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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. In which one or morehydrogen atoms are replaced with a halogen atom. via free radical substitution
absolute configuration
halogenation
covalent bond
weak bases
2. Kmno4
sp2
sp3
ketone
potassium permanganate
3. 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.
carboxylic acid
stereoisomers
Alkene
molecular orbital
4. Transfer of electrions from one atome to another
ionic bond
markovnikov's rule
mcpba
sp3
5. Ozonolysis under hot acidic kmO4 - e.g. H2O2 condition
Alkane nomenclature
oxidizing
pi bond
ring flip
6. Arise from angle strain - torsional strian and nonbonded strain
ring strain
angle strain
Alkane nomenclature
relative configuration
7. Diols with hydroxyl group on adjacent carbon
ozonolysis
electrophilic addition
Alkane
vicinal
8. 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-
Vinyl
amines
propionaldehyde
acetaldehyde
9. Nonterminal alkenes are cleaved to form two molar equivalent of carvoxylic acid ..make keton
ethers
geometric isomers
hot - acidic potassium permanganate
electrophilic addition of X2
10. Carbonyl located in middle or somewhere in chane. Named with One
diastereomers
ketone
optical activity
initiation propagation termination
11. Alphabetical order of alkane rxn
alcohol
y- root - en -x-yne
ionic bond
combustion - disproportionation - free - radical substitution - pyrolysis
12. Solvents with protons in solution - e.g. water or alcohol. large atoms tend to be better nucleophiles in here because they can shed the solvating protons around them and are more polarizable
ketone
protic solvent
sp2
sp
13. Describes the exact spatial arrangement of groups of atoms independent of other molecules.
peroxycarboxylic acid
absolute configuration
carbonyl
relative configuration
14. Spatial arrangement of the atoms or groups of a sterioisomer
configuration
aprotic solvent
Haloalkane
Combustion
15. Same chemical formula. same atomic connectivity . different in how atoms are arranged in space
carboxylic acid
ketone
markovnikov's rule
stereoisomers
16. Rotations cancel each other out therefore no optical activity
sp
C3H8 + 5O2 = 3CO2 + 4H2O + heat
Alkene
racemic mixture
17. Two p orbital form pi and third p orbital combine with s to make two sp hybrid. 180 degree apart
ketone
ethers
sp
optical activity
18. Two hydroxyl groups
peroxycarboxylic acid
geminal
diol
allyl
19. Functionality is specified by alkoxy- prefix. ROR
electrophilic addition
electrophilic addition of X2
covalent bond
ethers
20. 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.
allyl
nonbonded strain
saturated hydrocarbon
cold potassium permanganate
21. Chain of carbons connected by single bonds with hydrogen atoms attached.
2^n
halogen
Alkane
lindlar's catalyst
22. Differ in position of substitutents attached to a double bond or cycloalkane. Cis or trans or e or z
gauche conformation
geometric isomers
halogenation
acetaldehyde
23. Methyl are 60 degrees apart. kinda stable
molecular orbital
halogen
hydroboration
gauche conformation
24. Fast process. double bond is nucleophile and attack x2. make cyclic halonium ion with either br or cl. and make dihalo trans
pi bond
covalent bond
electrophilic addition of X2
Combustion
25. Reducing an alkene by adding molecular hydrogen to double bond with aid of metal catalyst. e.g. pt - pd - ni. takes place on surface of metal so it does syn addition
sp3
catalytic hydrogenation
Haloalkane
disproportionation
26. When bond angles deviate from ideal values
angle strain
basicity
lindlar's catalyst
Alkane
27. Most similar. same molecule only at different points in their rotation. show them with newmans projections
combustion - disproportionation - free - radical substitution - pyrolysis
formaldehyde
conformational isomer
sigma bond
28. Diborane add to double bond. boron acts as lewis acid and attaches to less hindered carbon. hydride transferred to adjacent carbon. antimarkonikov - alcohol produced
sp
hydroboration
molecular orbital
combustion - disproportionation - free - radical substitution - pyrolysis
29. Carbonyl located at the end of the chain named by replacing al with e. e.g. butanal
not ignored
basicity
aldehyde
nonbonded strain
30. A molecule with an internal plane of symmetry
meso compound
electrophilic addition
lindlar's catalyst
isomer
31. 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
mcpba
aldehyde
alcohol
allyl
32. Common name for ethyne
cold potassium permanganate
structural isomers
Acetylene
weak bases
33. If reagent has a bunch of oxygen
peroxycarboxylic acid
initiation propagation termination
oxidation
Alkene
34. Monosubstituted ethylene
Vinyl
angle strain
Alkane
oxidation
35. Lowest priority group projects into the page
weak bases
fischer projection
sp3
amines
36. Results when cyclic molecules must assume conformations that have eclipsed interactions
optical activity
stereoisomers
torsional strain
primary carbon
37. Y = position of double bond - x is position of triple bond - root is the prefix representing the length of the principal carbon chain
stereoisomers
basicity
y- root - en -x-yne
propionaldehyde
38. Name for ethanal
sigma bond
C3H8 + 5O2 = 3CO2 + 4H2O + heat
relative configuration
acetaldehyde
39. Most favorable of staggared conformations
anti conformation
absolute configuration
Ignored
nucleophile
40. Same molecular formula but different structure
initiation propagation termination
cold potassium permanganate
isomer
conformational isomer
41. Creation of long - high molecular weight polymer composed of repeating subunit called monomers. occur through a radical mechanism.
eclipsed conformation
saturated hydrocarbon
fischer projection
polymerization
42. What is produced when o3 with lialh4 or nabh4
formaldehyde
alcohol
optical activity
geometric isomers
43. Name for propanal
ozonolysis
weak bases
propionaldehyde
alkyne
44. Reaction of alkane with oxygen to form carbon dioxide - water and heat.
geometric isomers
torsional strain
Alkyne
Combustion
45. More likely it is to attract positively charged proton. nucleophilic strength decreses: RO->HO>RCO2>ROH>H2O
basicity
achiral
electrophilic addition of X2
electrophilic addition of H2O
46. Electrons of pi bond are reactive and easily attacked by molecules that want e pair e.g. electrophiles.
electrophilic addition
aprotic solvent
electrophile
diastereomers
47. Formed by mixing different types of orbitals
hybridization
meso compound
specific rotation
molecular orbital
48. Di - tri - t - sec - n -
Ignored
y- root - en -x-yne
diastereomers
potassium permanganate
49. Zn/h or CH3/s with ozonolysis
ozonolysis
saturated hydrocarbon
enantiomer
reducing
50. Carbon carbon triple bonds. Suffix-yne.
aldehyde
Ignored
Alkyne
catalytic hydrogenation
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