Arrange the following in order of decreasing reactivity in an SN2 reaction (most reactive to least reactive). CHy-CH2-Br CH3-CH-Br CH3-cH-Cl CH CH3 2 3 A. 1>2>3 B. 1> 3 2 C. 2>1>3 D. 231 E. 3 >1>2 F. 3 > 2>1 Enter Your Answer: OA OB Oc OD?E OF Which statement is true regarding the relative nucleophlicity of CI and Br in methanol (a protic solvent) and DMF (a polar aprotic solvent). A. CI is the better nucleophile in both solvents. B. Br is the better nucleophile in both solvents C. C\" is more nucleophilic in methanol but Br-is more nucleophilic in DMF. D. Br is more nucleophilic in methanol but CI is more nucleophilic in DMF. Enter Your Answer: A B CD E F Solution 1. Option A since SN2 order is as follows 1°>2 °>3°, and due to steric reasons 2. Option D, since in polar protic solvent, nucleophilicity increases from top to bottom in halogen family. 3. Option A since it is an example for SN2 reaction hence inversion of configuration occurs. Starting material has S configuration and product configuration should be R. 4. Option A since equilibrium will shift towards weaker acid(more pka) or weaker base. here alcohol has more pka- 16.50. .

1. Arrange the following in order of decreasing reactivity in an SN2 reaction (most reactive to least
reactive). CHy-CH2-Br CH3-CH-Br CH3-cH-Cl CH CH3 2 3 A. 1>2>3 B. 1> 3 2 C. 2>1>3 D.
231 E. 3 >1>2 F. 3 > 2>1 Enter Your Answer: OA OB Oc OD?E OF Which statement is true
regarding the relative nucleophlicity of CI and Br in methanol (a protic solvent) and DMF (a
polar aprotic solvent). A. CI is the better nucleophile in both solvents. B. Br is the better
nucleophile in both solvents C. C" is more nucleophilic in methanol but Br-is more nucleophilic
in DMF. D. Br is more nucleophilic in methanol but CI is more nucleophilic in DMF. Enter Your
Answer: A B CD E F
Solution
1. Option A since SN2 order is as follows 1°>2 °>3°, and due to steric reasons
2. Option D, since in polar protic solvent, nucleophilicity increases from top to bottom in
halogen family.
3. Option A since it is an example for SN2 reaction hence inversion of configuration occurs.
Starting material has S configuration and product configuration should be R.
4. Option A since equilibrium will shift towards weaker acid(more pka) or weaker base. here
alcohol has more pka- 16.50.