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Lecture 9- cyclohexanes

Lecture 9- cyclohexanes - Lecture 9 Cyclohexanes Cis,trans...

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Unformatted text preview: Lecture 9 Cyclohexanes Cis,trans isomerism Finish Chapter 2!!! Last Time: • Conformational Analysis – Newman projections and cycloalkanes • Cyclohexanes – chair conformation has NO strain energy! • How to draw chairs V. Patman 2 Tues 2.15.11 V. Patman 2 Chair Flips • Via boat conformer V. Patman 3 Tues 2.15.11 Consider Maxima – Why So Costly? • Boat • ½ chair – Net – 10 kcal/mol barrier to interconversion, 5 x 10 5 “ring flips”/sec. At low T (-90 o C), it is possible to separate them. V. Patman 4 Tues 2.15.11 Substituted Cyclohexanes • Ethyl Cyclohexane • Size Matters – As you increase the size of the “R” group on the ring, the less favorable occupation of an axial site will be. V. Patman 5 Tues 2.15.11 ∆ G = -RTlnK eq Disubstituted Cyclohexanes • 1-isopropylcyclohexanol • 1-bromo-1-methylcyclohexane V. Patman 6 Tues 2.15.11 Disubstituted Cyclohexanes...
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Lecture 9- cyclohexanes - Lecture 9 Cyclohexanes Cis,trans...

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