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.

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

See similar textbooks

Similar questions

5. Which one of the following ions/molecule is the strongest nucleophile? CH -SH A В E
4. Predict the products of each of the following reactions, and indicate the nucleophile that is formed. so 2. NaOH, Br₂ 1. CH,CH,NHCH,CH pH 5 3. H₂O+ H₂O+, Cl₂
Choose the reagent that would be most likely to complete this reaction.
Which reagent can be used to convert ethanol (a poor nucleophile) into an alkoxide (a good nucleophile), which can then be used in an SN2 reaction to make a new O-C bond? Reagent Br Good HO, Nucleophile SN2 А. NaH В. HOC(CH3)3 · NaCl D.H20
The mechanism proceeds through a first cationic intermediate, intermediate 1. Nucleophilic attack leads to intermediate 2, which goes on to form the final product. In cases that involve negatively charged nucleophile, the attack of the nucleophile leads directly to the product. H. Br + CH3OH Br Intermediate 2 (product) Intermediate 1 In a similar fashion, draw intermediate 1 and intermediate 2 (final product) for the following reaction. OCH3 Cl2 MEOH ĆI racemic mixture Pay attention to the reactants, they may differ from the examples. In some reactions, one part of the molecule acts as the nucleophile. • You do not have to consider stereochemistry. • Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. Separate intermediate 1 and intermediate 2 using the the dropdown menu. → symbol from
Page of 11 ZOOM + Section A (continued) A10. Which of the following statements is true for an E1 reaction? The rate of an E1 elimination reaction of an alkyl halide depends on the concentration of: the alkyl halide only В A the base only the product the alkyl halide and base D A11. Identify the main product for the following Sn2 reaction. Br NaSEt main product ? A В SEt Br ŞEt SEt A12. Which reagent should be chosen to carry out the following reaction? A MCPBA KMNO4 CrO3 in H2SO4 D HCI in H2O A13. Which of the following is the strongest base? A В H .N. H ZHN
I. 7-8
Which is best nucleophile?
4
9. Rank the following nucleophiles, in a solution of DMF, in order of weakest to strongest. НО CI Strong Br Slow II II IV
#18. I need help in part 5
Which of these would be the best nucleophile?