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CH241-1.601.08C.EX1.ANS

CH241-1.601.08C.EX1.ANS - Name STUDENT ID NO EXAM NO...

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Name: ____________________________________________ 1 STUDENT ID NO. __________________________ EXAM NO. _________________ DEPARTMENT OF CHEMISTRY UNIVERSITY OF PENNSYLVANIA Chemistry 241 CGS, Fall, 2008 First Midterm Examination October 7 th , 2008 6:30-8:00 Dr. Roberts ANSWER KEY DISTRIBUTION (NORMALIZED TO 100 POINTS) 90-100 17 80-89 21 70-79 17 60-69 11 50-59 7 40-49 4 <40 4 Average 74.7 Median 77.9
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Name: ____________________________________________ 2 I. (4 points each, 8 points total) Provide a Lewis structure for each of the following condensed formulas, including all valence electrons, and assign any formal charges . a. Cl 2 C=CHCH 2 CH(CO 2 CH 3 ) 2 C C C C Cl Cl O O O O H H H H C C H H H H H H b. [ O 2 NCH(CH 3 )CH 2 N(CH 3 ) 3 ] + N C C N C H H H H H H O O C C C H H H H H H H H H II. (5 points each, 10 points total) Below a Lewis structure is provided along with the total number of Lewis structures which will contribute to the resonance hybrid (including the one provided). Provide Lewis structures for the other contributors and indicate which one (or ones) will contribute most importantly. a. (4) C C C O O H H H H H C C C O O H H H H H C C C O O H H H H H C C C O O H H H H H C C C O O H H H H H minor minor equivalent and most important
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Name: ____________________________________________ 3 b. (4) C C C C C O O H H H H H C C C C C O O H H H H H C C C C C O O H H H H H C C C C C O O H H H H H C C C C C O O H H H H H equivalent and most important less important less important III. (8 points each, 16 points total) For each of the following, first provide a full Lewis structure. Then indicate on the Lewis structure the hybridization of each atom (except hydrogen). Then specify what atomic orbitals overlap to give each bond and indicate what atomic orbital each lone pair occupies. Finally provide a perspective drawing showing the geometry of the molecule (you don’t need to show the geometry of the methyl groups; they are understood to be tetrahedral). a. HN=C=NH N C N H H N sp2 N sp2 hybridization: C, sp ; both N's, sp 2 N sp2 - H 1s N sp2 - H 1s ! bond: C sp - N sp2 " bond: C 2p -N 2p N C N H H b. [(CH 3 ) 2 OH] + O H C C H H H H H H hybridization: O, sp 3 ; both C's, sp 3 O sp3 ! bond: C sp3 - O sp3 C-H ! bonds: C sp3 - H 1 s ! bond: O sp3 - H 1s O H H 3 C H 3 C
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Name: ____________________________________________ 4 IV. (30 points total) Provide the information which fits the description given.
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