Question 12.14 Classify the following reactions in one of the reaction type studied in this unit.
(a) CH3CH2Br + HS–→CH3CH2SH + Br–
(b) (CH3)2 C = CH2 + HCl→(CH3)2 ClC–CH3
(c) CH3CH2Br + HO–→CH2 = CH2 + H2O + Br–
(d) (CH3)3 C – CH2 OH + HBr→(CH3)2 CBrCH2CH3 + H2O
Class XI Organic Chemistry : Some Basic Principles and Techniques Page 362
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(a) Br- and HS- are electron rich species . hence, it is Nucleophile.
A Nucleophile (Br-) is replaced by other Nucleophile ( HS-) . Hence, it is nucleophilic substitution reaction.
(b) HCl is added to the double bond.
HCl is electron- loving species . and it addition on double bond (C=C) hence, it is electrophilic addition reaction.
(c) H and Br are eliminated from successive Carbon atoms hence, it is Beta - elimination reaction.
(c) OH- and Br- are electron rich species .hence, it is Nucleophile and we see that Nucleophile (OH-) is replaced by Nucleophile ( Br-) .hence, it is nucleophilic substitution reaction with rearrangement {because after reaction products are rearranged }
A Nucleophile (Br-) is replaced by other Nucleophile ( HS-) . Hence, it is nucleophilic substitution reaction.
(b) HCl is added to the double bond.
HCl is electron- loving species . and it addition on double bond (C=C) hence, it is electrophilic addition reaction.
(c) H and Br are eliminated from successive Carbon atoms hence, it is Beta - elimination reaction.
(c) OH- and Br- are electron rich species .hence, it is Nucleophile and we see that Nucleophile (OH-) is replaced by Nucleophile ( Br-) .hence, it is nucleophilic substitution reaction with rearrangement {because after reaction products are rearranged }
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