exam1akey - Tuesday, September 23, 2008 CHM 2210 Sec. 4830...

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Unformatted text preview: Tuesday, September 23, 2008 CHM 2210 Sec. 4830 Exam #1 Form A Answer Page 1 of 2 pts. Answer sheet Last name: First name: UFID: K E Y /100 Put your answers in the spaces, or check your answer 1. (17 pts) Formamide resonance. (a) H O C NH2 (e) O O a a O H C (b) b NH2 N a,b O H C NH2 (c) 3 1 C 0 +1 N 1 (f) sp2 C sp2 sp2 (c) O 3 C 0 0 N 0 +1 __17_ (d) O OCN yes C N 120 0 (d) O (g) no 1 C N 2. (13 pts) Amines C3H9N (a) (b) 1 (a) (b) NH2 1 (a) H N (b) 2 (a) (b) 3 NH2 N (c) The four amines are [1 word] ............constitutional.............................. isomers. __13_ 3. (4 pts) Polarity [1 = lowest, 4 = highest polarity] H3C Br 2 H3C F 4 H3C CH3 1 H3C Cl 3 ___4_ 4. (12 pts) (a) IUPAC Name. (b) Circle all 3 C. (c) Mark [*] chiral C. * (a) Name: 3-ethyl-2,5-dimethylhexane __12_ __46_ Tuesday, September 23, 2008 CHM 2210 Sec. 4830 Exam #1 Form A Answer Page 2 of 2 pts. __46_ Answer sheet 5. (14 pts) cis-1,3-Dimethylcyclohexane (a) Flat ring structure CH3 (b) Alternative chair conformations (c) Circle the more stable CH3 (d) ax, ax ax, eq eq, eq (e) Strain (1 word) (f) yes (g) chiral no achiral steric 6. (11 pts) 2,3,4-Trihydroxybutanal (a) 3 4 __14_ (b) 2-C: 3-C: (c) 3 1 HOH2C HO H H OH CHO 1 2 R R optically active optically inactive 4 2 Cl H __11_ 7. (24 pts) 2,3-Dichlorobutanoic acid CH3 A B H H Cl H Cl CO2H (b) 2-C: 3-C: H Cl C Cl H3C (b) 2-C: 3-C: (a) H CH3 CO2H Cl CO2H (b) 2-C: 3-C: (a) CO2H H Cl Cl H CH3 (a) S S CO2H H Cl H Cl CH3 S R CO2H Cl H H Cl CH3 R R (c) A and B are (c) A and C are (c) B and C are __24_ diastereomers............. 8. (5 pts) Mixtures of enantiomers R: 80% ee (a) S: enantiomers................ diastereomers............. 10 % (a) R: 90 % (b) A 1:1 mixture of enantiomers is a .....racemic.............. mixture ___5_ __56_ Total points: _100_ ...
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