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Question

Give the structures of A,B and C in the following reactions :

(i) CH3CH2INaCN−−−−→AOH−−−−−−−−−−−−→Partial hydrolysisBNaOH+Br2−−−−−−−→C

(ii) C6H5N2ClCuCN−−−−→AH2O−−→BNH3−−−→ΔC

(iii) CH3CH2BrKCN−−−→ALiAIH4−−−−−→BHNO2−−−−→0∘C

(iv) C6H5NO2Fe/HCI−−−−−→ANaNO2+HCl−−−−−−−−→273KBH2O/H+−−−−−→ΔC

(v) CH3COOHNH3−−−→ΔANaOBr−−−−→BNaNO2/HCl−−−−−−−−→C

(vi) C6H5NO2Fe/HCl−−−−−→AHNO2−−−−→273BC6H5OH−−−−−→C

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Solution

(i). CH3CH2IEthyl iodideNaCN−−−−→CH3CH2CNEthyl cyanide[A]OH−−−−−−−−−−−−→Partial hydrolysisCH3CH3CONH2Propionamide[B]NaOH+Br2−−−−−−−→CH3CH2NH2Ethyl amine[C]

(ii) C6H5N2ClBenzene diazonium chlorideCuCN−−−−→C6H5CNCyano benzene[A]H2O/H+−−−−−→C6H5COOHBenzoicacid[B]NH3,Heat−−−−−−→C6H5CONH2Benzamide[C]

(iii) CH3CH2BrEthyl bromideKCN−−−→CH3CH2CNEthyl cyanide[A]LiAIH4−−−−−→CH3CH2CH2NH2n−propylamine[B]HNO2−−−−→(0∘)CH3CH2CH2OHn−propylalcohol

(iv) C6H5NO2Nitro benzeneFe/HCl−−−−−→C6H5NH2Aniline[A]NaNO2/HCl−−−−−−−−→273C6H5N2ClDiazonium salt[B]HNO2−−−−→HeatC6H5OHPhenol[C]

(v) CH3COOHAcetic acidNH3−−−→HeatCH3CONH2Acetamide[A]NaOBr−−−−→CH3NH2Methyl amine[B]NaNO2/HCl−−−−−−−−→CH3OHMethanol[C]

(vi) C6H5NO2Nitro benzeneFe/HCl−−−−−→C6HNH2Aniline[A]HNO2−−−−→273KC6H5N2ClDiazonium salt[B]C6H5OH−−−−−→C6H5N=NC6H4(OH)(p)p−hydroxy azobenzene[C]


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