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(CHEM111)[1999](s)quiz3~1463^_10036.pdf
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Quiz #3, CHEM 111, Fall Semester, 1999/2000
Student Name: Student ID #: Section:
Note: You are required to complete all questions independently and reference materials are prohibited. Total marks for this quiz is 50 points.
Question 1: Which of the following compounds are chiral? (8 points)

(A) (B) (C) (D)
N COOH CHO


Me OO H H HO H

N Me N
N CH3 CH3
H
H O

Answer:
Question 2: Place asterisks (*) at all stereogenic centers in the following molecules: (14 points)

(A)
(B)
CH3 (C) H3C
CH3
Br
H
Br


CH3 H
H3C OH
H3C O
Answer: (just place asterisks on the above structures)
Question 3: Assign R, S configurations to each stereogenic centers in the following molecules: (8 points)

(A) (B) (C)
Br CHO





CH3CH3 H C

H

OH H

C
C

H

HCOOH
Cl H

OH CH3 CH2OH
Answer: (just mark R, S configurations on the above structures)
(continue to reverse side for Question 4)
Question 4: Which of the following molecules represent meso compounds? (12 points)



(A) (B) (C) (D)

CH2OH OH Br H3CH

H

CH
H OH Br OH H Br HO H

CH Br H

CH3 CH2OH
Answer:
Question 5: Assign R, S configurations to each molecules given below and determine which molecules are enantiomers and which are the same molecules? (8 points)
CH3CH3
(A)
Br
C
H

C and
COOH COOH HBr
(B) CH3 CH2OH and
H

C Br

C
CH2OH CH3
Br H
Answer: (just mark R, S configurations on the above structures) The molecules in (A) are: The molecules in (B) are: