Nucleophilic Substitution Reactions of Haloalkanes
CHXII10:HALOALKANES AND HALOARENES

322591 In \({{\rm{S}}_{\rm{N}}}{\rm{2}}\) reactions, the correct order of reactivity for the following compounds:
\(\mathrm{CH}_{3} \mathrm{Cl}, \mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{Cl},\left(\mathrm{CH}_{3}\right)_{2} \mathrm{CHCl}\) and \(\left(\mathrm{CH}_{3}\right)_{3} \mathrm{CCl}\) is:

1 \(\mathrm{CH}_{3} \mathrm{Cl}>\left(\mathrm{CH}_{3}\right)_{2} \mathrm{CHCl}>\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{Cl}>\left(\mathrm{CH}_{3}\right)_{3} \mathrm{CCl}\)
2 \(\mathrm{CH}_{3} \mathrm{Cl}>\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{Cl}>\left(\mathrm{CH}_{3}\right)_{2} \mathrm{CHCl}\)\(>\left(\mathrm{CH}_{3}\right)_{3} \mathrm{CCl}\)
3 \(\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{Cl}>\mathrm{CH}_{3} \mathrm{Cl}>\left(\mathrm{CH}_{3}\right)_{2} \mathrm{CHCl}\) \(>\left(\mathrm{CH}_{3}\right)_{3} \mathrm{CCl}\)
4 \(\left(\mathrm{CH}_{3}\right)_{2} \mathrm{CHCl}>\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{Cl}>\mathrm{CH}_{3} \mathrm{Cl}\) \(>\left(\mathrm{CH}_{3}\right)_{3} \mathrm{CCl}\)
CHXII10:HALOALKANES AND HALOARENES

322592 Assertion :
\(\mathrm{S}_{\mathrm{N}} 2\) reaction of an optically active alkyl halide with an aqueous solution of \(\mathrm{KOH}\) always gives an alcohol with opposite sign of rotation.
Reason :
\(\mathrm{S}_{\mathrm{N}} 2\) reactions always proceed with inversion of configuration.

1 Both Assertion and Reason are correct and Reason is the correct explanation of the Assertion.
2 Both Assertion and Reason are correct but Reason is not the correct explanation of the Assertion.
3 Assertion is correct but Reason is incorrect.
4 Assertion is incorrect but Reason is correct.
CHXII10:HALOALKANES AND HALOARENES

322593 Increasing the concentration of a nucleophile in a typical \(\mathrm{S}_{\mathrm{N}} 2\) reaction by a factor of 10 will cause the reaction rate to:

1 Increase by a factor of 10
2 Increase by a factor of \(10^{2}\)
3 Decrease by a factor of 10
4 Remain about the same
CHXII10:HALOALKANES AND HALOARENES

322594 Tertiary alkyl halide is practically inert to substitution by \({{\rm{S}}_{\rm{N}}}{\rm{2}}\) mechanism because of

1 insolubility
2 instability
3 inductive effect
4 steric hindrance
CHXII10:HALOALKANES AND HALOARENES

322591 In \({{\rm{S}}_{\rm{N}}}{\rm{2}}\) reactions, the correct order of reactivity for the following compounds:
\(\mathrm{CH}_{3} \mathrm{Cl}, \mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{Cl},\left(\mathrm{CH}_{3}\right)_{2} \mathrm{CHCl}\) and \(\left(\mathrm{CH}_{3}\right)_{3} \mathrm{CCl}\) is:

1 \(\mathrm{CH}_{3} \mathrm{Cl}>\left(\mathrm{CH}_{3}\right)_{2} \mathrm{CHCl}>\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{Cl}>\left(\mathrm{CH}_{3}\right)_{3} \mathrm{CCl}\)
2 \(\mathrm{CH}_{3} \mathrm{Cl}>\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{Cl}>\left(\mathrm{CH}_{3}\right)_{2} \mathrm{CHCl}\)\(>\left(\mathrm{CH}_{3}\right)_{3} \mathrm{CCl}\)
3 \(\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{Cl}>\mathrm{CH}_{3} \mathrm{Cl}>\left(\mathrm{CH}_{3}\right)_{2} \mathrm{CHCl}\) \(>\left(\mathrm{CH}_{3}\right)_{3} \mathrm{CCl}\)
4 \(\left(\mathrm{CH}_{3}\right)_{2} \mathrm{CHCl}>\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{Cl}>\mathrm{CH}_{3} \mathrm{Cl}\) \(>\left(\mathrm{CH}_{3}\right)_{3} \mathrm{CCl}\)
CHXII10:HALOALKANES AND HALOARENES

322592 Assertion :
\(\mathrm{S}_{\mathrm{N}} 2\) reaction of an optically active alkyl halide with an aqueous solution of \(\mathrm{KOH}\) always gives an alcohol with opposite sign of rotation.
Reason :
\(\mathrm{S}_{\mathrm{N}} 2\) reactions always proceed with inversion of configuration.

1 Both Assertion and Reason are correct and Reason is the correct explanation of the Assertion.
2 Both Assertion and Reason are correct but Reason is not the correct explanation of the Assertion.
3 Assertion is correct but Reason is incorrect.
4 Assertion is incorrect but Reason is correct.
CHXII10:HALOALKANES AND HALOARENES

322593 Increasing the concentration of a nucleophile in a typical \(\mathrm{S}_{\mathrm{N}} 2\) reaction by a factor of 10 will cause the reaction rate to:

1 Increase by a factor of 10
2 Increase by a factor of \(10^{2}\)
3 Decrease by a factor of 10
4 Remain about the same
CHXII10:HALOALKANES AND HALOARENES

322594 Tertiary alkyl halide is practically inert to substitution by \({{\rm{S}}_{\rm{N}}}{\rm{2}}\) mechanism because of

1 insolubility
2 instability
3 inductive effect
4 steric hindrance
CHXII10:HALOALKANES AND HALOARENES

322591 In \({{\rm{S}}_{\rm{N}}}{\rm{2}}\) reactions, the correct order of reactivity for the following compounds:
\(\mathrm{CH}_{3} \mathrm{Cl}, \mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{Cl},\left(\mathrm{CH}_{3}\right)_{2} \mathrm{CHCl}\) and \(\left(\mathrm{CH}_{3}\right)_{3} \mathrm{CCl}\) is:

1 \(\mathrm{CH}_{3} \mathrm{Cl}>\left(\mathrm{CH}_{3}\right)_{2} \mathrm{CHCl}>\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{Cl}>\left(\mathrm{CH}_{3}\right)_{3} \mathrm{CCl}\)
2 \(\mathrm{CH}_{3} \mathrm{Cl}>\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{Cl}>\left(\mathrm{CH}_{3}\right)_{2} \mathrm{CHCl}\)\(>\left(\mathrm{CH}_{3}\right)_{3} \mathrm{CCl}\)
3 \(\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{Cl}>\mathrm{CH}_{3} \mathrm{Cl}>\left(\mathrm{CH}_{3}\right)_{2} \mathrm{CHCl}\) \(>\left(\mathrm{CH}_{3}\right)_{3} \mathrm{CCl}\)
4 \(\left(\mathrm{CH}_{3}\right)_{2} \mathrm{CHCl}>\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{Cl}>\mathrm{CH}_{3} \mathrm{Cl}\) \(>\left(\mathrm{CH}_{3}\right)_{3} \mathrm{CCl}\)
CHXII10:HALOALKANES AND HALOARENES

322592 Assertion :
\(\mathrm{S}_{\mathrm{N}} 2\) reaction of an optically active alkyl halide with an aqueous solution of \(\mathrm{KOH}\) always gives an alcohol with opposite sign of rotation.
Reason :
\(\mathrm{S}_{\mathrm{N}} 2\) reactions always proceed with inversion of configuration.

1 Both Assertion and Reason are correct and Reason is the correct explanation of the Assertion.
2 Both Assertion and Reason are correct but Reason is not the correct explanation of the Assertion.
3 Assertion is correct but Reason is incorrect.
4 Assertion is incorrect but Reason is correct.
CHXII10:HALOALKANES AND HALOARENES

322593 Increasing the concentration of a nucleophile in a typical \(\mathrm{S}_{\mathrm{N}} 2\) reaction by a factor of 10 will cause the reaction rate to:

1 Increase by a factor of 10
2 Increase by a factor of \(10^{2}\)
3 Decrease by a factor of 10
4 Remain about the same
CHXII10:HALOALKANES AND HALOARENES

322594 Tertiary alkyl halide is practically inert to substitution by \({{\rm{S}}_{\rm{N}}}{\rm{2}}\) mechanism because of

1 insolubility
2 instability
3 inductive effect
4 steric hindrance
CHXII10:HALOALKANES AND HALOARENES

322591 In \({{\rm{S}}_{\rm{N}}}{\rm{2}}\) reactions, the correct order of reactivity for the following compounds:
\(\mathrm{CH}_{3} \mathrm{Cl}, \mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{Cl},\left(\mathrm{CH}_{3}\right)_{2} \mathrm{CHCl}\) and \(\left(\mathrm{CH}_{3}\right)_{3} \mathrm{CCl}\) is:

1 \(\mathrm{CH}_{3} \mathrm{Cl}>\left(\mathrm{CH}_{3}\right)_{2} \mathrm{CHCl}>\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{Cl}>\left(\mathrm{CH}_{3}\right)_{3} \mathrm{CCl}\)
2 \(\mathrm{CH}_{3} \mathrm{Cl}>\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{Cl}>\left(\mathrm{CH}_{3}\right)_{2} \mathrm{CHCl}\)\(>\left(\mathrm{CH}_{3}\right)_{3} \mathrm{CCl}\)
3 \(\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{Cl}>\mathrm{CH}_{3} \mathrm{Cl}>\left(\mathrm{CH}_{3}\right)_{2} \mathrm{CHCl}\) \(>\left(\mathrm{CH}_{3}\right)_{3} \mathrm{CCl}\)
4 \(\left(\mathrm{CH}_{3}\right)_{2} \mathrm{CHCl}>\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{Cl}>\mathrm{CH}_{3} \mathrm{Cl}\) \(>\left(\mathrm{CH}_{3}\right)_{3} \mathrm{CCl}\)
CHXII10:HALOALKANES AND HALOARENES

322592 Assertion :
\(\mathrm{S}_{\mathrm{N}} 2\) reaction of an optically active alkyl halide with an aqueous solution of \(\mathrm{KOH}\) always gives an alcohol with opposite sign of rotation.
Reason :
\(\mathrm{S}_{\mathrm{N}} 2\) reactions always proceed with inversion of configuration.

1 Both Assertion and Reason are correct and Reason is the correct explanation of the Assertion.
2 Both Assertion and Reason are correct but Reason is not the correct explanation of the Assertion.
3 Assertion is correct but Reason is incorrect.
4 Assertion is incorrect but Reason is correct.
CHXII10:HALOALKANES AND HALOARENES

322593 Increasing the concentration of a nucleophile in a typical \(\mathrm{S}_{\mathrm{N}} 2\) reaction by a factor of 10 will cause the reaction rate to:

1 Increase by a factor of 10
2 Increase by a factor of \(10^{2}\)
3 Decrease by a factor of 10
4 Remain about the same
CHXII10:HALOALKANES AND HALOARENES

322594 Tertiary alkyl halide is practically inert to substitution by \({{\rm{S}}_{\rm{N}}}{\rm{2}}\) mechanism because of

1 insolubility
2 instability
3 inductive effect
4 steric hindrance