n if the rate will ase Nac 2.25 J 2 rans 3WVN BINVES 31 46. Which of the following is true about the SN2 mechanism? A. It is a concerted reaction in which a weak nucleophile attacks the substrate and the leaving group exits simultaneously, ideally in a protic solvent. B. It has a two-step mechanism with the formation of a carbocation followed by a nucleophilic attack in an aprotic solvent. C. It has a concerted mechanism in which a strong base abstracts a ẞ-proton and the leaving group exits simultaneously. D. It is a concerted reaction in which a strong nucleophile attacks the substrate and the leaving group exits simultaneously, ideally in an aprotic solvent. 47. Which of the following compounds has a formal charge of -1? Lone pairs are not shown. A. H3O B. BF4 C. H₂O D. NH4 48. The most stable conformation of trans-1-tert-butyl-4-fluorocyclohexane has: A. The fluorine axial and the tert-butyl group equatorial. B. The tert-butyl group axial and the fluorine group equatorial. C. Both the fluorine and tert-butyl groups axial. D. Both the fluorine and tert-butyl groups equatorial. 49. Which of the following molecules acts exclusively as a Lewis Acid? Lone pairs are not shown. A. NaOH B. HCI C. P(C6H5)3 D. BF3 CH Sim Shift 10-13 9-10 5-8.5 6.8 50. Which of the following functional group sets are indistinguishable via IR Spectroscopy? A. Carboxylic acids and ketones. C. Tertiary amines and alkanes. B. Alcohols and primary amines. D. Terminal alkynes and nitriles. l-C 43. Identify if the reaction listed below is an SN1 or SN2 and explain if the rate will increase or decrease if the concentration of NaNз is tripled. CI + NaN3 1-chloro-4,4-dimethylpentane A. SN2; increase N3 + NaCl otulib HO Onl/ B. SN2; decrease C. SN1; increase D. SN1; decrease 44. Predict the organic product or products for the following reaction. Br CH₂ONa CH3OH HOT VI 12ew JasrigiH.a Il Jzewo;ll taerigiH A Ill JapworlpiH.a C(CH3)3 Snoitose B. 2 ns not main C(CH3)3r) ai gniwollot er to rainiW S A. OCH3 C. + C(CH)s C(CH3)3 minor D. major 45. Which of the following reagent combinations will afford the following compound as product? из A. B. CI OH C. OH D. CI + OH
n if the rate will ase Nac 2.25 J 2 rans 3WVN BINVES 31 46. Which of the following is true about the SN2 mechanism? A. It is a concerted reaction in which a weak nucleophile attacks the substrate and the leaving group exits simultaneously, ideally in a protic solvent. B. It has a two-step mechanism with the formation of a carbocation followed by a nucleophilic attack in an aprotic solvent. C. It has a concerted mechanism in which a strong base abstracts a ẞ-proton and the leaving group exits simultaneously. D. It is a concerted reaction in which a strong nucleophile attacks the substrate and the leaving group exits simultaneously, ideally in an aprotic solvent. 47. Which of the following compounds has a formal charge of -1? Lone pairs are not shown. A. H3O B. BF4 C. H₂O D. NH4 48. The most stable conformation of trans-1-tert-butyl-4-fluorocyclohexane has: A. The fluorine axial and the tert-butyl group equatorial. B. The tert-butyl group axial and the fluorine group equatorial. C. Both the fluorine and tert-butyl groups axial. D. Both the fluorine and tert-butyl groups equatorial. 49. Which of the following molecules acts exclusively as a Lewis Acid? Lone pairs are not shown. A. NaOH B. HCI C. P(C6H5)3 D. BF3 CH Sim Shift 10-13 9-10 5-8.5 6.8 50. Which of the following functional group sets are indistinguishable via IR Spectroscopy? A. Carboxylic acids and ketones. C. Tertiary amines and alkanes. B. Alcohols and primary amines. D. Terminal alkynes and nitriles. l-C 43. Identify if the reaction listed below is an SN1 or SN2 and explain if the rate will increase or decrease if the concentration of NaNз is tripled. CI + NaN3 1-chloro-4,4-dimethylpentane A. SN2; increase N3 + NaCl otulib HO Onl/ B. SN2; decrease C. SN1; increase D. SN1; decrease 44. Predict the organic product or products for the following reaction. Br CH₂ONa CH3OH HOT VI 12ew JasrigiH.a Il Jzewo;ll taerigiH A Ill JapworlpiH.a C(CH3)3 Snoitose B. 2 ns not main C(CH3)3r) ai gniwollot er to rainiW S A. OCH3 C. + C(CH)s C(CH3)3 minor D. major 45. Which of the following reagent combinations will afford the following compound as product? из A. B. CI OH C. OH D. CI + OH