13) The following reaction, is:
CH3CH2CH2CH2OH
HBr
heat
CH3CH2CH2CH2Br
I) an El-type reaction involving the protonated alcohol as the substrate.
II) an E2-type reaction involving the protonated alcohol as the substrate.
III) an SN1-type reaction involving the protonated alcohol as the substrate.
IV) an SN2-type reaction involving the protonated alcohol as the substrate.
V) an epoxidation reaction.
Circle one letter:
A. I
B. II
+ H2O
C. III
D. IV
E. V
F. none of the choices I-V
14) Which of the following could be used to synthesize 1-bromopentane, CH3CH2CH2CH2CH2Br?
I) CH3CH2CH2CH=CH2 + HBr?
II) CH3CH2CH2CH2CH2OH + NaBr
III) CH3CH2CH2CH2CH2OH + PBr3
IV) CH3CH2CH2CH2CH2OH + Br2?
V) CH3CH2CH2CH=CH2 + Br2?
Circle one letter:
A. I
B. II
C. III
D. IV
E. V
F. both I and II
G. both II and III
15) List the following compounds in order of increasing level of oxidation (left = lowest, right = highest).
CI
Circle one letter:
A. I, II, III
B. III, II, I
C. II, I, III
D. III, I, II
I
II
E. I, III, II
NH
III
NH2
