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MCAT Organic Chemistry
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Subjects
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mcat
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science
Instructions:
Answer 50 questions in 15 minutes.
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Match each statement with the correct term.
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This is a study tool. The 3 wrong answers for each question are randomly chosen from answers to other questions. So, you might find at times the answers obvious, but you will see it re-enforces your understanding as you take the test each time.
1. Refers to the =CH2 group
methylene
pyrolysis
achiral
oxidizing
2. When boat flips
triple bond
absolute configuration
ring flip
catalytic hydrogenation
3. Charged - need electrons
electrophile
ionic bond
achiral
ozonolysis
4. Same molecular formula but different structure
diastereomers
isomer
formaldehyde
aprotic solvent
5. Formed by mixing different types of orbitals
hybridization
Alkane nomenclature
polymerization
electrophilic addition of HX
6. A sigma bond and two pi bonds
triple bond
combustion - disproportionation - free - radical substitution - pyrolysis
basicity
ketone
7. O3
ozonolysis
Alkyne
potassium permanganate
triple bond
8. Name for propanal
Alkane nomenclature
propionaldehyde
hybridization
peroxycarboxylic acid
9. Results when nonadjacent atoms or groups compete for space. dominant source of energy in flagpole interactions of the boat conformation. thus it goes in various conformations like chair boat and twist.
amines
nonbonded strain
saturated hydrocarbon
fischer projection
10. Combustion reaction occurs through a radical process
geometric isomers
oxidizing
Ignored
C3H8 + 5O2 = 3CO2 + 4H2O + heat
11. One s and three p orbitals
potassium permanganate
ketone
sp3
Vinyl
12. In presence of peroxide - oxygen or ultraviolet light. antimarkonikov because they want a stable free radical. therefore X ends up on least subsituted carbon
markovnikov's rule
aldehyde
torsional strain
electrophilic addition of free radicals
13. Object that is not superimposable upon mirror image
chiral
conformational isomer
Alkene
electrophilic addition of HX
14. Share molecular formula but have different chemical and physical properties
relative configuration
sp3
ring strain
structural isomers
15. Three different substitutents often have plane of symmetry. and rotation of 180 will allow molecule to be superimposed on mirror image
carboxylic acid
2^n
achiral
Ignored
16. Diol with hydroxyl group on same carbon
Ignored
lindlar's catalyst
geminal
isomer
17. Lowest priority group projects into the page
vicinal
fischer projection
y- root - en -x-yne
oxidizing
18. Compounds with halogen
y- root - en -x-yne
Haloalkane
enantiomer
ring flip
19. Propylenes attached to a backbone at the C-3 position. Meaning the double bond at end of the chain and single bonded carbon at rest
protic solvent
allyl
Haloalkane
ozonolysis
20. What are the best leaving groups?
diol
achiral
anti conformation
weak bases
21. Arise from angle strain - torsional strian and nonbonded strain
stereoisomers
ring strain
peroxycarboxylic acid
molecular orbital
22. One s and two p 120 degree apart
pi bond
fischer projection
electrophilic addition of free radicals
sp2
23. No double bonds. it has the maximum number of hydrogens.
pyrolysis
oxidizing
Ignored
saturated hydrocarbon
24. Carbonyl located in middle or somewhere in chane. Named with One
ketone
allyl
oxidizing
carboxylic acid
25. Alphabetical order of alkane rxn
anti conformation
combustion - disproportionation - free - radical substitution - pyrolysis
nonbonded strain
oxidation
26. Hydrocarbon with one or more carbon carbon triple bond
Alkane
alkyne
y- root - en -x-yne
eclipsed conformation
27. Most similar. same molecule only at different points in their rotation. show them with newmans projections
conformational isomer
structural isomers
sp3
oxidation
28. Most favorable of staggared conformations
anti conformation
enantiomer
alkyne
alcohol
29. Rotations cancel each other out therefore no optical activity
acetaldehyde
racemic mixture
fischer projection
torsional strain
30. When a molecular orbital is formed head to head or tail to tail. all single bonds are tehese.
sigma bond
Ignored
diastereomers
pyrolysis
31. Electrons of pi bond are reactive and easily attacked by molecules that want e pair e.g. electrophiles.
electrophilic addition
geminal
disproportionation
oxidation
32. Water can be added to alkenes under acidic conditions. make carbocation. ends with alcohol
combustion - disproportionation - free - radical substitution - pyrolysis
covalent bond
lindlar's catalyst
electrophilic addition of H2O
33. Carbonyl located at the end of the chain named by replacing al with e. e.g. butanal
enantiomer
aldehyde
electrophilic addition of H2O
allyl
34. A molecule with an internal plane of symmetry
anti conformation
Alkyne
meso compound
specific rotation
35. Diols with hydroxyl group on adjacent carbon
Alkyne
vicinal
cold potassium permanganate
specific rotation
36. When two atomic orbitals combine. obtained mathematically by adding or subtracting wave functions. if sings are the same - make bonding - if different - less stable antibonding.
enantiomer
molecular orbital
lindlar's catalyst
sigma bond
37. Ozonolysis under hot acidic kmO4 - e.g. H2O2 condition
mcpba
ethers
stereoisomers
oxidizing
38. Alkenes oxidzed with kmno4 - if made with cold - dilue - make OH on each side of double bond - diols or glycol in syn orientation
alkyne
aldehyde
cold potassium permanganate
chiral
39. When two p orbitals line up in parallel and electron clouds overlap. it exsits over a single bond.
formaldehyde
structural isomers
markovnikov's rule
pi bond
40. F - CL - Br - I
fischer projection
oxidation
halogen
anti conformation
41. Results when cyclic molecules must assume conformations that have eclipsed interactions
triple bond
polymerization
hybridization
torsional strain
42. What is produced when o3 with lialh4 or nabh4
conformational isomer
hydroboration
Vinyl
alcohol
43. Configuration in relation to another chiral molecule. use it to determine if a molecule is an enantiomer - diastereomer - etc
relative configuration
aprotic solvent
conformational isomer
Haloalkane
44. How many stereoisomers can a molecule have with n chiral centers
ozonolysis
acetaldehyde
2^n
primary carbon
45. N - l - ml - ms
reducing
not ignored
pi bond
quantum numbers
46. Di - tri - t - sec - n -
electrophilic addition of HX
oxidizing
sigma bond
Ignored
47. If a compound is able to rotate plane polarized light.
oxidizing
chiral center
optical activity
oxidation
48. Two hydroxyl groups
sp2
reducing
enantiomer
diol
49. Nitrogen containing compound - longest chain attached to nitrogen used in backbone. use e and replace with AMINE. if more complex molecule present - use prefix amino. IF additional group added - use N-
amines
racemic mixture
meso compound
Alkane nomenclature
50. M - chloroperoxybenzoic acid
carboxylic acid
mcpba
markovnikov's rule
acetaldehyde
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