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Question

Write the structure of the major organic product in each of the following reactions:
(i) CH3CH2CH2Cl+NaIacetone−−−heat
(ii) (CH3)3CBr+KOHethanol−−−heat
(iii) CH3CH(Br)CH2CH3+NaOHwater−−
(iv) (CH3)3CBr+KOHethanol−−−heat
(v) C6H5ONa+C2H5Cl
(vi) CH3CH2CH2OH+SOCl2
(vii) CH3CH2CH=CH2+HBrperoxide−−−−
(viii) CH3CH=C(CH3)2+HBr

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Solution

The major organic products are shown below:
(i) CH3CH2CH2Cl+NaIacetone−−−heatCH3CH2CH2I(1iodopropane)+NaCl

(ii) (CH3)3CBr+KOHethanol−−−heatCH3C(CH3)=CH2(2methylpropene)+KBr+H2O

(iii) CH3CH(Br)CH2CH3+NaOHwater−−CH3CHOHCH2CH3(2butanol)

(iv) (CH3)3CBr+KOHethanol−−−heatCH3CH2CN(propanenitrlie)+KBr

(v) C6H5ONa+C2H5ClC6H5OCH2H3+NaCl

(vi) CH3CH2CH2OH+SOCl2CH3CH2CH2Cl(1chloropropane)+HCl+SO2

(vii) CH3CH2CH=CH2+HBrperoxide−−−−CH3CH2CH2CH2Br(1bromobutane)

(viii) CH3CH=C(CH3)2+HBrCH3CH2C(Br)(CH3)CH3(2bromo2methylbutane)

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