Study Guide/solutions Manual For Organic Chemistry
Study Guide/solutions Manual For Organic Chemistry
6th Edition
ISBN: 9781260475678
Author: Janice Gorzynski Smith Dr.
Publisher: McGraw-Hill Education
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Chapter 3, Problem 55P
Interpretation Introduction

Interpretation: The compound which has a higher boiling point and the one which is more water soluble is to be predicted. The given fact is to be explained on the basis of relative solubility of cocaine and cocaine hydrochloride salt.

Concept introduction: The boiling point of chemical compounds depends upon the type of forces operating in the molecule and solubility is governed by the presence of polar groups and hydrogen bonding in the molecule.

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Cocaine is a widely abused, addicting drug. Cocaine is usually obtained as its hydrochloride salt (cocaine hydrochloride) but can be converted to crack (the neutral organic molecule) by treatment with base. Which of the two compounds here has a higher boiling point? Which is more soluble in water? How does the relative solubility explain why crack is usually smoked but cocaine hydrochloride is injected directly into the bloodstream?
Explain why vinegar (CH₃COOH) can dissolve in water but vegetable oil cannot.
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Study Guide/solutions Manual For Organic Chemistry

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