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Organic ChemistryMain MenuLecture 1: Introduction to Molecular OrbitalsLecture 10: Intermolecular Forces and Intro to ReactivityLecture 11: Alkenes as Nucleophiles ILectures 12 and 13: Alkenes II & IIILecture 14: Benzenes as Nucleophiles ILecture 15 objectives and skillsLecture 2: Molecular Orbitals in Organic StructuresLecture 3: Molecular Orbitals and ResonanceLecture 4: Molecular Orbitals and AromaticityLecture 5: Nomenclature and IR SpectroscopyLecture 6: Stereochemistry ILecture 7: Stereochemistry IILecture 8: Newman and Fisher ProjectionsLecture 9: Conformations and Cyclohexane RingsJulio Terra2fb22914f73f9e5a767bf7fb83987dca0e153e4a
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.
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
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