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11 Questions on Aromatic Compounds - Exam 4 | CHM 2311, Exams of Organic Chemistry

Saint Joseph's University (SJU)Organic Chemistry
Prof. Mark Forman

Material Type: Exam; Professor: Forman; Class: Organic Chemistry I; Subject: Chemistry; University: Saint Joseph's University; Term: Fall 1998;

Typology: Exams

Pre 2010

Uploaded on 08/18/2009

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CHEMISTRY 2311-EXAMINATION IV
DECEMBER 11, 1998
DR. MARK A. FORMAN
NAME:
QUESTION
POINTS
SCORE
1 7 _______
2 9 _______
3 8 _______
4 6 _______
5 6 _______
6 9 _______
7 10 _______
8 6 _______
9 9 _______
10 18 _______
11 12 _______
TOTAL _______
pf3
pf4

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Download 11 Questions on Aromatic Compounds - Exam 4 | CHM 2311 and more Exams Organic Chemistry in PDF only on Docsity!

CHEMISTRY 2311-EXAMINATION IV

DECEMBER 11, 1998

DR. MARK A. FORMAN

NAME:

QUESTION POINTS SCORE

1 7 _______

2 9 _______

3 8 _______

4 6 _______

5 6 _______

6 9 _______

7 10 _______

8 6 _______

9 9 _______

10 18 _______

11 12 _______

TOTAL _______

  1. Provide an IUPAC name for each of the following compounds (7 points). a.) (^) b.) c.) CH 3 ________________ _________________

Br Br

  1. Draw structures corresponding to each of the following IUPAC names (9 points). a.) p -chlorobenzoicacid b.) 2,4,6-trinitrophenol c.) 2-chloro-1,4-dintrobenzene
  1. a.) Circle all compounds that are expected to be aromatic. You may assume that all are planar (8 points). O
  2. The five-membered heterocycle imidazole is aromatic. Draw an orbital picture of imidazole to accountfor its aromaticity. Be sure to include a discussion of the hybridization of the nitrogen atoms in your answer (6 points). H^ N^ N
  3. Briefly explain why the –CFinductive and/or resonance effects of the –CF 3 group is a meta-directing deactivator. Be sure to include a discussion of 3 group in your answer (6 points).
  4. Define each of the following terms in words, with a chemical structure, or with an equation (9 points). a.) a charged aromatic compound b.) a Friedel-Crafts acylation reaction c.) a deactivating; o,p-director
  1. Predict the product of each of the following reactions (18points). a.) (^) SO 3 H

OH

HNO 3 , H 2 SO 4 b.) CH 2 CH (^3) Br 2 , FeBr 3

c.) O C CH 2 CH (^3) CH 3 CH 2 Cl, AlCl 3

d.) OH , AlCl 3 CH 3 CH^3

Cl COCH 3

  1. Show how you would accomplish each of the following syntheses, listing all required reagents andshowing all transformations (12 points). a.) (^) NO 2 Br

b.) (^) CH 2 CH 2 CH 3 Cl