2-PolycyclicalkanesReactionsHLSF07.ppt

2-PolycyclicalkanesReactionsHLSF07.ppt - Di-substituted...

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Unformatted text preview: Di-substituted Cyclohexanes Continued... trans-1,2-dimethylcyclohexane Take home message for all di- or multi-substituted cycloalkanes rings: Larger Cycloalkanes Rings containing 7-13 carbons more strained than cyclohexane. Angle strain Partial eclipsing of hydrogens Transannular steric repulsions Strain energy of 14 kcal mol-1 Cycloalkanes with >14 C - relatively strain free: Polycyclic Molecules Do hydrocarbons have strain limits? 66.5 kcal mol-1 129 kcal mol-1 Unknown 166 kcal mol-1 NASA!! 61 kcal mol-1 Cycloalkane containing Natural Products Natural insecticide Boll weevil sex attractant Pacific Yew Tree Anti-tumor Peppermint oil Camphor Tree Juniper and cedar trees Steroids are tetracyclic natural products with powerful physiological activities. Steroids frequently function as hormones, or regulators of biological activities. Synthetic steroids are used in the treatment of cancer, arthritis, allergies, and in birth control. Steroids consist of 3 _____ cyclohexane rings _____ to a cyclopentane ring. _______ ring fusion methyl groups in ______ positions OH in ________position Some Important Steroids Cholesterol is present in almost all human and animal tissue. It can precipitate in the arteries, causing arteriosclerosis and heart disease. It is a precursor for bile acids and steroid hormones. Cholic acid is a bile acid involved in emulsification, digestion and absorption of fats. Cortisone is involved in regulating electrolyte and water balance in the body, as well as carbohydrate and protein metabolism. (A few) reactions of alkanes Combustion of Alkanes Halogenation of Alkanes See pages 338-339 in Loudon ...
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This note was uploaded on 05/13/2010 for the course CHEM 151L taught by Professor Roy,christopher during the Fall '08 term at Duke.

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2-PolycyclicalkanesReactionsHLSF07.ppt - Di-substituted...

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