322B_1ST_PRACTICE

322B_1ST_PRACTICE - PCC HC CO 2 CH 3 CO 2 CH 3 C CH 3 O +...

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1 322b Practice First Progress Test 1.a) Arrange in order of decreasing stability (Take account of resonance structures!) (a) (CH 3 ) 2 C=CH-CH 2 (b) (CH 3 ) 2 C=CHCH CH 3 (c) H 2 C= CHCH 2 (d) CH=CHC(CH 3 ) 3 (e) (H 3 C) 3 C (f) CH= CH 2 b) H CH 3- CH=C + CH 3 (a) (b) (c) (d) (e) (f) CH 2 CH=CH 2 CH 2 =CH (CH 3 ) 3 C + 2. Arrange in order of decreasing basicity: NaOH, CH 3 Li, Cl - , NH 2 K, CH 3 COONa, CH 3 CH=CHLi (a) (b) (c) (d) (e) (f) 3. Indicate the hybridization symbol of the starred atoms * * * C * O * H C C * C * H 3 C H 3 C * CH 3 H O * 4. Write electronic structures of (include formal charges): CO 2 HNO 3 NO + HSO 4 - NO 2 - CN - 5. Circle and name the functional groups. O CO 2 CH 3 C H O N O CH 3 O * * * * * NH
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2 6. Write the resonance structures of O N O H H NO 2 7.Write the structures of the predominant product. If no reaction occurs indicate “no rxn” a. b. c. CH 2 OH OH OH H 2 CrO 4 KMnO 4 cold
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Unformatted text preview: PCC HC CO 2 CH 3 CO 2 CH 3 C CH 3 O + CH 3 MgBr H 3 O + H 3 O + LiAlH 4 excess O NaBH 4 d. e. f. g. CH 3 CH=CHCH=CH 2 + HBr three products h. + Br 2 light or ROOR i. + Br 2 CCl 4 + HCl j. k. NBr O O hv CCl 4 2 substitution products 3 l. O O O 8. Synthesize from alcohols of 4 carbons or less as the only carbon source and any other needed reagent. CH 2 CH(CH 3 ) 2 (CH 3 ) 3 C a. b. Synthesize OH starting with alcohols of 3 carbons or less as the only carbon source and any other needed reagents 9.Indicate which of the following is (A) aromatic (B) anti-aromatic (C) non-aromatic N O O 10. Write the mechanism of: Br Br Br + HBr a. + Br 2 b. NBS ROOR + Br...
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This note was uploaded on 10/06/2008 for the course CHEM 322BL taught by Professor Singer during the Fall '07 term at USC.

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322B_1ST_PRACTICE - PCC HC CO 2 CH 3 CO 2 CH 3 C CH 3 O +...

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