0243Pb67an-09.cwk (WP)

0243Pb67an-09.cwk (WP) - membered ring as we know we must...

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Answers to Problem 67, Chemistry 0243, 2009 (a) Analyze! Clearly at some point you must open the four-membered ring. Neither product has it! The first step is surely protonation of the double bond to give the more stable carbocation. CH 3 H OH 2 CH 3 H Now all sorts of strain can be relieved if a carbon-carbon bond breaks, opening the four-
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Unformatted text preview: membered ring as we know we must do. CH 3 H Deprotonation in the two possible ways leads to the two products. H H 2 O H OH 2 3b. Either of the carbocations can be captured by bromide to give a product. CH 3 Br Br Br CH 3 Br...
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This note was uploaded on 03/02/2010 for the course CHEM orgo taught by Professor Jones during the Fall '10 term at NYU.

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0243Pb67an-09.cwk (WP) - membered ring as we know we must...

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