Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter23: Amines
Section: Chapter Questions
Problem 23.28P
Related questions
Question
A)I,ii and b)I and ii
![a) The compound below is a powerful anti-inflammatory drug which inhibits production of
prostaglandins. It has a single stereogenic centre. The two enantiomers are shown below.
i) Identify the stereogenic centres in both molecules and assign them as (R) or (S).
ii) Explain why only a single enantiomer would be effective at inhibiting prostaglandin
production.
Exp.
1
2
3
4
[N]
(mmol dm-³)
b) A pharmacist carried out a kinetics experiment to study the effect of prostaglandin inhibition
using this drug, which we shall label as N, together with two cofactors C and D.
She obtained the following data:
0.5
0.5
0.5
1.0
[C]
(mmol dm-³)
0.2
0.4
OH
0.2
0.2
[D]
(mmol dm-³)
0.2
0.2
0.4
0.2
H
Initial rate of inhibition
(mmol dm-³ min-¹)
3.0 x 10-3
6.0 x 10-3
3.0 x 10-3
1.2 x 10-²
OH
i) Use this data to determine the rate law and the overall order of reaction
ii) Determine the value of the rate constant and give the correct units
iii) The pharmacist then prepared a solution containing equal concentrations of N, C and D. She
found that the initial rate was 0.2025 mmol dm-³ min-¹.
Determine the concentration of these solutions.](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2Fe1b2e002-59c7-424d-b507-ff34a1cafae0%2F46b5c421-6075-4a9a-a7ef-fe5596372b29%2Fyt2uyfw_processed.jpeg&w=3840&q=75)
Transcribed Image Text:a) The compound below is a powerful anti-inflammatory drug which inhibits production of
prostaglandins. It has a single stereogenic centre. The two enantiomers are shown below.
i) Identify the stereogenic centres in both molecules and assign them as (R) or (S).
ii) Explain why only a single enantiomer would be effective at inhibiting prostaglandin
production.
Exp.
1
2
3
4
[N]
(mmol dm-³)
b) A pharmacist carried out a kinetics experiment to study the effect of prostaglandin inhibition
using this drug, which we shall label as N, together with two cofactors C and D.
She obtained the following data:
0.5
0.5
0.5
1.0
[C]
(mmol dm-³)
0.2
0.4
OH
0.2
0.2
[D]
(mmol dm-³)
0.2
0.2
0.4
0.2
H
Initial rate of inhibition
(mmol dm-³ min-¹)
3.0 x 10-3
6.0 x 10-3
3.0 x 10-3
1.2 x 10-²
OH
i) Use this data to determine the rate law and the overall order of reaction
ii) Determine the value of the rate constant and give the correct units
iii) The pharmacist then prepared a solution containing equal concentrations of N, C and D. She
found that the initial rate was 0.2025 mmol dm-³ min-¹.
Determine the concentration of these solutions.
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