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Organic Chemistry Main Menu Lecture 1: Introduction to Molecular Orbitals Lecture 10: Intermolecular Forces and Intro to Reactivity Lecture 11: Alkenes as Nucleophiles I Lectures 12 and 13: Alkenes II & III Lecture 14: Benzenes as Nucleophiles I Lecture 15 objectives and skills Lecture 2: Molecular Orbitals in Organic Structures Lecture 3: Molecular Orbitals and Resonance Lecture 4: Molecular Orbitals and Aromaticity Lecture 5: Nomenclature and IR Spectroscopy Lecture 6: Stereochemistry I Lecture 7: Stereochemistry II Lecture 8: Newman and Fisher Projections Lecture 9: Conformations and Cyclohexane Rings

SOLUTION E7.2b

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If the optical rotation data does not match what was expected, but the molecules are chemically identical, either the student has made a mixture of a different ratio of stereoisomers or the mixture is fully racemic.

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EXTRA Problem 7.2: Mixtures of Enantiomers 2 plain 2020-02-17T18:50:20-08:00
1. A student is purifying several natural products. Each sample shows optical rotation when analyzed in a polarimeter. What does this tell you about each structure? SOLUTION
2. The student then synthesizes each compound in the lab. Although chemically identical to the isolated samples, the optical rotation data does not match, provide an explanation? SOLUTION