Question

1. (18 points; 3 points each] Multiple Choice: Circle the best answer i. Consider the following reaction: Xooot THF, A If there are no other changes, what is the effect of doubling the concentration of the starting alcohol on the rate of this reaction? a. No change b. Doubles the rate C. Triples the rate d. Quadruples the rate ii. Which nitrogen compound below would react fastest as a nucleophile in an 5, 2 reaction? NH NH N d. "NH2 ili. Which of the following would react fastest with Me (methoxide ion) in a substitution reaction? d CI iv. Which of the following two compounds will ionize with the loss of the bromide ion to form the same carbocation? Br Br Br. Br II III IV a. I and II b. I and IV c. I and III d. lll and IV v. In which mechanism does the leaving group leave in the rate determining step? aSNI b.SN2 c. E1 d. E2 e. SN2 and E2 f.SN1 and 1 g. all of these h. none of these vi. What reagent(s) would accomplish the following conversion in the highest yield? ? a. H2SO4 b. KotBu C. KOH d. NaNH

Answer 1

Q1 X О-он Br (SNA) THEA Rate [Alkyl halide] Rate at Reaction a) No change because rate depends only on alkyl halide not alcohol (i) tastest Nucleophile in SN² Reaction d ) Reactivity of Nucleophile & Bosicity meo (strong base, better Nucleophile) in a substitution reaction proceeds via SNZ Reaction ľ halide and elimination product not possible iv) ko I) By Brod iv) Bry Bre Answer! (b) I and IV

") which mechanism does the leaving group have in the rate determing step? Answer: It) SN' and E Nuo > Rate detsoming step vil Kotry E2 Answoor! b. IkotBu