College of Science

Department of Chemistry

Quiz 3

Organic Chemistry for Non-Majors

(CHEM 282)

Fall 2018

Instructor: Prof. Dr. Thies Thiemann

Name:

ID: Grade: /5 P

Answers
 1.) How many stereocenters are there in this molecule?

How many stereoisomers of this molecule are possible?

OH

2 stereocenters
4 stereoisomers

/1P

2.) Please draw the mirror image of the molecule below:

Are image and mirror image the same molecule or not?

They are not the same molecule

H H
Br Br

/1P
mirror plane

3.) Please name the following molecules (incl. R- and S-nomenclature):

CH3

1
Cl
a.) b.)

2 3 CH3 turn the molecule

H
3 1

(S)-2-chlorobutane 2
3 (R)-3-methyldecane
c.) CH3
1
2 1 OH
/1.5P
2
3
(1S,2R)-2-methylcyclohexanol
4.) a.) How many stereocenters are there in the molecule below?
b.) How many stereoisomers of this molecule are possible?
c.) Please draw them.
d.) Is there a meso-compound? If there is, underline (mark) it.

CH3

symmetric molecule ---- meso compound exists

2 stereocenters
4 - 1 = 3 stereoisomers
CH3

CH3 CH3 CH3 CH3

CH3 CH3 CH3 CH3

/1.5P
meso
5.) Please look at the two molecules (1 and 2) below. Are they the same, or enantiomers or
diastereoisomers to each other?

1 2

diastereoisomers (2 stereocenters, but only one is changed going from 1 to 2)

/ bonus 0.5P