00. Properties of Alkyl Halides
HALOALKANES AND HALOARENES

90918 $\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{Br}$ undergoes Wurtz reaction. We may expect some of the following product
\(\begin{aligned} & \mathrm{A}: \mathrm{CH}_3 \mathrm{CH}_2 \mathrm{CH}_2 \mathrm{CH}_3 \\ & \mathrm{~B}: \mathrm{CH}_2=\mathrm{CH}_2 \\ & \mathrm{C}: \mathrm{CH}_3-\mathrm{CH}_3\end{aligned}\)
Select correct product.

1 Only A
2 A and B
3 A, B and C
4 A and C
HALOALKANES AND HALOARENES

90922 Which one of the following is more readily hydrolyzed by $S_{N} 1$ mechanism?

1 $\left(\mathrm{C}_{6} \mathrm{H}_{5}\right)_{2} \mathrm{C}\left(\mathrm{CH}_{3}\right) \mathrm{Br}$
2 $\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{CH}_{2} \mathrm{Br}$
3 $\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{CH}\left(\mathrm{CH}_{3}\right) \mathrm{Br}$
4 $\left(\mathrm{C}_{6} \mathrm{H}_{5}\right)_{2} \mathrm{CHBr}$
HALOALKANES AND HALOARENES

90942 Consider the following bromides,

1 (B) $>$ (C) $>$ (A)
2 (B) $>$ (A) $>$ (C)
3 (C) $>$ (B) $>$ (A)
4 (A) $>$ (B) $>$ (C)
HALOALKANES AND HALOARENES

90946 The correct order of leaving group ability in a nucleophilic substitution reaction is

1 $\mathrm{Br}^{-}>\mathrm{Cl}^{-}>\mathrm{CH}_{3} \mathrm{CO}_{2}^{-}>\mathrm{HO}^{-}>\mathrm{H}^{-}$
2 $\mathrm{H}^{-}>\mathrm{OH}^{-}>\mathrm{CH}_{3} \mathrm{CO}_{2}^{-}>\mathrm{Cl}^{-}>\mathrm{Br}^{-}$
3 $\mathrm{Br}^{-}>\mathrm{CH}_{3} \mathrm{CO}_{2}^{-}>\mathrm{Cl}^{-}>\mathrm{OH}^{-}>\mathrm{H}^{-}$
4 $\mathrm{CH}_{3} \mathrm{CO}_{2}^{-}>\mathrm{Br}^{-}>\mathrm{Cl}^{-}>\mathrm{OH}^{-}>\mathrm{H}^{-}$
HALOALKANES AND HALOARENES

90918 $\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{Br}$ undergoes Wurtz reaction. We may expect some of the following product
\(\begin{aligned} & \mathrm{A}: \mathrm{CH}_3 \mathrm{CH}_2 \mathrm{CH}_2 \mathrm{CH}_3 \\ & \mathrm{~B}: \mathrm{CH}_2=\mathrm{CH}_2 \\ & \mathrm{C}: \mathrm{CH}_3-\mathrm{CH}_3\end{aligned}\)
Select correct product.

1 Only A
2 A and B
3 A, B and C
4 A and C
HALOALKANES AND HALOARENES

90922 Which one of the following is more readily hydrolyzed by $S_{N} 1$ mechanism?

1 $\left(\mathrm{C}_{6} \mathrm{H}_{5}\right)_{2} \mathrm{C}\left(\mathrm{CH}_{3}\right) \mathrm{Br}$
2 $\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{CH}_{2} \mathrm{Br}$
3 $\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{CH}\left(\mathrm{CH}_{3}\right) \mathrm{Br}$
4 $\left(\mathrm{C}_{6} \mathrm{H}_{5}\right)_{2} \mathrm{CHBr}$
HALOALKANES AND HALOARENES

90942 Consider the following bromides,

1 (B) $>$ (C) $>$ (A)
2 (B) $>$ (A) $>$ (C)
3 (C) $>$ (B) $>$ (A)
4 (A) $>$ (B) $>$ (C)
HALOALKANES AND HALOARENES

90946 The correct order of leaving group ability in a nucleophilic substitution reaction is

1 $\mathrm{Br}^{-}>\mathrm{Cl}^{-}>\mathrm{CH}_{3} \mathrm{CO}_{2}^{-}>\mathrm{HO}^{-}>\mathrm{H}^{-}$
2 $\mathrm{H}^{-}>\mathrm{OH}^{-}>\mathrm{CH}_{3} \mathrm{CO}_{2}^{-}>\mathrm{Cl}^{-}>\mathrm{Br}^{-}$
3 $\mathrm{Br}^{-}>\mathrm{CH}_{3} \mathrm{CO}_{2}^{-}>\mathrm{Cl}^{-}>\mathrm{OH}^{-}>\mathrm{H}^{-}$
4 $\mathrm{CH}_{3} \mathrm{CO}_{2}^{-}>\mathrm{Br}^{-}>\mathrm{Cl}^{-}>\mathrm{OH}^{-}>\mathrm{H}^{-}$
HALOALKANES AND HALOARENES

90918 $\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{Br}$ undergoes Wurtz reaction. We may expect some of the following product
\(\begin{aligned} & \mathrm{A}: \mathrm{CH}_3 \mathrm{CH}_2 \mathrm{CH}_2 \mathrm{CH}_3 \\ & \mathrm{~B}: \mathrm{CH}_2=\mathrm{CH}_2 \\ & \mathrm{C}: \mathrm{CH}_3-\mathrm{CH}_3\end{aligned}\)
Select correct product.

1 Only A
2 A and B
3 A, B and C
4 A and C
HALOALKANES AND HALOARENES

90922 Which one of the following is more readily hydrolyzed by $S_{N} 1$ mechanism?

1 $\left(\mathrm{C}_{6} \mathrm{H}_{5}\right)_{2} \mathrm{C}\left(\mathrm{CH}_{3}\right) \mathrm{Br}$
2 $\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{CH}_{2} \mathrm{Br}$
3 $\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{CH}\left(\mathrm{CH}_{3}\right) \mathrm{Br}$
4 $\left(\mathrm{C}_{6} \mathrm{H}_{5}\right)_{2} \mathrm{CHBr}$
HALOALKANES AND HALOARENES

90942 Consider the following bromides,

1 (B) $>$ (C) $>$ (A)
2 (B) $>$ (A) $>$ (C)
3 (C) $>$ (B) $>$ (A)
4 (A) $>$ (B) $>$ (C)
HALOALKANES AND HALOARENES

90946 The correct order of leaving group ability in a nucleophilic substitution reaction is

1 $\mathrm{Br}^{-}>\mathrm{Cl}^{-}>\mathrm{CH}_{3} \mathrm{CO}_{2}^{-}>\mathrm{HO}^{-}>\mathrm{H}^{-}$
2 $\mathrm{H}^{-}>\mathrm{OH}^{-}>\mathrm{CH}_{3} \mathrm{CO}_{2}^{-}>\mathrm{Cl}^{-}>\mathrm{Br}^{-}$
3 $\mathrm{Br}^{-}>\mathrm{CH}_{3} \mathrm{CO}_{2}^{-}>\mathrm{Cl}^{-}>\mathrm{OH}^{-}>\mathrm{H}^{-}$
4 $\mathrm{CH}_{3} \mathrm{CO}_{2}^{-}>\mathrm{Br}^{-}>\mathrm{Cl}^{-}>\mathrm{OH}^{-}>\mathrm{H}^{-}$
HALOALKANES AND HALOARENES

90918 $\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{Br}$ undergoes Wurtz reaction. We may expect some of the following product
\(\begin{aligned} & \mathrm{A}: \mathrm{CH}_3 \mathrm{CH}_2 \mathrm{CH}_2 \mathrm{CH}_3 \\ & \mathrm{~B}: \mathrm{CH}_2=\mathrm{CH}_2 \\ & \mathrm{C}: \mathrm{CH}_3-\mathrm{CH}_3\end{aligned}\)
Select correct product.

1 Only A
2 A and B
3 A, B and C
4 A and C
HALOALKANES AND HALOARENES

90922 Which one of the following is more readily hydrolyzed by $S_{N} 1$ mechanism?

1 $\left(\mathrm{C}_{6} \mathrm{H}_{5}\right)_{2} \mathrm{C}\left(\mathrm{CH}_{3}\right) \mathrm{Br}$
2 $\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{CH}_{2} \mathrm{Br}$
3 $\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{CH}\left(\mathrm{CH}_{3}\right) \mathrm{Br}$
4 $\left(\mathrm{C}_{6} \mathrm{H}_{5}\right)_{2} \mathrm{CHBr}$
HALOALKANES AND HALOARENES

90942 Consider the following bromides,

1 (B) $>$ (C) $>$ (A)
2 (B) $>$ (A) $>$ (C)
3 (C) $>$ (B) $>$ (A)
4 (A) $>$ (B) $>$ (C)
HALOALKANES AND HALOARENES

90946 The correct order of leaving group ability in a nucleophilic substitution reaction is

1 $\mathrm{Br}^{-}>\mathrm{Cl}^{-}>\mathrm{CH}_{3} \mathrm{CO}_{2}^{-}>\mathrm{HO}^{-}>\mathrm{H}^{-}$
2 $\mathrm{H}^{-}>\mathrm{OH}^{-}>\mathrm{CH}_{3} \mathrm{CO}_{2}^{-}>\mathrm{Cl}^{-}>\mathrm{Br}^{-}$
3 $\mathrm{Br}^{-}>\mathrm{CH}_{3} \mathrm{CO}_{2}^{-}>\mathrm{Cl}^{-}>\mathrm{OH}^{-}>\mathrm{H}^{-}$
4 $\mathrm{CH}_{3} \mathrm{CO}_{2}^{-}>\mathrm{Br}^{-}>\mathrm{Cl}^{-}>\mathrm{OH}^{-}>\mathrm{H}^{-}$