Stereoisomer Bubbles

Melanie J. Lesko
Texas A&M University at Galveston, Galveston, TX 77553
J. Chem. Educ., 1996, 73 (5), p 429
DOI: 10.1021/ed073p429
Publication Date (Web): May 1, 1996

Abstract

Undergraduate organic chemistry students are given a simple method to determine the stereochemical relationships between several molecules with more than one chiral center. The four groups around each chiral center are assigned Cahn-Ingold-Prelog priorities, and these numbers encircled in "bubbles". Subsequent structure manipulations by the allowed Fisher projection rotations involve only these four number bubbles to make R or S assignments. A table of relationships (identical, diastereomer, or enantiomer) between all the molecules is then generated.

Keywords (Audience):

Second-Year Undergraduate

Keywords (Domain):

Organic Chemistry

Keywords (Subject):

Stereochemistry

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History

  • Received: August 03, 2009

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