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Chemistry 321
Name
Exam #2 MAKE-UP
1.
Give the IUPAC name for the following.
H
d)
2.
CH3 CH2
CH2 CH2 CH3
Cl
Draw structural formulas for the following compounds. Give the molecular formula of each (CxHy.....).
a) 2-methyl-3-hexene
c) most stable chair conformation of
cis-1,4-dimethylcyclohexane
5.
Explain why the following is an incorrect IUPAC name. Draw the structure and correct the name.
c) 4-heptene
6.
d) 1-chloro-5-methylcyclohexene
Arrange the following groups in order of increasing priority. Explain your order.
—CH2CH3
—CH2NH2
—CH2Br
—CH2OH
—CH2CH(CH3)2
7.
Consider the following acid-base reaction:
O
CH3 COH
O
+
NH3
CH3 CO-
+
NH4 +
a) Complete the Lewis structure for each species (reactants and products).
b) Use curved arrows to indicate the flow of electron pairs.
c) Indicate the conjugate acid-base pairs.
2. Draw mirror images of the following molecules. Are the mirror images superimposable on the original?
H
H
CH3
a) Br
5.
c)
Determine the R,S configuration of the following molecules:
CH3
H
OH
CH3
a) Br
H2 N
b)
7. Clearly indicate the stereocenters in the following molecule:
a)
H2 C
COOH
HC
COOH
HC
COOH
OH
HO
CH3
H3 C
OH
Br
CH2CH3
COOH
H
8.
Define the terms: stereoisomers, enantiomers and diastereomers. Use 2,3-dichloropentane to illustrate these terms.