Phthalic acid → NH3(2eq)A→−2H2OΔB→−NH3strong heatingC→ii)CH3Bri)KOHD→NaOH(aq)E+F(Nitrogen containing compound) F cannot be prepared by

CH3−Cl→Ethanolic NaCNCH3CN→H2/NiCH3−CH2−NH2compound ‘F’ is CH3−NH2

Phthalic acid → NH3(2eq)A→−2H2OΔB→−NH3strong heatingC→ii)CH3Bri)KOHD→NaOH(aq)E+F(Nitrogen containing compound) F cannot be prepared by

CH3−Cl→Ethanolic NaCNCH3CN→H2/NiCH3−CH2−NH2compound ‘F’ is CH3−NH2

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$Phthalic acid \to_{}^{{NH}_{3} (2 eq)} A \to_{- 2 H_{2} O}^{Δ} B \to_{- {NH}_{3}}^{strong heating} C \to_{ii) {CH}_{3} Br}^{i) KOH} D \overset{NaOH (aq)}{\to} E + F$
(Nitrogen containing compound) F cannot be prepared by

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${CH}_{3} Cℓ \overset{Ethanolic NaCN}{\to} (i) \overset{H_{2} / Ni}{\to} (ii)$

$C H_{3} N O_{2} \overset{S n + H C l}{\to}$

${CH}_{3} {CH}_{2} OH \overset{{CrO}_{3} - H_{2} {SO}_{4}}{\to} (i) \overset{{NH}_{3}}{\to} (ii) \to_{- H_{2} O}^{Δ} (iii) \overset{{Br}_{2} . aq, NaOH}{\to} (iv)$

answer is B.

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Detailed Solution

$C H_{3} - C l \overset{E t h a n o l i c N a C N}{\to} C H_{3} C N \overset{H_{2} / N i}{\to} C H_{3} - C H_{2} - N H_{2}$

compound ‘F’ is $C H_{3} - N H_{2}$

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Phthalic acid → NH3(2eq)A→−2H2OΔB→−NH3strong heatingC→ii)CH3Bri)KOHD→NaOH(aq)E+F(Nitrogen containing compound) F cannot be prepared by

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$Phthalic acid \to_{}^{{NH}_{3} (2 eq)} A \to_{- 2 H_{2} O}^{Δ} B \to_{- {NH}_{3}}^{strong heating} C \to_{ii) {CH}_{3} Br}^{i) KOH} D \overset{NaOH (aq)}{\to} E + F$
(Nitrogen containing compound) F cannot be prepared by