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1) What product(s) will be formed in the S N 2 reaction of (R)-2-bromopentane wi

ID: 856358 • Letter: 1

Question

1)What product(s) will be formed in the SN2 reaction of (R)-2-bromopentane with sodium cyanide?
A) A racemic mixture of both enantiomers of 2-cyanopentane
B) (S)-2-cyanopentane
C) (R)-2-cyanopentane

2)Which alkyl bromide reacts the fastest with CH3OH by the SN1 mechanism?
A) 2-bromo-2-methylbutane
B) 3-bromopentane
C) 1-bromopentane
D) 1-bromo-2,2-dimethylpropane

3)Which alkyl halide undergoes an SN2 reaction with sodium cyanide at the fastest rate?
A) CH3CH2Br
B) CH3CH2Cl
C) CH3CH2I
D) CH3CH2F

4)Which alkyl halide reacts the fastest by the SN2 mechanism?
A) CH3Br
B) (CH3)3CBr
C) (CH3)2CHBr
D) CH3CH2Br

5)Which compound will produce the most stable carbocation in an SN1 reaction?
A) (CH3)3CBr
B) (CH3)2CHBr
C) CH3Br
D) CH3CH2Br

6)When a substrate undergoes an SN1 reaction, the reaction proceeds with
A) 100% inversion of configuration.
B) >50% inversion of configuration and <50% retention of configuration.
C) 100% retention of configuration.
D) <50% inversion of configuration and >50% retention of configuration.

7)Which halide ion reacts the fastest with CH3CH2X (where X is a good leaving group) via an SN2 mechanism?
A) Br-
B) Cl-
C) I-
D) F-

Explanation / Answer

B) (S)-2-cyanopentane

A) 2-bromo-2-methylbutane

C) CH3CH2I

A) CH3Br

A) (CH3)3CBr

D) <50% inversion of configuration and >50% retention of configuration.

D) F-