CHEM 212 Lecture 6

CHEM 212 Lecture 6 - ORGANIC CHEMISTRY 212 Youla S TSANTRIZOS Office Chemistry Department Pulp Paper Room 108 Email [email protected]

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9/16/2009 1 ORGANIC CHEMISTRY 212 Youla S. TSANTRIZOS Office: Chemistry Department Email: [email protected] ORGANIC CHEMISTRY 212 Chapter 4: - Nomenclature - Conformations / 3D Geometry of Alkanes / Alkenes - Conformation of Cycloalkanes
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9/16/2009 2 Conformations of Cyclohexane Chair Conformation Up (axial) Down (axial) Up (equatorial) Down (equatorial) Conformations of Substituted Cyclohexane cis -1,2-dimethylcyclohexane
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9/16/2009 3 Conformations of Substituted Cyclohexane trans -1,4-dimethylcyclohexane H H H H H H 3 C H H H H CH 3 H More favourable conformation Draw the most stable conformations of trans-1-ethyl-3-methylcyclohexane CH 3 H H CH 2 CH 3 H H H H H H H H (a) (b) (c)
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9/16/2009 4 Conformations of cis -1,4-di- t -butylcyclohexane H H H C(CH 3 ) 3 H H H H H C(CH 3 ) 3 H H Strong 1,3-diaxial interactions Twist boat is the most favourable conformation Conformations of Cyclopentane Puckered or “Envelope” Conformation Lower Torsional Strain Conformation Reduced Eclipsing H H H H H H H H H H 108 о Tetrahedral angle = 109.5 u H H H H Newman Projection Eclipsed H H H H
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9/16/2009 5 Bicyclic / Polycyclic Conformations Cocaine natural product from coca leaves Stimulant of the Central Nervous System
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This note was uploaded on 10/16/2009 for the course CHEM CHEM212 taught by Professor T during the Fall '09 term at McGill.

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CHEM 212 Lecture 6 - ORGANIC CHEMISTRY 212 Youla S TSANTRIZOS Office Chemistry Department Pulp Paper Room 108 Email [email protected]

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