1) We Can Promote SN2 Over SN1 Reactions If We

Name:

Student I.D.

1) We can promote SN2 over SN1 reactions if we:

I) use a substrate that gives a primary carbocation and not tertiary carbocation

II) use a sterically hindered substrate

III) use a polar protic solvent

A) I)

B) II)

C) III)

D) I) and III)

E) II) and III)

2) Which of the following statements correctly describe SN2 and SN1 reactions?

I) SN2 reactions proceed with retention of configuration.

II) SN1 reactions prefer polar protic solvents

III) SN1 reactions produce racemic products

IV) SN2 reactions are promoted in the presence of a substrate that produces a very stable carbocation

V) SN1 reactions have a unimolecular rate-determining step.

A) I), II) and V)

B) II), III), and IV)

C) III), IV) and V)

D) II), III) and V)

E) I), III), and IV)

3) Arrange the following alkenes according to their increasing stability:

4) What is the major product in the reaction between 2-bromo-3-methylbutane and KOtBu in ethanol?

5) The rate of E2 reaction between an alkyl halide RX and a base B is given by the following expression (k is a rate constant):

A) k[RX]

B) k[B]

C) k[RX][B]

D) k[RX]2

E) k[RX]2[B]

6) From the following table select appropriate starting material and reagents required for the synthesis of 2-methyl-2-propanol (tert-butanol): Show the mechanism of the reaction.

Starting materials: Reagents

A) I) H2/Pt

B) II) H2O/ H2SO4

C) III) HBr

7) In which of the following reactions can alcohol participate?

I) oxidation reactions

II) elimination reactions

III) amide synthesis

IV) peptide synthesis

V) ester synthesis

A) I), III) and V)

B) I), II) and V)

C) II), III) and V)

D) I), II) and IV)

E) II), III) and IV)

8) Which of the following groups is a meta director during electrophilic aromatic substitution?

A) -NH2

B) -OCH3

C) -Br

D) -C≡N

E) -OCOC2H5

9) Show mechanistic steps in bromination of benzene with Br2 and FeBr3 as a catalyst.