Organic Chemistry
Organic Chemistry
6th Edition
ISBN: 9781936221349
Author: Marc Loudon, Jim Parise
Publisher: W. H. Freeman
Question
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Chapter 18, Problem 18.51AP
Interpretation Introduction

(a)

Interpretation:

The structure of the conjugate base of warfarin is to be drawn.

Concept introduction:

Warfarin is used as one of the anticoagulant agents. In the market, it is sold as Coumadin brand. It is not advisable to use it in pregnancy. It has adverse side effects like bleeding, purple toe syndrome, calcification. The X-ray studies confirm that it exists as a cyclic hemiketal tautomeric form.

Interpretation Introduction

(b)

Interpretation:

The unusual low pKa value of warfarin on the basis of resonance arguments is to be stated.

Concept introduction:

Warfarin is used as one of the anticoagulant agents. In the market, it is sold as Coumadin brand. It is not advisable to use it in pregnancy. It has adverse side effects like bleeding, purple toe syndrome, calcification. The X-ray studies confirm that it exists as a cyclic hemiketal tautomeric form.

Interpretation Introduction

(c)

Interpretation:

Whether at physiological pH the predominant form of warfarin is enol or conjugate base is to be stated.

Concept introduction:

Warfarin is used as one of the anticoagulant agents. In the market, it is sold as Coumadin brand. It is not advisable to use it in pregnancy. It has adverse side effects like bleeding, purple toe syndrome, calcification. The X-ray studies confirm that it exists as a cyclic hemiketal tautomeric form.

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Chapter 18 Solutions

Organic Chemistry

Ch. 18 - Prob. 18.11PCh. 18 - Prob. 18.12PCh. 18 - Prob. 18.13PCh. 18 - Prob. 18.14PCh. 18 - Prob. 18.15PCh. 18 - Prob. 18.16PCh. 18 - Prob. 18.17PCh. 18 - Prob. 18.18PCh. 18 - Prob. 18.19PCh. 18 - Prob. 18.20PCh. 18 - Prob. 18.21PCh. 18 - Prob. 18.22PCh. 18 - Prob. 18.23PCh. 18 - Prob. 18.24PCh. 18 - Prob. 18.25PCh. 18 - Prob. 18.26PCh. 18 - Prob. 18.27PCh. 18 - Prob. 18.28PCh. 18 - Prob. 18.29PCh. 18 - Prob. 18.30PCh. 18 - Prob. 18.31PCh. 18 - Prob. 18.32PCh. 18 - Prob. 18.33PCh. 18 - Prob. 18.34PCh. 18 - Prob. 18.35PCh. 18 - Prob. 18.36PCh. 18 - Prob. 18.37PCh. 18 - Prob. 18.38PCh. 18 - Prob. 18.39PCh. 18 - Prob. 18.40PCh. 18 - Prob. 18.41PCh. 18 - Prob. 18.42PCh. 18 - Prob. 18.43PCh. 18 - Prob. 18.44PCh. 18 - Prob. 18.45PCh. 18 - Prob. 18.46APCh. 18 - Prob. 18.47APCh. 18 - Prob. 18.48APCh. 18 - Prob. 18.49APCh. 18 - Prob. 18.50APCh. 18 - Prob. 18.51APCh. 18 - Prob. 18.52APCh. 18 - Prob. 18.53APCh. 18 - Prob. 18.54APCh. 18 - Prob. 18.55APCh. 18 - Prob. 18.56APCh. 18 - Prob. 18.57APCh. 18 - Prob. 18.58APCh. 18 - Prob. 18.59APCh. 18 - Prob. 18.60APCh. 18 - Prob. 18.61APCh. 18 - Prob. 18.62APCh. 18 - Prob. 18.63APCh. 18 - Prob. 18.64APCh. 18 - Prob. 18.65APCh. 18 - Prob. 18.66APCh. 18 - Prob. 18.67APCh. 18 - Prob. 18.68APCh. 18 - Prob. 18.69APCh. 18 - Prob. 18.70APCh. 18 - Prob. 18.71APCh. 18 - Prob. 18.72APCh. 18 - Prob. 18.73APCh. 18 - Prob. 18.74APCh. 18 - Prob. 18.75APCh. 18 - Prob. 18.76APCh. 18 - Prob. 18.77APCh. 18 - Prob. 18.78APCh. 18 - Prob. 18.79APCh. 18 - Prob. 18.80APCh. 18 - Prob. 18.81APCh. 18 - Prob. 18.82APCh. 18 - Prob. 18.83APCh. 18 - Prob. 18.84APCh. 18 - Prob. 18.85APCh. 18 - Prob. 18.86APCh. 18 - Prob. 18.87APCh. 18 - Prob. 18.88APCh. 18 - Prob. 18.89APCh. 18 - Prob. 18.90APCh. 18 - Prob. 18.91APCh. 18 - Prob. 18.92AP
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