322b--exam 1 %28hogen-esch%2C sp.04%29

322b--exam 1 %28hogen-esch%2C sp.04%29 - -d~!~-d~ c.vJ...

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1. (10) Give the oxidation numbers ofthe starred atoms. . ~ .. ..-t / OCH=O 1 +1 ~ 2. (10) Name the following: ,O\\°. .p.)~ .l't~ ? , . 0 Q 0: (rJ {,411 -3 Jt. * CH2=CH-CH2U .H ~"L -c*1.. -t~\1.~~ 7 rJrl)r'11 @e (5; '\...- (~ N-N ~ '*' . (A) 2
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4. (10) Write all reasonable resonance structures of: -+ a. R-G-NH2 (---?> \2.- <!. -::. I... L.. . b. n t ..~./ 0 . ~..I'V o. ~ UVor + Br2 ~.~ tM ,/ ;'~.< <:J\~fPl , (CH3hCO t{~1~ c~) \ t' --7 C\ty- C - O~ iJ, ~( \'f ..~ .... \I~ \4 -D'h ~rr ') <-).> CH2 ~ ~. d. [>+ including + HBr 1- H~v formal charges, curvedarrows): A HSO+... (CHsbCOH ... t' "1~£) .--::::) -+ C \\-- . 3 3
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a. b. . 2 CHsCH:!v1gBr + CH3CH~gBr CH3CQGH3.. 2)H30' . . 6\-1 . / 3) pce .. ()~3c\+1..- . T -d~ . !~ -d~ . c.vJ + CH3CH~gBr \7 0 ~ ~ ?i CH3CH2MgBr
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Unformatted text preview: -d~ . !~ -d~ . c.vJ + CH3CH~gBr \7 ~ ~ ?i CH3CH2MgBr )0 + h. + 1) Mg~ Et20 .. 2) D2b no Q-CO2CH" ~ H30. . 2) H3O+ 3) H2Cr;4C\\3 0-\1. . C ~ C, H't-cc't\ .. ('-'3 e\t3 )II; aJ.o ~(f'A. 'v\~~t .r.X ~~'J, :~~~~\k r~J + .!---(>~~~~I;D"" "'",-", ""'" '~"~"'~""" "" """""""'" ""',,,""""""""""""""" ",."""" ' 4 f-Dl)~ , , , , ..;;,'7 ~ (15) :""", 'a. .. . . Synthesize . . OON 'b. . Synthesize .. . <{d.~.~ .~ ... . ; ':;'- . t ..\. .:;. .., .o-OH .and alcohols.of4carbons .l() . . and a suitable dienophile as the only carbonsources. .. . from ~. ditke . . 5...
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