An alkyl halide with beta-hydrogen atoms when reacted with a base or a nucleophile has two competing routes: substitution (S_(N)1 and S_(N)2) and elimination. Which route will be taken up depends upon the nature of the alkyl halide, strength and size of the base/nucleophile and reaction conditions. thus, bulkier nucleophile prefers to act as a base and abstracts a proton rather than approaching a tetravalent carbon atom (steric reaction) and vice-versa. Q. 2-Bromopropane is separately heated with aq. CH_(3)CO_(2)Na or with CH_(3)CH_(2)ON a//CH_(3)CH_(2)OH, the major product obtained in each case respectively are

An alkyl halide with beta-hydrogen atoms when reacted with a base or a

1.	An alkyl halide with beta-hydrogen atoms when reacted with a base or a nucleophile has two competing routes: substitution (S_(N)1 and S_(N)2) and elimination. Which route will be taken up depends upon the nature of the alkyl halide, strength and size of the base/nucleophile and reaction conditions. thus, bulkier nucleophile prefers to act as a base and abstracts a proton rather than approaching a tetravalent carbon atom (steric reaction) and vice-versa. Q. 2-Bromopropane is separately heated with aq. CH_(3)CO_(2)Na or with CH_(3)CH_(2)ON a//CH_(3)CH_(2)OH, the major product obtained in each case respectively are
Answer» propene, isopropyl ethyl ether isopropyl acetate, propene isopropyl acetate, isopropyl ethyl ether propene in both the cases Solution :`CH_(3)COO^(-)` is a WEAK base and hence brings about substitution while `C_(2)H_(5)O^(-)` is a strong base and hence brings about elimination.