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zimmerman-quiz8-key - Quiz 8a Organic Chemistry 345 Spring...

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Unformatted text preview: Quiz 8a Organic Chemistry 345, Spring 2006 K9 1 ' Name (Please Write Clearly) Give the products of synthesis as isolated after workup. 1) ill . ‘94.]. a) N ' ' —.—» (a <1 D11 st04 A BY’ orvie Br £6 +- MQ’Tf [W who???) V\ i 0 IV 2 fl 0 3 > . . . 2., 3.. - Picryl Chloride W W Cumene - - ' i ‘t’ 09! _3 4) Hydroperoxide Dil. sto4 <9 ‘3 ‘6 . ' olni 5) Benzoquinone W ‘joj - . n 2 H' . (”match a; COOH ' $1 6) 0: 1. HONO ‘5 I J _ _ , NH2 2. Cyclopentadiene A - . I 7) Fremy's Salt ‘ - i i . Hydroqumone . or KZCr207 0 OH Dir! ' - ,3 a $4 8) . f/ Brz, H20 '67 . 9) CH? _ bl‘l- 0H fidch‘; O’CH-CH=CH2 . HI:- (j A . Q4 . t-Butyl "(“9“ +43% 10) _ if?! Jr ~ - WV KNH ' . NH ' ' 2! qu 3 NH), Cl _ ' p,r/)€Wlmof l 1) Which is more acidic, Phenol or p—Nitrophenoi? (Answer). Now draw the most important resonance structure accounting for the difference. be I ' l ’— @ ...
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