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(C)
(E) [ Fe 2+ ] = [ Fe 3+ ]
8. All of the following are characteristics of gas chromatography EXCEPT:
(A) A mobile inert gas carries the sample.
(B) The stationary phase is a volatile liquid.
(C) The sample undergoing separation may be a gas, a liquid, or a solid at
room temperature.
(D) The separation column may be a capillary without packing material.
(E) The number of plates for separation may be calculated.
9. A pH meter measures
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(A) voltage
(B) current
(C) resistance
(D) power
(E) conductance
10. A 60.-milliliter sample of a 0.020-molar solution of Fe2+ is titrated with a
0.010-molar solution of K2Cr2O7 in acid solution. What volume of the
K2Cr2O7 solution must be added to reach the equivalence point?
(A) 10. mL
(B) 20. mL
(C) 30. mL
(D) 60. mL
(E) 120 mL
11. Oxalic acid can be determined gravimetrically by precipitation as
Ce 2 (C2O 4 )3 XH 2O and ignition to CeO2 for weighing. The gravimetric factor
for conversion of CeO2 (formula weight 172.1) to H2C2O4 (formula weight
90.03) is
(90.03)
(A)
(172.1)
(172.1)
(B)
(90.03)
2(172.1)
(C)
3(90.03)
3(90.03)
(D)
2(172.1)
2(90.03)
(E)
3(172.1)
12. An indicator has Ka equal to 8 10 7 . What is the ratio of the concentration
of the acid form of the indicator to the concentration of the basic form,
([HIn]/[In-]), in a buffer solution in which [H+] is 1 10 6 -molar?
0.8
8
1
1
1
(B)
(C)
(D)
(E)
(A)
1
80
8
1
0.8
13. Hydrochloric acid is titrated with sodium hydroxide, and the conductance of
the solution is measured as a function of the volume of NaOH added. Which
of the following curves best represent this titration?
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14. Which of the following substances would be best for the standardization of a
potassium permanganate solution?
(A) KBrO3
(B) K2Cr2O7
(C) Na2C2O4
(D) As2O5
(E) Na2S2O3
15. Two substances A and B have the ultraviolet absorption characteristics shown
below:
Molar
Molar
Substance
Absorptivity at 1 Absorptivity at 2
A
4,120
0.00
B
3,610
300.
A solution containing both of these substances gives an absorbance of 0.754
at 1 in a 1.00-centimeter cell and an absorbance of 0.240 at 2 in a
10.00-centimeter cell. What is the concentration of B in mole per liter?
(A) 0.64 10 5 M
(B) 0.80 10 5 M
(C) 0.64 10 4 M
(D) 0.80 10 4 M
(E) 1.12 10 4 M
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16. When the salt of a strong base and a weak acid is dissolved in water, the anion
of the salt undergoes hydrolysis and a basic solution results. What is the
equilibrium constant for this reaction?
(Keq = equilibrium constant, Kw = ion product of water, Ka = ionization
constant of the acid, Kb = ionization constant of the base)
(A) K w K b
(B) K a K w
(C) K w K a
(D) Kw/[H+]
(E)
Kw Ka
II. Inorganic Chemistry
17. Hydrogen bonding is exhibited by which of the following substances?
(A) KH
(B) H2
(C) CH4
(D) HF
(E) AsH3
18. The number of neutrons in an atom of 207
82 Pb is
(A) 41
(B) 82
(C) 125
(D) 207
(E) 289
19. In the NO2- ion, the nitrogen-oxygen bond length corresponds to a
(A) single bond
(B) bond intermediate between a single and double bond
(C) double bond
(D) bond intermediate between a double and triple bond
(E) triple bond
20. The coordination number for the cations in a crystal of CaF2 is 8. The
coordination number for the anions in this crystal is
(A) 2
(B) 4
(C) 6
(D) 8
(E) 10
21. Which of the following molecules or ions does NOT have a linear structure?
(A) NO2+
(B) HCN
(C) H2S
(D) CO2
(E) ICl222. Hybridization of d 2 sp 3 orbitals is associated with what structure?
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SUB
SUB
37. CO coordinates most strongly with metal of zero or low oxidation state
primarily because of
(A) the trans effect
(B) the intense polarity of the CO molecule
(C) the necessity of following the effective atomic number (EAN) rule
(D) a decrease in the repulsive forces
(E) an increased opportunity for pi bonding
38. The primary reason for the nonexistence of NaCl2 is that
(A) Na has a high second ionization energy
(B) the expected repulsion between the Cl atoms is strong
(C) NaCl2 would gave very high lattice energy
(D) the Cl2- ion has been observed only as a ligand in coordination
complexes of transition metal ions
(E) Cl has a low electron affinity
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39.
Ion
Fe2+
P(cm-1)
17,600
Ligand
0(cm-1)
6H2O
10,400
33,000
6CN
3+
21,000
6F
13,000
Co
Both of the ions have six 3d electrons.
The table above lists values of mean electron-pairing energies P and crystal
field splittings0 with certain ligands. According to these values, which of
the following statements is true? (Atomic number: Fe = 26, Co = 27)
(A) Fe(H2O)62+ and Fe(CN)64- are both paramagnetic complexes.
(B) Fe(CN)64- is a paramagnetic complex, whereas Co(F)63- is a diamagnetic
complex.
(C) Fe(CN)64- and Co(F)63- are both diamagnetic complexes, whereas
Fe(H2O)62+ is a paramagnetic complex.
(D) Fe(CN)64- is a diamagnetic complex, whereas Fe(H2O)62+ is a
paramagnetic complex.
(E) Fe(H2O)62+, Fe(CN)64-, and Co(F)63- are all diamagnetic complexes.
40. Which of the following statements about the group of elements consisting of
Li, Na, K, Rb, and Cs is correct?
(A) The metals are all powerful oxidizing agents.
(B) They are known as the alkaline earth metals since their hydroxides are
strongly basic.
(C) Each element differs from the one above it by the presence of one
additional electron in the outer energy level of its atoms.
(D) They are usually stored under water since they react readily with air.
(E) Each has the largest atomic radius of any element in its period.
41. All of the following are correct statements regarding phosphine, PH3,
EXCEPT:
(A) It is a planar molecule.
(B) It can be prepared by the hydrolysis of Ca3P2.
(C) It is a gas at room conditions.
(D) It is a polar molecule.
(E) Its aqueous solution are less basic than equimolar solutions of NH3 are.
42. Which of the following is a result of the lanthanide contraction?
(A) Niobium and tantalum are chemically much more similar to each other
than either element is to vanadium.
(B) The atomic radius of tungsten is considerable larger than that of
molybdenum.
(C) The electropositive character of the copper family elements increases
from copper to gold.
(D) The stability of complexes of the tripositive lanthanides decreases from
cerium to lutetium.
(E) The lanthanide elements are extremely electropositive metals.
III. Organic Chemistry
43. Peptide bonding results in the formation of an
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(A) ester
(B) aldehyde
(C) ether
(D) acetal
(E) amide
44. The reaction of nitrobenzene with an electrophilic reagent proceeds less
rapidly than the reaction of benzene with the same reagent because the
(A) nitro group reduces the electron density of the aromatic ring to which it
is attached
(B) electrophilic reagent complexes with the nitro group and thus becomes
less available for reaction at a site on the ring
(C) bulk of the nitro group shields the aromatic ring from attack by the
reagent
(D) charges on the oxygen atoms of the nitro group repel the electrophilic
reagent
(E) nitro group increases the electron density of the ring to such an extent
that the ring loses its aromatic properties
45. The chlorination of neopentane is initiated by light and yields neopentyl
chloride. The most likely mechanism for this reaction is
(A) Cl2 light
(CH3)3C C H 2 + HCl
Cl+ + (CH3)3CCH3
+
(CH3)CCH2Cl C
(CH3)3C C H 2 + Cl
-
2Cl
(C) Cl2 light
Cl + (CH3)3CCH3
(CH3)3CCH2Cl + H
HCl
H + Cl
light
(D) Cl2
2Cl
Cl +(CH3)3CCH3
(CH3)3C C H 2 + HCl
(CH3)3CCH2Cl + Cl
(CH3)3C C H 2 + Cl2
(E)
Cl2 light
2Cl
Cl +(CH3)3CCH3
(CH3)3C C H 2 + HCl
(CH3)3CCH2Cl
(CH3)3C C H 2 + Cl2
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46.
Which of the following terms or phrases best describes the type of reaction
illustrated above?
(A) Electrophilic addition
(B) Electrophilic aromatic substitution
(C) Nucleophilic aromatic substitution
(D) Nucleophilic addition
(E) -Elimination
47. Alcohols of the type R R R COH may be prepared by the action of a Grignard
reagent on
(A) a ketone
(B) a secondary alcohol
(C) an ester
(D) an aldehyde
(E) a nitrile
48. When each of the following compounds undergoes nitration, which would be
expected to give the lowest ratio of moles of ortho isomer to moles of para
isomer?
(A)
CH2CH3
(B)
CHCl2
(C)
CH2Br
(D)
CH3
(E)
C(CH3)3
is an example of
SUB
O
O
CH3CCH2CCH3
O
(B)
CH3CCH2CH2CHO
O
(C)
CH3CH2CH2CCH3
O
(D)
CH3CH2CH2CCH2CH3
(E)
CH3CH2CH2CH2CHO
O
CH3CH2C OH
H+
52.
+
reflux
Which of the following indicates the major products of the reaction above?
(A)
CH3CH2OH
O
CH3CH2C OCH2CH2OH
+ H2
CH2 CH2
O
(B)
CH3CH2 C OH + H2
O
(C) CH3CH2C CH OH + H2O
CH3
O
(D)
CH3CH2C OCH2CH2OH
O
+ H2O
(B)
CH3 C CH2CH3
CH3
(C)
CH3CHCH2CH2OH
(D)
CH3
CH3CHCH2CH3
CH2OH
OH
(E)
CH3CHCHCH3
CH3
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54.
55. If basicity is defined as tendency to combine with a proton, the LEAST basic
of the following compounds in solution is
(A) NH3
(B) CH3NH2
(C) (CH3)3N
(D) C6H5NH2
(E) O2N
NH2
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56.
(B)
(C)
C6H5 CH CH3
OH
C6H5CH3
to
C6H5 CH CH3
Cl
to
C6H5CHCl2
O
(D) C6H5CH3 to
C6H5CCl2
O
SUB
(D) Benzamide
(E) Sodium benzoate
59.
The nuclear magnetic resonance spectrum shown above is the spectrum for
which of the following compounds?
(B) (CH3)2CHNO2
(A) CH3CH2CH2NO2
(D) CH3CH2NO2
(C) (CH3)2C(OH)NO2
(E) CH3(CH2)7NO2
60. Which of the numbered hydrogen atoms in the compound below would be
most susceptible to free-radical halogenation?
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62.
The compound above has recently been identified as a sex pheromone for a
particular beetle. The proper designation for the chiral center and the
geometrical configuration, respectively, of this molecule would be
(A) R and Z
(B) R and E
(C) S and Z
(D) S and E
(E) S and trans
63. Alkyl halides undergo nucleophilic displacement reactions of the type
RCl + X RX + Cl , where X may represent a variety of nucleophilic
reagents. Among the following compounds, the LEAST reactive halide in
nucleophilic displacement reactions carried out under similar conditions is
(A) CH2 CHCH2Cl
(B) CH3CHCH2CH3
Cl
(C)
(E)
(CH3)3CCl
(D)
CH2
CH CH2 CH2Cl
CH3CH2CH2CH2Cl
64.
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65.
66.
67. Hckels rule states that aromaticity exists only for planar cyclic compounds
that have (4n+2)-electrons (n = 0 or any positive integer). According to this
rule, which of the structures above must show aromatic properties?
(A) trans-1,3-Cyclohexanediol
(B) trans-1,4-Cyclohexanediol
(C) cis-1,2-Cyclohexanediol
(D) cis-1,3-Cyclohexanediol
(E) cis-1,4-Cyclohexanediol
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68.
69.
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70.
71.
72. Which of the following statements best describes the mechanism of the
reaction between styrene (C6H5CH=CH2) and hydrogen bromide in ether with
no peroxides present?
(A) The H and Br atoms add to the double bond in syn fashion in a
concerted reaction, producing -bromoethylbenzene.
(B) Br- attacks the double bond at the terminal carbon in the slow step,
yielding and intermediate benzylic carbanion, which then picks up a
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proton.
(C) Br- attacks the double bond in the slow step, producing a
three-membered cyclic anionic intermediate, which then protonates in
anti fashion to yield -bromoethylbenzene.
(D) The double bond is protonated in on the terminal carbon in the slow
step, yielding an intermediate benzylic carbocaion, which then is
attacked by bromide.
(E) A Br+ ion attacks the double bond in the slow step, producing and
intermediate three-memebered cyclic cation, which then is attacked in
anti fashion by a hydride ion to form - bromoethylbenzene.
73.
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74.
SUB
(B)
(C)
(D)
(E)
only
and only
and only
, , and
77.
P + 2 (V b ) = RT
V
The term
a
is introduced to correct for
V2
SUB
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SUB
dG = SdT + VdP + i dn i
l
87.
(A)
G
=V
P T ,ni
(B)
G
= S
T P,V
(C)
G
= i
P S ,V
(D)
G
=V
T P,ni
(E)
S
=T
P P,ni
3A + B 2P
The following data about initial rates were obtained for the toichin=ometric
reaction above.
Experiment
[A]0, M [B]0, M
Initial rate=d[A]/dt
1.2 10 8 Ms 1
1
0.20
0.20
2
0.20
0.20
1.2 10 8 Ms 1
For a third experiment, a plot of 1/[A] versus time was found to be linear.
What is the order of reaction with respect to the concentrations of A and B?
SUB
(D) C6H6(l)
(E) CCl4(l)
90. At 25, which of the following substances has the highest surface tension?
(A) C6H6(l)
(B) C6H14(l)
(C) C2H5OH(l)
(D) H2O(l)
(E) C2H5OC2H5(l)
91. A reaction proceeds by a two-step mechanism:
A2 k1 2A
fast reaction
k 1
k2
A + B
products
slow reaction
What is the rate law for the overall reaction?
(A) Rate=k[A2]
(B) Rate=k[A2][B]
(C) Rate=k[A2]2[B]
1
2
SUB
95.
A graph of y plotted against x is a straight line which has the slope shown
above and which does not pass through the origin. This could be a graph in
which y is the
(A) volume of an ideal gas and x is the absolute temperature
(B) pressure of an ideal gas and x is the reciprocal volume
(C) specific heat of a solid element and x is the absolute temperature
(D) energy of the most energetic electrons emitted during illumination and x
is the frequency of the light
(E) first ionization energy and x is the atomic number
96.
N2O4 2NO2
Undecomposed N2O4 is introduced into and empty flask until the pressure of
the pure N2O4 is 1 atmosphere. At a certain temperature, 40 percent of the
N2O4 is decomposed to NO2 according to the reaction above. Approximately
what is the value of the pressure equilibrium constant, Kp, at this temperature?
(A) 10 4
(B) 10 2
(C) 1
(D) 10 2
(E) 10 4
97. The most accurate value for the interatomic distance in a polar diatomic
molecule is determined from data given by
(A) infrared spectroscopy
(B) microwave spectroscopy
(C) Raman spectroscopy
(D) ultraviolet spectroscopy
(E) nuclear magnetic resonance spectroscopy
98. The presence of a weak band in the infrared absorption spectrum of HCl gas at
a frequency roughly twice that of the strong fundamental band centered at
2,886 centimeters-1 can be ascribed to
(A) the presence of different isotopes of chlorine in HCl
(B) transitions from the v=1 to the v=2 vibrational level
(C) transitions from the v=0 to the v=2 vibrational level
(D) changes in electronic energy
(E) changes in rotational energy
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99.
The process indicated by the successive steps a and b in the diagram above is
an example of
(A) fluorescence
(B) phosphorescence
(C) predissociation
(D) radiationless transition
(E) Stark effect
100. The work required to increase the volume of a system by 1.00 liter against
an external pressure of 1.00 atmosphere is
(A) 4.18 joules
(B) 8.31 joules
(C) 0.0821 liter-atmosphere
(D) 1.00 liter-atmosphere
(E) 82.0 liter-atmospheres
101. The activated-complex or transition-state theory provides the following
equation for the second-order rate constant?
S
H
kT R
k2 =
e e RT
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Nj
102.
g j exp( j / kT )
g i exp( i / kT )
i
Nj
N
(B) exp( j / kT )
(C) j / kT
(D) g j exp( j / kT )
(E)
g i exp( i / kT )
i
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Inorganic Chemistry
17.D 18.C 19.B 20.B
23.C 24.B 25.B 26.D
29.C 30.A 31.E 32.E
35.D 36.C 37.E 38.A
41.A 42.A
Organic Chemistry
43.E 44.A 45.D 46.C
49.C 50.B 51.A 52.E
55.E 56.B 57.B 58.C
61.A 62.C 63.C 64.B
67.A 68.A 69.A 70.B
73.D 74.D
Physical Chemistry
75.E 76.D 77.B 78.D 79.D 80.A
81.A 82.C 83.C 84.B 85.B 86.A
87.C 88.D 89.C 90.D 91.D 92.C
93.A 94.A 95.D 96.C 97.B 98.C
99.A 100.D 101.D 102.E 103.C
104.E 105.A 106.B
47.A
53.B
59.B
65.D
71.E
48.E
54.E
60.C
66.E
72.D
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21.C
27.C
33.A
39.D
22.D
28.E
34.A
40.E