Chapter 19: Q25P (page 946)
Rank the following compounds from most reactive to least reactive in an electrophilic aromatic substitution reaction:

Short Answer

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Chapter 19: Q25P (page 946)
Rank the following compounds from most reactive to least reactive in an electrophilic aromatic substitution reaction:


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What starting materials are required to synthesize the following compounds, using the Fischer indole synthesis?
a.

b.

c.

Rank the following compounds from easiest to hardest at removing a proton from its methyl substituent:

Question: Why is protonated pyrimidine ( pKa = 1.0 ) more acidic than protonated pyridine ( pKa = 5.2 ) ?
Question:
a.Propose a mechanism for the following reaction:

b.What other product is formed in this reaction?
What is the major product of the following reactions?
(a)

(b)

(c)

(d)

(e)

(f)

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