Question of 135
Q.(a) Write structural formula of isobutyl alcohol.
(b) What happens when diethyl ether reacts with chlorine in presence of sunlight? Give chemical reaction.
(c) Complete the following reaction sequence and write the names of products [A] and [B]:
phenol (C6H5OH) + CCl4 + 4KOH -> [A] --((CH3CO)2O / H+)--> [B] OR
phenol (C6H5OH) + CCl4 + 4KOH -> [A] --((CH3CO)2O / H+)--> [B] OR
(a) Write structural formula of tert-butyl alcohol.
(b) What happens when the vapour of diethyl ether is passed over alumina at 653 K temperature? Give chemical reaction.
(c) Complete the following reaction sequence and write the names of products [A] and [B]:
benzenediazonium chloride (C6H5N2+Cl-) + HOH --(on boiling)--> [A] --(Br2 water)--> [B]
benzenediazonium chloride (C6H5N2+Cl-) + HOH --(on boiling)--> [A] --(Br2 water)--> [B]
Rajasthan RbseRajasthan Board Senior Secondary Examination 2020Subjective· 4mImportance★★★★★
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Start your 14-day free trial to unlock the full solution →Isobutyl alcohol is (CH3)2CHCH2OH; diethyl ether undergoes alpha free-radical chlorination in sunlight; and phenol converted via CCl4/KOH to salicylic acid is then acetylated to Aspirin.
- Structural formula of isobutyl alcohol: Isobutyl alcohol (2-methylpropan-1-ol): (CH3)2CH–CH2–OH
- Diethyl ether + Cl2 in sunlight: In diffused sunlight, chlorine reacts with ethers by a free-radical mechanism, substituting a hydrogen atom on the carbon next to the ether oxygen (the alpha-carbon, which is activated by the adjacent O): C2H5–O–C2H5 + Cl2 --(sunlight)--> CH3–CHCl–O–C2H5 + HCl (In excess chlorine, further substitution can occur, eventually giving the fully substituted perchloro compound, but the first/primary product of mono-substitution is 1-chloro-1-ethoxyethane as shown.)
- Reaction sequence — phenol + CCl4 + 4KOH, then + acetic anhydride: When phenol is treated with carbon tetrachloride and excess (4 mol) alcoholic/aqueous KOH, an ortho-trichloromethyl intermediate is generated at the position ortho to the –OH (activated by it), which is then hydrolysed under the strongly alkaline conditions to a carboxylic acid group. The net product [A] is salicylic acid (2-hydroxybenzoic acid). …
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