0243Pb82an-09.cwk (WP)

0243Pb82an-09.cwk (WP) - been lost. (g) Hofmann leaving...

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Answers to Problem 82, Chemistry 0243 -2009 a) there would be two alcohols formed from the two possible secondary carbocations (b) there would be two alcohols formed from the secondary carbocation and the rearranged, more stable, tertiary carbocation. (c) hydroboration would give the primary alcohol (d) no reaction without a catalyst (e) hydrogenation is cis - the product shown comes from trans hydrogenation. (f) the product would really be a di-methyl ketone. Two methyl groups have magically
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Unformatted text preview: been lost. (g) Hofmann leaving group! The major product will be 1-butene. (h) Saytzeff (Zaitzef) leaving group! The product will be cis- and trans-2-butene. (i) With peroxides present, the product will be isobutyl bromide. H 2 S(CH 3 ) 2 (CH 3 ) 3 CO OTs (CH 3 ) 3 CO HBr ROOR 1. BH 3 2. HOOH/HO (a) (b) (c) (d) H 3 O + /H 2 O H 3 O + /H 2 O (e) D 2 /Pd (f) 1. O 3 2. HOOH (g) (h) + (i) OH OH OH HO OH no reaction CH 3 CH 3 D D O O Br...
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