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CHEM 14C Winter 12 Final Exam Part B Solutions,100% CORRECT $13.99   Add to cart

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CHEM 14C Winter 12 Final Exam Part B Solutions,100% CORRECT

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CHEM 14C Winter 12 Final Exam Part B Solutions 1. HO O O 2. Influence #1: Resonance causes some or the entire molecule to be planar. Influence #2: Resonance increases stability. Influence #3: Resonance causes electron delocalization. 3. Coplanar The carboxylic acid a...

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  • March 6, 2023
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Chemistry 14C Winter 2012 Final Exam Part B Solutions Page 1


CHEM 14C Winter 12 Final Exam Part B Solutions


1. NH NH

N N N N


HO
F F

O O
HO

O O

2. Influence #1: Resonance causes some or the entire molecule to be planar.

Influence #2: Resonance increases stability.

Influence #3: Resonance causes electron delocalization.

3. Coplanar

The carboxylic acid and ring B have this geometry because it allows for
conjugation between the C=O and the
B ring aromatic electron cloud.


N
H
4.
N N
H

O
F

O O




5. Ten

6. A, B, and C

hTthtpiss:s/t/uwdwywso.cuorucerswehaesrod.ocwomnl/ofaildee/8d0b5y5415030/01040C8w021523fi1n2a6lB9
kfreoym/ CourseHero.com on 02-24-2023 16:51:30 GMT -06:00

https://www.coursehero.com/file/27131888/Winter-2012-Final-Exam-Part-B-Solutionspdf/

, Chemistry 14C Winter 2012 Final Exam Part B Solutions Page 2
7. Of the carbon stereocenters in penicillin G, two have the R configuration, one
has the S configuration, and zero are not R or S. Not including the structure
shown above, there are 23 - 1 = 7 penicllin G stereoisomers.

H
8. Several answers are possible. Invert at least N S CH3
one, but not all, of the stereocenters of O
penicillin G. For example invert only the
stereocenter bearing the carboxylic acid: CH3

N CO
O OH

9. (d) No conclusions can be drawn concerning the drug properties of the
enantiomer.




hTthtpiss:s/t/uwdwywso.cuorucerswehaesrod.ocwomnl/ofaildee/8d0b5y5415030/01040C8w021523fi1n2a6lB9
kfreoym/ CourseHero.com on 02-24-2023 16:51:30 GMT -06:00

https://www.coursehero.com/file/27131888/Winter-2012-Final-Exam-Part-B-Solutionspdf/

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