Which of the following statements is TRUE? Select one: a. SN2 reactions result in the racemic product if we start from one enantiomer of a chiral substrate. b. The SN2 mechanism does not have any intermediates and has only one transition state. c. SN1 reactions have a carbanion as an intermediate. d. Only the strength of the nucleophile is important for SN2 reactions, not the nature of the leaving group. e. Tertiary alkylchlorides are the best substrates for SN2 reactions.

15. Polar protic solvents favor substitution because A) the SN2 mechanism they are weakly slovationg and the nucleophile is able to react rapidly. B) they strongly solvate the nucleophile lowering activation energy for formation of the transition state in the SN2 mechanism. C) they weakly solvate the leaving group allowing rapid loss of the halide according to the Hammond postulate. D) they strongly solvate the leaving group stabilizing the transition state for SN1 reactions according to the Hammond postulate.

1. Write out an equation for the reaction 2. Assign each the appropriate symbol for the mechanism of the reaction (E1 or E2) 3. Draw a suitable mechanism for the reaction

Show complete mechanism including transition state for an SN2 reaction of a specific chiral alkyl halide with CN' as nucleophile. a. b. Specify the solvent and why would you choose it. c. Draw the energy profile diagram for the reaction. id. Explain the stereochemical course of the following reaction: Br O-H H2O CH — С—СН, — СН, — СН, + H-BV CH3 -C-CH2-CH2-CH3 Acetone CH2-CH3 CH2--CH3 Optically active Racemic

By what mechanism will the following reaction occur? a. SN1 b. S2 C. E1 d. E2 cold OH

Select the member of each pair that shows the greater rate of SN2 reaction with KI in acetone.

Which of the following ff. halides is most likely to react through the SN1 mechanism? i. CH3Clii. CH2=CHCH2CH2Cliii. CH3CH=CHCH2Cl iv. CH2=CHCl

Which compound is more reactive in an SN1 reaction? In each case, you can assume that both alkyl halides have the same stability.

to Draw the major organic product for each of the hydroboration-oxidation reactions. Disregard stereochemistry. Macmillan Learning Reaction A. 1. B₂H6 2. H2O2 (aq) 3M NaOH Draw the product of Reaction A. Select Draw Rings C H More O B Erase

CH3 HCH₂CH₂C CH3 CH3CHCH₂CH₂C-OCH₂CH₂CHCH3 NaOH, H₂O a. Draw the structure of the tetrahedral intermediate INITIALLY-FORMED in the reaction shown. • You do not have to consider stereochemistry. • Do not include counter-ions, e.g., Na+, I´, in your answer. • In cases where there is more than one answer, just draw one.