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Question

Write structural formulae of the organic compounds A,B,C and D in the following sequence of reaction.
A+CH3MgBrH2OCH3CH2CH(OH)CH3conc.H2SO4−−−−−−BBr2Calc.KOH−−−−D.

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Solution

Aldehydes and Ketones form alcohol with Grignard reagent. As the secondary alchohol formed with a 3-carbon chained. So, A is propanol.
2-butanol is a secondary alcohol and on dehydration with sulphuric acid forms forms trans-2-butene.
Butene on reaction with Bromine gives 2,3 dibromo butane.
This forms 2-bromo but-2-ene on reaction with alchoholic KOH.

949438_879465_ans_4b9390b200c24b7e8d7036a12326e8cc.png

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