lecture 7 - Organic Lecture Series CH 310/318 M LECTURE 7...

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Organic Lecture Series 1 CH 310/318 M LECTURE 7 Textbook Assignment: Chapter 3 Today’s Topics: Diastereomers Diastereomers ; optical activity ; optical activity Notice & Announcements: Exam Rooms posted to BB Topic Guide posted to WEB site Organic Lecture Series 2 Stereoisomerism Stereoisomerism and and Chirality Chirality Chapter 3
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Organic Lecture Series 3 Enantiomers & Diastereomers Enantiomers & Diastereomers • For a molecule with 1 chiral center, 2 1 = 2 stereoisomers are possible. • For a molecule with 2 chiral centers, a maximum of 2 2 = 4 stereoisomers are possible. For a molecule with n chiral centers, a maximum of 2 n stereoisomers are possible. Organic Lecture Series 4 • 2,3,4-Trihydroxybutanal – two chiral centers. –2 2 = 4 stereoisomers exist; two pairs of enantiomers. C C H OH CHO CH 2 H C C H HO 2 H C C H H 2 C C H H 2 A pair of enantiomers (Erythrose) A pair of enantiomers (Threose) Enantiomers & Diastereomers Enantiomers & Diastereomers
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Organic Lecture Series 5 • Diastereomers Diastereomers : – Stereoisomers that are not mirror images. – Refers to the relationship among two or more objects. C C H OH CHO CH 2 H C C H HO 2 H A pair of enantiomers (Erythrose) Enantiomers & Diastereomers Enantiomers & Diastereomers C C H H 2 C C H H 2 A pair of enantiomers (Threose) Organic Lecture Series • Another e.g.--2,3-Dihydroxybutanedioic acid (tartaric acid) – two chiral centers; 2 n = 4, but only three stereoisomers exist C C H COOH COOH H C C H COOH COOH H C C H COOH H COOH C C H COOH H COOH A pair of enantiomers One meso compound (plane of symmetry) Enantiomers & Diastereomers Enantiomers & Diastereomers
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Organic Lecture Series 7 Meso Meso compound: compound: An achiral compound possessing two or more chiral centers that also has chiral isomers.
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This note was uploaded on 10/20/2011 for the course CH 310 M taught by Professor Iverson during the Fall '09 term at University of Texas.

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lecture 7 - Organic Lecture Series CH 310/318 M LECTURE 7...

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