CHEM261 Lecture Notes - Lecture 5: Stereocenter, Pheromone, Stereochemistry

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CHEM261 Full Course Notes
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CHEM261 Full Course Notes
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Enantiomers have opposite stereochemistry at every stereocenter (chiral center) Diastereomers are all stereoisomers that are not enantiomers. Pheromones: from greek pherein horman meaning to carry excitement. Only about 50 % of the population can smell this compound, which is genetically determined. About half find the smell disgusting while the other half find it tolerable or pleasant. Can be detected by insects at concentrations of 10-17 molar. Contain 7 stereogenic centers, circled in red above. Is an alkaloid, meaning it contains nitrogen, can be isolated from a plant (or bacteria) and is considered a natural product. Opium: sap from the seed pod of opium poppy (papaver somniferum: (poppy sleep-carrying) Heroin (diacetylmorphine) is even more potent (and more addictive) 5 stereogenic centers in morphine (represented by *) Poisoned slaved and attempted to cure them using mixtures of different plants. Favorite mixture was theriac, which contained morphine. At the second atoms in the chain, there is a difference.