Chemistry 250. Test Three. November 03, 2014. Name ___________________________________________________ (87? Points)
This test is pledged non-disclosure until returned by professor. In Part One, each set of answers also includes e- none of the above. This answer
may or may not be needed, but it is included in case I mess up a question.
Part One. Two points each – 32 points
_____1) Which of the following is a tertiary alcohol?
a- 3-pentanol
b- 2-methylcyclohexanol
c- 1,3-dimethylcyclopentanol
d- 2,4-dimethylphenol
_____2) Which of the following molecules will be the most soluble in water?
a-
b-
c-
d-
_____3) Which of the following molecule pairs will hydrogen bond?
a- CH3-CH2-CHO and CH3-CO-CH2-CH3
b- CH3-CO-CH2-CH3 and CH3-CH2-CH2-OH
c- CH3-CH2-O-CH2-CH3 and CH3-CH2-CHO
d- CH3-CH2-CH2-CH2-CH3 and CH3-CH2-CH2-OH
_____4) Which of the following would not be classified as a phenol?
a-
b-
c-
d-
_____5) Which of the following molecules is acetone?
a-
b-
c-
d-
_____6) Which of the following molecules is acetylene?
a-
b-
c-
d-
_____7) Which of the following molecules is not involved in hydrogen bonding?
a- 1-butanethiol
b- cyclohexanone
c- diethyl ether
d- 2-bromo-1-pentanol
_____8) Which of the following reagents would not be used in an oxidation reaction?
a- O2
b- FeO43c- H+, H2O
d- ClO_____9) Which of the following groups is the most oxidized state?
a- alcohol
b- ketone
c- aldehyde
d- acid
_____10) Which of the following reagents would not be used in a reduction reaction?
a- NaOH
b- LiAlH4
c- Sn, H+
d- H2, Pt
_____11) Which of the following groups is the most reduced state?
a- CH3-CH3
b- CH2=CH2
c- CH≡CH
d- CH3-CH2-OH
_____12) Which is the main product from the nitration of phenol?
a-
b-
c-
d-
_____13) Which of the following was used by Lister as an antiseptic and disinfectant known as carbolic acid.
a-
b-
c-
d-
Part Two.
1) (20 points) Nomenclature
a-
b-
c-
d-
e-
f-
g-
h-
i-
j-
2) (20 points) For each of the following reactions give the organic products. If more than one product is formed, circle the major product.
1) CH3-CH2-MgBr
a-
→
+
2) H+
-
b-
+
HBr
→
c-
+
H+, 
→
d-
+
1) Na
→
2) CH3CH2Br
e-
+
Cr2O72H+
→
3) (15 points) Definitions as we used them
Hydrogen bonding
Oxidation
Reduction
Carbonyl group
Heterocyclic compound