Which one of the following is a free-radical substitution reaction ?
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- [figure]
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- CH3CHO + HCN CH3CH(OH)CN
Answer
(1) [figure]
Solution
(1) Chlorination of the side chain of toluene by Cl2 at boiling temperature (heat / light) proceeds through free radicals:
Cl2 2Cl ; C6H5CH3 + Cl C6H5 CH2 + HCl; C6H5 CH2 + Cl2 C6H5CH2Cl + Cl
free-radical substitution.
(2) Friedel–Crafts alkylation electrophilic substitution.
(3) C6H5CH2Cl + AgNO2 nucleophilic substitution.
(4) CH3CHO + HCN nucleophilic addition.
Answer: (1)