322b--exam 1 %28date unknown%29 - ~\3y A ~ ~ ~~y-t...

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~ ) . lfr ~ 0 N '-~f WI- V1 "',' ~V12,/' c"'\o~,d~ ,3- ~ l) ;' ~ .3 (§) e [P
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~ :. . . , -I -- .':( 0 'J.j... -.- NaBH4 A~)- ~~ Br x) /'~ ~ ~ f( .. 'e ] t\t5 OHC~CHO .. heat , ,..ck .... - CHfJ"S ~H V8 Me2CuLi lA IJr1' 'I 1.Mg, Et20 ." 2. d .0 ~ ,(~ /1w,. HCI. -40 °C qV'
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- 3- . . . . 4. The following reaction gives two different products. Draw the productsin the boxe$. . Thenwrite a reasonable mechanism for each product (10 pts) Br2 A: light .. ~ (Mechanism for A) - radical mechanism ~~r --7 .~...'.~ . ~ ~y" ~ ..L,~ ..J r~/'! ~, ~ ~r-iv- . . . . . . . (Mechanlsln for B) - ionic mechanism ~ ~f,~t ". '.
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Unformatted text preview: ~\3y' A ~. ~ ~~y-t ey".--;") "( \: y)-y\~ ((f)-t .l-, 5. Draw both endo arid exo products from the following Dlels--Alder reaction, and circle which one forms faster. (10 pts) . . " t. (CO2Me CO2Me Co ~ 6-1.-.. 't heat f., \1E' 'too / ) (ktKO ~ ~~O 7 A--- .0. .-3> .' < .6-2. ~ HOA/ Br ~)-~tt' .~ .o~_. .J . .. \~ .~~ s---pc-<. .7 .E kf--\lq.- S ~ => .-.~ ::> 6. .~L-CvL: ~~y' ~~ . 6} .\-t~O7 c::r' . . d\-1 A...
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