The two following molecules are very common reagents for organic synthesis. They both have a basic nitrogen, but their pka's are very different (see values given in question 1). The goal of this problem is to understand why. N-H A B 1) Please draw below the conjugated acid of A and B respectively: H base conjugated acid base conjugated acid pka of this acid/base pair: ~ 5 pka of this acid/base pair: ~ 0 2) Both molecules exhibit resonance forms (see below). Draw curved arrows to go from one resonance structure to the next (molecule A: 1–>2; molecule B 1->2->3->4->5). A 1 2 2 4

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The two following molecules are very common reagents for organic synthesis. They botn
have a basic nitrogen, but their pka's are very different (see values given in question 1).
The goal of this problem is to understand why.
N-H
A
1) Please draw below the conjugated acid of A and B respectively:
H
base
conjugated acid
base
conjugated acid
pka of this acid/base pair: - 5
pka of this acid/base pair: ~ 0
2) Both molecules exhibit resonance forms (see below). Draw curved arrows to go from
one resonance structure to the next (molecule A: 1->2; molecule B 1->2->3–>4->5).
A
1
1
2
4
5
Transcribed Image Text:The two following molecules are very common reagents for organic synthesis. They botn have a basic nitrogen, but their pka's are very different (see values given in question 1). The goal of this problem is to understand why. N-H A 1) Please draw below the conjugated acid of A and B respectively: H base conjugated acid base conjugated acid pka of this acid/base pair: - 5 pka of this acid/base pair: ~ 0 2) Both molecules exhibit resonance forms (see below). Draw curved arrows to go from one resonance structure to the next (molecule A: 1->2; molecule B 1->2->3–>4->5). A 1 1 2 4 5
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