds
Also clearly benzoic Acid (F) Will be most acidic compound
And Aniline gives Diazotisation reaction with NaNO2 And HCl