5. The SN2 reaction is one of the most important reactions covered in Chem 2400. Which of the following statements about this reaction are true? the optimal orientation for the approach of the nucleophile to the alkyl halide is from the front side of the C-X bond. ⚫the optimal orientation for the approach of the nucleophile to the alkyl halide is from the back side of the C-X bond. ⚫ the order of reactivity with regard to the alkyl halide is CH₂ > 1*> 2* > 3*. ⚫ the order of reactivity with regard to the alkyl halide is 3* > 2* > 1* > CH₂. ⚫for secondary alkyl halides, there is often competition between S₁2 and E2 reactions. ⚫ for chiral secondary alkyl halides, the configuration of the stereogenic centre is inverted. neopentyl halides react nicely in SN2 reactions because they are primary. • "Sn₂" refers to an as-yet undiscovered form of elemental tin and not an organic reaction.

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter8: Haloalkanes, Halogenation, And Radical Reactions
Section: Chapter Questions
Problem 8.28P
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5. The SN2 reaction is one of the most important reactions covered in Chem 2400. Which of the
following statements about this reaction are true?
the optimal orientation for the approach of the nucleophile to the alkyl halide is from
the front side of the C-X bond.
⚫the optimal orientation for the approach of the nucleophile to the alkyl halide is from
the back side of the C-X bond.
⚫ the order of reactivity with regard to the alkyl halide is CH₂ > 1*> 2* > 3*.
⚫ the order of reactivity with regard to the alkyl halide is 3* > 2* > 1* > CH₂.
⚫for secondary alkyl halides, there is often competition between S₁2 and E2 reactions.
⚫ for chiral secondary alkyl halides, the configuration of the stereogenic centre is
inverted.
neopentyl halides react nicely in SN2 reactions because they are primary.
• "Sn₂" refers to an as-yet undiscovered form of elemental tin and not an organic reaction.
Transcribed Image Text:5. The SN2 reaction is one of the most important reactions covered in Chem 2400. Which of the following statements about this reaction are true? the optimal orientation for the approach of the nucleophile to the alkyl halide is from the front side of the C-X bond. ⚫the optimal orientation for the approach of the nucleophile to the alkyl halide is from the back side of the C-X bond. ⚫ the order of reactivity with regard to the alkyl halide is CH₂ > 1*> 2* > 3*. ⚫ the order of reactivity with regard to the alkyl halide is 3* > 2* > 1* > CH₂. ⚫for secondary alkyl halides, there is often competition between S₁2 and E2 reactions. ⚫ for chiral secondary alkyl halides, the configuration of the stereogenic centre is inverted. neopentyl halides react nicely in SN2 reactions because they are primary. • "Sn₂" refers to an as-yet undiscovered form of elemental tin and not an organic reaction.
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