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Which of the following is a good approximation of the equilibrium temperature for the reaction at 200 000 atm if enthalpy and entropy are assumed to be temperature independent?
 
T = 3000 K
 
T = 1000 K
 
T = 4000 K
 
T = 100 K
Which of the following could be used to convert butan-1-ol to butan-1-amine?
 
Treat with SOCl2 and then with concentrated NH3
 
Treat with dilute H2SO4 then with concentrated NH3
 
Treat with concentrated H2SO4 then with concentrated NH3
 
Treat with concentrated NH3
If 3-chloro-3-methylpentane is heated in alcoholic potassium hydroxide, how many structural (constitutional) alkene isomers could be produced?
 
2
 
1
 
3
 
4
Which of the following has the greatest number of unpaired electrons in its ground electronic state?
 
Ti2+
 
Cl
 
Al
 
Zn2+
What is E o for the reaction 2 H2(g) + O2(g) → 2 H2O(l)?
 
1.23V
 
0.43 V
 
4.06 V
 
2.06 V
When equilibrium is established, which of the following will be true?
 
[A] > [B] > [C]
 
[A] < [B] < [C]
 
[A] = [B] = [C]
 
[A] = [B] < [C]
Which of the following processes is the most endothermic?
 
Na(g) --> Na+ (g) + e−
 
H2O(l)--> H2O(g)
 
F(g) + e−--> F − (g)
 
K + (g) + Cl− (g) --> KCl(s)
Which ion has the same electron configuration as Cl- ?
 
Sc3+
 
F-
 
P+
 
Si4+
Calculate the heat released (in kJ mol-1 ) during this reaction, using the bond enthalpies given.
 
296
 
521
 
563
 
1160
Which statement comparing catalytic reactions to non-catalytic reactions is correct?
 
The activation energy of the catalytic reaction is smaller.
 
The activation energy of the catalytic reaction is larger
 
The enthalpy of reaction of the catalytic reaction is small
 
The enthalpy of reaction of the catalytic reaction is larger
which of the following group probably has the most unpleasant odour?
 
propanamine
 
propanal
 
butyl butanoate
 
ethanol
Name this
 
N-ethylpropanamine
 
N-aminopentane
 
ethyl amino butane
 
butanamide
which of the following would have the formula C5H10O
 
pentanone
 
pentanol
 
pent-3-en-1-al
 
methoxybutane
What is the product of oxidation of propan-2-ol
 
propan-2-one
 
propanoic acid
 
propanal
 
propene
Which alkene would you use to prepare (1-bromoethyl)cyclohexane
ethenylcyclohexane
Which of the compounds E through K at the bottom of the page are enol tautomers of 2-butanone?
 
EFJ
 
ABC
 
JH
 
KIG
Calculate the ΔG°, in kJ, for the spontaneous reaction, if the E = 0.79V
-1.5E2 kJ
For nitrous acid, HNO2, Ka = 4.0 × 10–4. Calculate the pH of 0.54 M HNO2.
1.83
What is the pH of a solution made of 0.50 M acetic acid and 0.200 sodium acetate given the Ka of acetic acid is 1.8 x 10-5?
4.34
What VSEPR molecular shape do you expect for IF4 +?
seesaw
If n=2, what is l and ml respectively?
l = 0, 1; ml= -1, 0, +1
Which of the following is NOT a strong base? 1. Be(OH)2 c. NaOH 2. Li2O d. CaO
Be(OH)2
The oxidation number of Fe in K3Fe(CN)6 is:
+3
When ignited, a uranium compound burns with a green flame. The wavelength of the light given off by this flame is greater than that of
 
UV light
 
IR light
 
red light
 
radio waves
What is the valence electron for Polonium?
 
6p4
 
7p5
 
5p6
 
7p3
What type of reaction is this?
 
a Hoffmann rearrangement
 
a Gabriel synthesis
 
a Curtius rearrangement
 
an aldol reaction
Which is the most basic?
 
D
 
B
 
C
 
A
Based on the pKas for their corresponding ammonium ions, which arylamine above is the strongest base?
 
p-aminoaniline
 
aniline
 
p-cyanoaniline
 
they are all the same
This is the synthesis of methamphetamine. Intermediate A is an example of:
 
enamine
 
imine
 
imide
 
iminium ion
Which of the following is NOT a pair of isomers?
 
butan-2-one and butan-1-ol
 
ethyl benzene and 1,2-dimethylbenzene
 
urea and ammonium cyanate
 
pentan-2-one and pentanal
Examine the diagrams below carefully. Which of the burets shown below is/are ready for use?
 
4 only
 
1
 
2
 
3
An aqueous solution is 5.0% ethanoic acid (HC2H3O2) by mass and its density is 0.96 g mL−1 . What is the molar concentration of ethanoic acid in this solution?
 
0.80 mol L−1
 
4.8 mol L−1
 
12 mol L−1
 
0.087 mol L−1
Cubic closest packing is another name for _____________.
 
face-centered cubic packing
 
body-centered cubic packing
 
hexagonal closest packing
 
simple cubic packing
Which of the following is the correct order of boiling points for KNO3, CH3OH, C2H6, Ne?
 
Ne < C2H6 < CH3OH < KNO3
 
Ne < C2H6 < KNO3 < CH3OH
 
C2H6 < Ne < CH3OH < KNO3
 
Ne < CH3OH < C2H6 < KNO3
How many different tripeptides can be formed from the amino acids glycine, alanine and valine if each is used only once in each tripeptide?
 
6
 
5
 
4
 
3
Which is most similar for the elements in a group in the periodic table?
 
ground state electron configuration
 
physical state
 
boiling point
 
first ionization energy
Which base is most suitable to prepare a buffer solution with a pH = 11.00?
 
methylamine (Kb = 4.4´10-4 )
 
aniline (Kb = 4.0´10-10)
 
ammonia (Kb = 1.8´10-5 )
 
pyridine (Kb = 1.7´10-9 )
What is the concentration of the solution that results from mixing 40.0 mL of 0.200 M HCl with 60.0 mL of 0.100 M NaOH?
 
0.0600 M NaCl and 0.0200 M HCl
 
0.0200 M NaCl and 0.0200 M HCl
 
0.150 M NaCl
 
0.0200 M NaCl and 0.0600 M HCl
Based on the following table, in which compound is the energy difference between the HOMO and LUMO the largest?
 
W
 
X
 
Y
 
Z
This is an example of a(n) ____________ reaction.
Diels-Alder
Which of the following compounds would show the longest wavelength λmax in its UV spectrum?
 
c
 
a
 
b
 
d
The amount of energy in electromagnetic radiation is related to the frequency and wavelength of the radiation. High energy radiation like gamma rays is of:
 
high frequency and short wavelength
 
high frequency and long wavelength
 
low frequency and short wavelength
 
low frequency and long wavelength
Which of the following compounds will react as a diene in a Diels-Alder reaction?
 
c
 
a
 
d
 
b
Which of the following is an ortho- and para- director and a deactivator?
 
—Cl
 
—COCH3
 
—CH2CH2CH3
 
—OH
Which of the following is a meta- director?
 
—COCH3
 
—Br
 
—CH2CH2CH3
 
—OH
Identify 1 and 2 (if you only get one correct, you will only receive 5 marks and include catalysts)
1) HNO3, H2SO4 2) Br2, FeBr3
Which represents the nucleophile in this reaction?
A
Which is the most reactive toward electrophilic aromatic substitution
toluene (the one in the middle)
Intermediate in the elimination-addition mechanism of nucleophilic aromatic substitution.
 
benzyne
 
electron-withrawing
 
Meisenheimer complex
 
electron-donating
The electrophile in aromatic nitration.
 
+NO2
 
+NO
 
F-TEDA-BF4
 
benzyne
WhWhich of the peak in the IR spectrum shown is due to the C—O stretch in an alcohol?
3
What's the best reagent?
 
CrO3, acetone, H2O
 
1) CH3MgBr, ether 2) acid treatment
 
1) LiAlH4, ether 2) acid treatment
 
1) NaBH4, ethanol 2) acid treatment
What's the best reagent?
 
Dess-Martin periodinane
 
1) CH3MgBr, ether 2) acid treatment
 
1) LiAlH4, ether 2) acid treatment
 
1) NaBH4, ethanol 2) acid treatment
What's the best reagent?
 
1) NaBH4, ethanol 2) acid treatment
 
1) CH3MgBr, ether 2) acid treatment
 
1) LiAlH4, ether 2) acid treatment
 
Dess-Martin periodinane, CH2Cl2
Name the product
cyclopentene
Which signal in the following proton NMR is due to an alcohol proton?
 
3
 
2
 
1
 
4
What is the electrophile in this reaction
 
B
 
A
 
C
 
doesn't apply
This is an example of:
 
SN2 process
 
SN1 process
 
E1 process
 
E2 process
What is the value of ε°cell?
 
0.176
 
2.836
 
0.676
 
-0.676
Which of the following is the best reducing agent?
 
Mg
 
Cl2
 
Cl-
 
H2
Name this
2-propoxybutane
Which of the following will undergo rearrangement upon heating?
 
All will undergo rearrangement.
 
2-pentenyl phenyl ether
 
1-propenyl 2-propenyl ether
 
2-butenyl phenyl ether
How many peaks would appear in the 13CNMR for the following compound? Atoms other than carbon and hydrogen are labeled.
 
8
 
9
 
7
 
6
What would be the best reagent for this reaction
 
NaH, then CH3I
 
PCC, CH2Cl2
 
Hg(O2CCF3)2, CH3OH
 
LiAlH4 in ether, then H3O+
What would be the best reagent for this reaction
 
warm H2SO4/H2O
 
PCC, CH2Cl2
 
CH3MgBr in ether, then H3O+
 
LiAlH4 in ether, then H3O+
What would be the best reagent for this reaction
 
m-ClC6H4CO3H
 
PCC, CH2Cl2
 
warm H2SO4/H2O
 
LiAlH4 in ether, then H3O+
What would be the best reagent for this reaction
 
CH3MgBr in ether, then H3O+
 
PCC, CH2Cl2
 
warm H2SO4/H2O
 
LiAlH4 in ether, then H3O+
What would be the best reagent for this reaction
 
PCC, CH2Cl2
 
CH3MgBr in ether, then H3O+
 
warm H2SO4/H2O
 
LiAlH4 in ether, then H3O+
Name the product
5-bromopentan-2-ol
What do you see in a mass spec if there is an alcohol
M-18 and also alpha cleavage
What is the major functional group shown here?
Primary amine
What is a major peak of an alcohol in IR?
broad peak at around 3400
What are the reagents?
1. BH3, (THF) 2. H2O2, (NaOH, H2O)
What are the reagents?
1. BH3, (THF) 2. H2O2, (NaOH, H2O)
What are the reagents?
1. NaNH2, NH3 2. CH3CH2I
What is the molecular formula of this natural product?
C13H10
How many unpaired electrons in the F2 2+ ion are based on molecular orbital theory? The order of the molecular orbitals are (σ2s)(σ*2s)(σ2p)(π2p)(π*2p)(σ*2p).
2
Larger bond order means _________ bond strength.
greater
If four orbitals on one atom overlap four orbitals on a second atom, how many molecular orbitals will form?
8
The electron configuration of a particular diatomic species is (σ2s)2(σ*2s)2(σ2p)2(π2p)2(π*2p)4. What is the bond order for this species?
0
How many d electrons are present on the metal ion in the complex ion FeCl64–?
6
A complex ion is a charged species consisting of a metal ion surrounded by
ligands
What is the electron configuration of the Mn(II) ion?
[Ar] 3d5
What is the bond order of O2–
1.5
This is the amino acid valine. Is it chiral? Explain
yes, the carbon where NH2 is.
On a phase diagram, the critical point lies at the end of the curve separating the _liquid_ phase and the _gas_ phase. At pressures and temperatures above the critical point, the substance is a
supercritical fluid
Name the 2 products
iodoethane and butan-2-ol
compound with specific rotation, [α]D = +35.4° reacts to form a single product. The product of the reaction has no optical activity. This could mean the product:
 
all are possible
 
is a meso compound
 
is a racemate.
 
does not have chiral centers
Which of these compounds would you expect to be water soluble?
propanoic acid and naproxen
The stereochemical configuration of the C4-C5 alkene is
Z
The stereochemical configuration at C3 (one answer to be given only)
R
The hybridization of the nitrogen atom
sp3
Which reaction would be faster and WHY
−SH is a better nucleophile than −OH because nucleophilicity usually increases in going down a column of the periodic table and sulfur is below oxygen in group
Is furan aromatic? Why or why not?
Furan is a planar and conjugated. Furan has 6 π electrons. The additional electron pair of the oxygen atom is not part of aromatic π system. It is aromatic
Are these: conformational isomers, stereoisomers, constitutional isomers OR identical
identical
Are these: conformational isomers, stereoisomers, constitutional isomers OR identical
stereoisomers
How many bridgehead carbons are there in camphor?
2
How many resonance forms can be drawn for the NO3– ion?
3
Consider the acidity constants below to answer the following question. Which acid will be almost completely deprotonated by NaOH?
phenol
What reagent can be used
CH2I2, Zn(Cu)
What reagent(s) can be used for this reaction?
BH3, THF H2O2, NaOH, H2O OR just water in acid
What type of reaction is this?
addition/hydration
Which alkene would you use to prepare (1-bromoethyl)cyclohexane
ethenylcyclohexane
What is the major product when 1-methylcyclohex-1-ene is reacted with hydrogen iodide
1-iodo-1-methylcyclohexane