2. Below is the structure of tryptophan. HN- tryptophan Draw the molecule in its most common protonation state at pH 7. 0 b. List the criteria for aromaticity. a. Evaluate tryptophan based on these criteria. What is the number of pi electrons? Is tryptophan aromatic? d. Indicate the hybridization of each carbon, nitrogen, and oxygen atom in tryptophan. e. Tryptophan can react with methyl bromide to form the below structure. Draw the mechanism for this reaction, including any relevant intermediate, using the arrow formalism. C. HO, HN- HN- f. Write a suitable rate equation for this reaction. What is the unit of k in your equation? g. h. You increase the pH from 7 to 9. Would you exnect fr decrease, stay the same, or incro of magnitud

Organic Chemistry: A Guided Inquiry
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Author:Andrei Straumanis
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Chapter18: Aromaticity
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2.
Below is the structure of tryptophan.
OH
tryptophan
a. Draw the molecule in its most common protonation state at pH 7.O
b.
List the criteria for aromaticity.
Evaluate tryptophan based on these criteria, What is the number of pi electrons? Is
tryptophan aromatic?
d.
C.
Indicate the hybridization of each carbon, nitrogen, and oxygen atom in tryptophan.
Tryptophan can react with methyl bromide to form the below structure. Draw the
mechanism for this reaction, including any relevant intermediate, using the arrow
е.
formalism. -
OH
HN
Write a suitable rate equation for this reaction.
What is the unit of k in your equation?
h. You increase the pH from 7 to 9. Would you expect for rate of product formation to
decrease, stay the same, or increase? If you expect the rate to change, provide an order
of magnitude estimate of by how much. Please explain your reasoning (1 sentence max).
f.
g.
Transcribed Image Text:2. Below is the structure of tryptophan. OH tryptophan a. Draw the molecule in its most common protonation state at pH 7.O b. List the criteria for aromaticity. Evaluate tryptophan based on these criteria, What is the number of pi electrons? Is tryptophan aromatic? d. C. Indicate the hybridization of each carbon, nitrogen, and oxygen atom in tryptophan. Tryptophan can react with methyl bromide to form the below structure. Draw the mechanism for this reaction, including any relevant intermediate, using the arrow е. formalism. - OH HN Write a suitable rate equation for this reaction. What is the unit of k in your equation? h. You increase the pH from 7 to 9. Would you expect for rate of product formation to decrease, stay the same, or increase? If you expect the rate to change, provide an order of magnitude estimate of by how much. Please explain your reasoning (1 sentence max). f. g.
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