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The Chemistry of Cocaine


Author(s)

Brahmadeo Dewprashad
Department of Science
Borough of Manhattan Community College / City University of New York
bdewprashad@bmcc.cuny.edu

Abstract

This case study on the chemistry of cocaine is in the form of a classroom discussion between a professor and her students about cocaine, its addictive properties, a search for an addiction treatment, and the chemistry involved in the synthesis of cocaine in its various forms. The case can be used to teach nucleophilic addition reactions, nucleophilic acyl substitution, and cocaine metabolism. In addition, it provides students with experience in locating, reading, and analyzing a research paper.  The case was designed for the second course in a two-course sequence in undergraduate organic chemistry, but it could be adapted for medicinal chemistry classes.


Objectives

  • Chemistry of aldehydes and ketones: nucleophilic addition reactions (NAR).
  • Chemistry of carboxylic acids and derivatives: nucleophilic acyl substitution (NAS).
  • Application of NAR and NAS in multistep synthesis of biologically active compounds.
  • Metabolism of cocaine.
  • Comparison of physical properties of an amine and its salt.

Keywords

Cocaine synthesis; nucleophilic acyl substitution; carbonyl chemistry; cocaine metabolism; substance use; addiction; crack cocaine; freebase; nucleophilic addition reactions; multistep synthesis, organic reaction mechanism

Topical Areas

N/A

Educational Level

Undergraduate lower division

Format

PDF

Type / Methods

Discussion, Journal Article

Language

English

Subject Headings

Organic Chemistry  |   Chemistry (General)  |   Biochemistry  |  


Date Posted

03/12/10

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