a. Rank molecules A-D (1 = lowest, 4 = highest) in order of increasing boiling point. Briefly rationalize your ranking. %3D %3D NH2 HN A В c

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2. a. Rank molecules A-D (1 = lowest, 4 = highest) in order of increasing boiling
point. Briefly rationalize your ranking.
NH2
H.
HN
-N
A
в
b. How many degrees of unsaturation do each of these molecules have?
c. Label each amine as primary, secondary, or tertiary.
d. The boiling point of the least volatile amine above is 115 °C. If you had a
solution of this amine in water, and needed to isolate it via distillation, would
the (i) product distill off preferentially at 115 °C, (ii) water distill off preferentially at
100 °C, or (iii) both water and the product co-distill? If both components distill
together, estimate a boiling point range in which they would distill. Briefly defend
your answer (i), (ii) or (iii).
Transcribed Image Text:2. a. Rank molecules A-D (1 = lowest, 4 = highest) in order of increasing boiling point. Briefly rationalize your ranking. NH2 H. HN -N A в b. How many degrees of unsaturation do each of these molecules have? c. Label each amine as primary, secondary, or tertiary. d. The boiling point of the least volatile amine above is 115 °C. If you had a solution of this amine in water, and needed to isolate it via distillation, would the (i) product distill off preferentially at 115 °C, (ii) water distill off preferentially at 100 °C, or (iii) both water and the product co-distill? If both components distill together, estimate a boiling point range in which they would distill. Briefly defend your answer (i), (ii) or (iii).
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