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NCERT Class XII Chemistry
Chapter - Haloalkanes and Haloarenes
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Question : 14 of 31
Marks: +1, -0
Write the structure of the major organic product in each of the following reactions :
(i) CH3CH2CH2Cl+NaI→heatacetone\mathrm{CH_3CH_2CH_2Cl} + \mathrm{NaI} \xrightarrow[\text{heat}]{\text{acetone}}
(ii) (CH3)3CBr+KOH→heatethanol\mathrm{(CH_3)_3CBr} + \mathrm{KOH} \xrightarrow[\text{heat}]{\text{ethanol}}
(iii) CH3CH(Br)CH2CH3+NaOH→Water\mathrm{CH_3CH(Br)CH_2CH_3} + \mathrm{NaOH} \xrightarrow{\text{Water}}
(iv) CH3CH2Br+KCN→aq. ethanol\mathrm{CH_3CH_2Br} + \mathrm{KCN} \xrightarrow{\text{aq. ethanol}}
(v) C6H5ONa+C2H5Cl→\mathrm{C_6H_5ONa} + \mathrm{C_2H_5Cl} \rightarrow
(vi) CH3CH2CH2OH+SOCl2→\mathrm{CH_3CH_2CH_2OH} + \mathrm{SOCl_2} \rightarrow
(vii) CH3CH2CH=CH2+HBr→peroxide\mathrm{CH_3CH_2CH=CH_2} + \mathrm{HBr} \xrightarrow{\text{peroxide}}
(viii) CH3CH=C(CH3)2+HBr→\mathrm{CH_3CH=C(CH_3)_2} + \mathrm{HBr} \rightarrow
Solution:  
(i) CH3CH2CH2ClPropyl chloride+NaI→ΔacetoneCH3CH2CH2IIodopropane+NaCl\underset{\text{Propyl chloride}}{\mathrm{CH_3CH_2CH_2Cl}} + \mathrm{NaI} \xrightarrow[\Delta]{\text{acetone}} \underset{\text{Iodopropane}}{\mathrm{CH_3CH_2CH_2I}} + \mathrm{NaCl}
(ii)(CH3)3CBrtert-Butyl Bromide+KOH→ΔethanolC∣CH3=CH22-Methylpropane+H2O+KBr\underset{\text{tert-Butyl Bromide}}{\mathrm{(CH_3)_3CBr}} + \mathrm{KOH} \xrightarrow[\Delta]{\text{ethanol}} \underset{\text{2-Methylpropane}}{\overset{\mathrm{CH}_3}{\overset{\vert}{\mathrm{C}}}=CH_2} + \mathrm{H_2O} + \mathrm{KBr}
(iii) CH3CH(Br)CH2CH32-Bromobutane+NaOH→WaterCH3CH(OH)CH2CH3Butan-2-ol+NaBr+H2O\underset{\text{2-Bromobutane}}{\mathrm{CH_3CH(Br)CH_2CH_3}} + \mathrm{NaOH} \xrightarrow{\text{Water}} \underset{\text{Butan-2-ol}}{\mathrm{CH_3CH(OH)CH_2CH_3}} + \mathrm{NaBr} + \mathrm{H_2O}
(iv) CH3CH2Br+KCN→aq. ethanolCH3CH2CNPropanenitrile+KBr\mathrm{CH_3CH_2Br} + \mathrm{KCN} \xrightarrow{\text{aq. ethanol}} \underset{\text{Propanenitrile}}{\mathrm{CH_3CH_2CN}} + \mathrm{KBr}
(vi) CH3CH2CH2OHPropanol+SOCl2→CH3CH2CH2ClChloropropane+HCl↑+SO2↑\underset{\text{Propanol}}{\mathrm{CH_3CH_2CH_2OH}} + \mathrm{SOCl_2} \rightarrow \underset{\text{Chloropropane}}{\mathrm{CH_3CH_2CH_2Cl}} + \mathrm{HCl}\uparrow + \mathrm{SO_2}\uparrow
(vii) CH3CH2CH=CH2+HBr→peroxideCH2CH2CH2CH2Br1-Bromobutane\mathrm{CH_3CH_2CH=CH_2} + \mathrm{HBr} \xrightarrow{\text{peroxide}} \underset{\text{1-Bromobutane}}{\mathrm{CH_2CH_2CH_2CH_2Br}}
(viii) CH3CH=C(CH3)2+HBr→CH3−CH2−C∣CH3∣CH3−Br2-Bromo-2-methylbutane\mathrm{CH_3CH=C(CH_3)_2} + \mathrm{HBr} \rightarrow \mathrm{CH_3-CH_2-}\overset{\mathrm{CH}_3}{\overset{\vert}{\underset{\mathrm{CH}_3}{\underset{\vert}{\mathrm{C}}}}}-\mathrm{Br} \underset{\text{2-Bromo-2-methylbutane}}{}
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