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What m/z ratio range might be common to many substituted benzene compounds?
 
72-77
 
26-38
 
81-88
 
less than 59
How many chirality centers are present?
 
3
 
4
 
1
 
2
In comparing Fischer projections, which of the following are allowed rotations in the plane of the page?
 
180°
 
90°
 
270°
 
109°
Q and Z are cyclic examples of:
 
hemiacetals
 
alditols
 
hemialditols
 
acetals
The process by which anomer Q is converted into a mixture of both anomers is called:
 
mutarotation.
 
pyranorotation.
 
glycosidation
 
anomeric rotation
. Compound Z is:
 
the α-anomer
 
the β-anomer
 
the D-anomer
 
the L-anomer
Although not always evident in an IR spectrum, which peak in the IR spectrum below might be due to the C—O stretch of an ether?
 
2
 
1
 
3
 
4
Which reagent would be used
 
NaOCH3, CH3OH
 
NaH, then CH3I
 
Hg(O2CCF3)2, CH3OH
 
CH3MgBr in ether, then H3O+
Which reagent would be used
 
m-ClC6H4CO3H
 
NaH, then CH3I
 
Hg(O2CCF3)2, CH3OH
 
NaOCH3, CH3OH
Which reagent would be used
 
warm H2SO4/H2O
 
NaH, then CH3I
 
Hg(O2CCF3)2, CH3OH
 
NaOCH3, CH3OH
Which reagent would be used
 
CH3MgBr in ether, then H3O+
 
NaH, then CH3I
 
warm H2SO4/H2O
 
NaOCH3, CH3OH
Which reagent would be used
 
PCC, CH2Cl2
 
CH3MgBr in ether, then H3O+
 
warm H2SO4/H2O
 
NaOCH3, CH3OH
The hybridization of the central atom in XeF5+ is:
 
d2sp3
 
dsp3
 
sp3
 
sp2
Which statements regarding alloys are correct?
 
I and III only
 
I, II and III
 
I and II only
 
II and III only
Which of the molecules obeys the octet rule?
 
O3
 
PCl5
 
BH3
 
NO2
Which molecule is most polar?
 
CHF 3
 
CF 4
 
CCl 4
 
CClF 3
What is the molecular geometry of the carbonate ion? What would be the angles?
trigonal planar; 120 degrees
How many covalent bonds does graphite have?
3
Which of the following would you expect to have the highest melting point?
 
magnesium fluoride
 
dinitrogen oxide
 
phosphorous trichloride
 
hydrogen chloride
Unknown element W has 2 valence electrons. Unknown element X has 7 valence electrons. Which formula shows the most likely outcome when elements W and X react?
WX2
This Williamson ether synthesis reaction is mechanistically
 
SN2 process
 
SN1 process
 
E1 process
 
E2 process
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. 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: a. is a racemate. b. does not have chiral centers. c. is a meso compound
all are possible
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
Name the following with IUPAC naming
(1-methylethyl) benzene
Are these: conformational isomers, stereoisomers, constitutional isomers OR identical
identical
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 for this reaction?
O3 Zn, H3O+
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
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