Day_Lecture_7b

Day_Lecture_7b - Chemistry 307 Chapter 7 Miscellaneous SN2,...

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1 Chemistry 307 Chapter 7 – Miscellaneous S N 2, S N 1, E2, E1 (with some interesting previews) Divergent rates of the E2 reactions of cis - and trans -1-bromo- 4- tert -butylcyclohexane; one of the isomers reacts significantly faster than the other. Would you like to venture an educated guess? Regiochemistry of the E2 reaction
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2 Regiochemistry of the E2 reaction: the two stereo-isomers, cis - and trans -1-bromo-2-methyl-cyclohexane, generate different products by E2 elimination. Would you venture an educated guess? One isomer has only one eligible ( anti-trans -) H Factors in the regiochemistry of the E2 reaction Bulk of Alkoxide Anions
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3 Regiochemistry of the E2 reaction with a bulky base S N 2 at two differently substituted centers Stereochemistry of the E2 reaction – the general case
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4 Stereochemistry of the E2 reaction – which of 2 eligible Hs is chosen? Carbocation rearrangements Some reactions proceeding via carbocations lead to unexpected products. The “normal” substituted product is obtained in low yield and an unexpected product in higher yield .
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Day_Lecture_7b - Chemistry 307 Chapter 7 Miscellaneous SN2,...

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