1
Chem 145 Test 2- Spring 2004
Dr. Duffy-Matzner
Name ________________________
Section: A1 or A2 or A3 (circle one)
Part 1 - Multiple Choice (2 pts each) and Nomenclature
____ 1. What would be needed to make benzene react with bromine?
a) heat
b) light
c) FeBr3
d) HBr
____ 2. Alkynes will react with one mole of H2 in the presence of a metal catalyst to produce:
a) alcohols
b) alkenes
c) acids
d) anhydrides
____ 3. Which of the following alcohols would be a secondary alcohol?
a) (CH3)2CHOH
b) (CH3)3COH
c) CH3CH2OH
d) CH3OH
____ 4. Identify the alcohol that will not react with K2Cr2O7.
a) CH3OH
b) (CH3)3COH
c) CH3CH2OH
d) (CH3)2CHOH
____ 5. The strongest force present in ethers is _________.
a) London Forces
b) Dipole/Dipole
c) Hydrogen Bonding
d) Ionic Attractions
____ 6. List the following compounds in terms of increasing boiling points:
a) CH3CH3<CH3OCH3<CH3CH2OH
b) CH3OCH3< CH3CH3 < CH3CH2OH
c) CH3CH2OH< CH3OCH3< CH3CH3
d) CH3OCH3 < CH3CH2OH < CH3CH3
____ 7. Propanal is a ______ carbon _____.
a) three, aldehdye
b) four, aldehyde
c) three, alcohol
d) three, ketone
____ 8. Determine which of the following compounds would give a positive's Benedict's Test.
O
O
O
a)
OH
b) H
O
c) H
H
d)
OH
_____ 9. Which of the following compounds would react with a ketone?
a) NaOH
b) KMnO4
c) LiAlH4
d) Na2Cr2O7
_____ 10. A hemiketal is formed from the reaction of an alcohol with a ________.
a) acid
b) aldehyde
c) alcohol
d) ketone
2
_____ 11. List the following in terms of increasing solubility in water.
a) RCHO < RH < RCH2OH b) RH< RCHO < RCH2OH
c) RCH2OH < RCHO < RH
_____ 12. A reaction between an alcohol and an acid would result in an _____:
a) ester
b) ether
c) acetal
d) amide
____ 13. Identify the compound that would be acidic in water.
a) aldehyde
b) carboxylate salt
c) phenol
d) alcohol
_____ 14. Identify the hemiacetal in the following compounds.
O
O
a)
b)
O
OH
O
O
c)
d)
O
____ 15. Which of the following classes would not react with either a strong acid or base.
a) amines
b) ethers
c) carboxylic acids
d) phenols
(18 pts) Nomenclature - please name or give the structure for the following.
CH3
CO2H
a) trans-2-methyl-3-pentenal
b)
Cl
O
c) N,N-diphenyl propanamine
d)
OH
e) ethyl 3-methylbutanoate
f)
3
Part 2 - Answer the following questions as completely as possible.
(8 pts) 1. Circle and name all of the different functional groups for the following compounds.
Then answer the following questions.
O
a
O
B
b OH
A
Cl
a) Determine the hybridizations of the atoms: a __________ b__________
b) Determine the bond angles of A __________ B ___________
c) Would this compound change the color of litmus paper? (explain your answer)
(20 pts) 2. Fill in the blank area in the following reactions.
Cl
FeCl3
a)
O
Na2Cr2O7
OH
b)
OH
O
c)
d)
OH
Cl
Na (s)
e)
H+
+
f)
N
H
OH
g)
OH
+ H2O
H+
heat
O
O
+
4
(8 pts) 3. Discuss in detail how you would differentiate between the following compounds in
the laboratory.
O
O
OH
H
OH
(8 pts) 4. An unknown compound C4H8O2 yields ethanol (CH3CH2OH) as a product upon acidic
hydrolysis,
a) Write the reaction.
b) Identify (name) the unknown and the other product of the hydrolysis reaction. (hint one of
these is an ester)
(8 pts) 5. Consider the polymer formed from these two monomers.
O
HO
O
+
OH
HO
OH
a) Write what the repeating unit in the polymer would look like:
b) Do you think that the polymer would be stable with acids or bases, why or why not?
c) Please explain if this an example of condensation or addition polymerization or neither.