Microsoft PowerPoint - 10A

Microsoft PowerPoint - 10A - Which two pairs of letters...

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Unformatted text preview: Which two pairs of letters identify the start and end points of curved arrows giving the likely next step in the mechanism? 6% 1% 17% 15% 1% 3% 46% 2% 6% 4% a b c d e ha f g h bc 6. dh & ce 7. ha & be 8. ha & bc 9. hd & eb 0. hd & ec 4pts 2pts 3pts 1pt 1. cf & gh 2. cf & hd 3. hc & ba 4. hc & ed 5. ah & cb 6. bf & gh 1pt 2pts Summary of Critical Points from Last Class Electron cloud in BrBr sloshes back and forth (momentary dipoles) Intermediate (called bromonium ion) is cyclic, leading to anti/ trans addition electrons make bond positive end Trans only stereochemistry is evident starting with cyclic alkenes halohydrin H 2 C CH CH 3 Br Br H 2 C CH CH 3 Br H 2 O H 2 C CH CH 3 Br O H H H 2 O Br H 2 C CH CH 3 Br OH OH 3 Br Br water (though it is neutral) out- competes bromide as the nucleophile water out-competes bromide as the base Summary of Critical Points from Last Class Excess of a second nucleophile (e.g. water) can out-compete Br Preview of this Class Like bromonium and epoxide reactions, this reaction involves a ring which leads to interesting stereochemistry CA 10A1: Exploration of Anti-Markovnikov Addition of H and OH to Alkene H 3 C H B H H H B H H H H H 3 C H 3 C H B H H H transition state Preview of this Class...
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Microsoft PowerPoint - 10A - Which two pairs of letters...

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