t-butyl chloride combine with hydroxy anion by which mechanism?
(1) SN 1
(2) SN 2
(3) SE 1
(4) SE 2
The explanation for the correct option:
Option(1) SN1
- Since chloride is a good leaving group, when hydroxyl anion attacks, the t-butyl chloride, a nucleophilic substitution reaction happens that too SN1
- The reaction proceeds through the SN1 mechanism because t-butyl chloride is a sterically hindered one.
(CH3)3C−Cl⟶(CH3)C+OH−−−−−−→OH−C−(CH3)3
- InSN1 mechanism wherein first, the carbocation is formed from the removal of the leaving group. Then the carbocation is attacked by the nucleophile. Finally, the deprotonation of the protonated nucleophile takes place to give the required product.
- The rate-determining step of this reaction depends purely on the electrophilicity of the leaving group and is not impacted at all by the nucleophile.
The explanation for the incorrect option:
(2) SN2 reaction is a nucleophilic substitution reaction where a bond is broken and another is formed synchronously. Two reacting species are involved in the rate-determining step of the reaction.
(3) SE1 is the substitution of electrophilic unimolecular mechanisms. These mechanisms follow first-order reaction kinetics with respect to the substrate
(4)SE2 is an Electrophilic substitution bimolecular reaction where an electrophile (electron-deficient species) replaces another group in substrate. these reactions proceed via a single transition state where concerted bond formation and bond breaking take place.
Hence, Option(1)SN1 mechanism is the correct option.
The explanation for the correct option:
Option(1) SN1
- Since chloride is a good leaving group, when hydroxyl anion attacks, the t-butyl chloride, a nucleophilic substitution reaction happens that too SN1
- The reaction proceeds through the SN1 mechanism because t-butyl chloride is a sterically hindered one.
(CH3)3C−Cl⟶(CH3)C+OH−−−−−−→OH−C−(CH3)3
- InSN1 mechanism wherein first, the carbocation is formed from the removal of the leaving group. Then the carbocation is attacked by the nucleophile. Finally, the deprotonation of the protonated nucleophile takes place to give the required product.
- The rate-determining step of this reaction depends purely on the electrophilicity of the leaving group and is not impacted at all by the nucleophile.
The explanation for the incorrect option:
(2) SN2 reaction is a nucleophilic substitution reaction where a bond is broken and another is formed synchronously. Two reacting species are involved in the rate-determining step of the reaction.
(3) SE1 is the substitution of electrophilic unimolecular mechanisms. These mechanisms follow first-order reaction kinetics with respect to the substrate
(4)SE2 is an Electrophilic substitution bimolecular reaction where an electrophile (electron-deficient species) replaces another group in substrate. these reactions proceed via a single transition state where concerted bond formation and bond breaking take place.
Hence, Option(1)SN1 mechanism is the correct option.
