MWF_8 - Organic Lecture Series CH 310/318 M LECTURE 8...

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Organic Lecture Series 22 CH 310/318 M LECTURE 8 Textbook Assignment: Chapter 3- Cont’d Today’s Topics: Diastereomers Diastereomers ; optical activity ; optical activity Notice & Announcements: POW 2-Due today-3:00 pm Organic Lecture Series 23 • 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)
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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 HO H COOH OH 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 Organic Lecture Series 25 Meso Meso compound: compound: An achiral compound possessing two or more chiral centers that also has chiral isomers. C C H COOH H C C H H One meso compound (plane of symmetry) Enantiomers & Diastereomers Enantiomers & Diastereomers
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Organic Lecture Series 26 • 2-Methylcyclopentanol HH CH 3 OH H H HO H 3 C HO H 3 H H 3 C cis- 2-Methylcyclopentanol (a pair of enantiomers) trans- 2-Methylcyclopentanol (a pair of enantiomers) diastereomers Enantiomers & Diastereomers Enantiomers & Diastereomers Organic Lecture Series 27 cis -3-Methylcyclohexanol (a pair of enantiomers) OH H 3 O C H 3 Enantiomers & Diastereomers Enantiomers & Diastereomers
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Organic Lecture Series 28 trans -3-Methylcyclohexanol (a pair of enantiomers) OH H 3 C HO CH 3 Enantiomers & Diastereomers Enantiomers & Diastereomers Organic Lecture Series 29 Compounds with the same molecular formula Conformational Isomers rotation about single bonds with chiral centers Stereoisomers Meso Compounds
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This note was uploaded on 10/10/2010 for the course CH 54600 taught by Professor Colorpart during the Fall '10 term at University of Texas at Austin.

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MWF_8 - Organic Lecture Series CH 310/318 M LECTURE 8...

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