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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. Palladium or barium sulfate (BaSO4) with quinoline. occur on metal surface - make cis.
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2. Refers to the =CH2 group
alcohol
methylene
vicinal
Haloalkane
3. Diborane add to double bond. boron acts as lewis acid and attaches to less hindered carbon. hydride transferred to adjacent carbon. antimarkonikov - alcohol produced
chiral
lindlar's catalyst
hydroboration
racemic mixture
4. Carbon double bonded to an oxygen
structural isomers
nonbonded strain
electrophilic addition of X2
carbonyl
5. Same molecular formula but different structure
chiral
isomer
sp
aldehyde
6. A sigma bond and two pi bonds
disproportionation
anti conformation
electrophilic addition of HX
triple bond
7. Share molecular formula but have different chemical and physical properties
structural isomers
methylene
weak bases
Alkene
8. F - CL - Br - I
sp3
Combustion
halogen
peroxycarboxylic acid
9. Contain carbon carbon double bonds. Use same root of alkane but end with 'ene'
sp
Alkene
electrophilic addition of X2
isomer
10. Describes the exact spatial arrangement of groups of atoms independent of other molecules.
vicinal
ring strain
absolute configuration
diol
11. Most similar. same molecule only at different points in their rotation. show them with newmans projections
racemic mixture
hydroboration
conformational isomer
angle strain
12. Methyl are 60 degrees apart. kinda stable
gauche conformation
Vinyl
polymerization
chiral center
13. 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
halogenation
allyl
methylene
C3H8 + 5O2 = 3CO2 + 4H2O + heat
14. Nonsuperimposable mirror image of chiral objects - a specific steroisomer.
nonbonded strain
geometric isomers
enantiomer
relative configuration
15. E of double bond act as lewis base and react with hydrogen of hx. make carbocation intermediate. use markonikovs rule
peroxycarboxylic acid
ethers
electrophilic addition of HX
carboxylic acid
16. A radical transfers a hydrogen atom to another radical and makes an alkane and alkene
hot - acidic potassium permanganate
ring flip
disproportionation
Haloalkane
17. Arise from angle strain - torsional strian and nonbonded strain
ring strain
protic solvent
chiral center
mcpba
18. 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
peroxycarboxylic acid
catalytic hydrogenation
acetaldehyde
nucleophile
19. Creation of long - high molecular weight polymer composed of repeating subunit called monomers. occur through a radical mechanism.
carbonyl
halogenation
Ignored
polymerization
20. Two hydroxyl groups
electrophilic addition of free radicals
diol
pi bond
sp2
21. When bond angles deviate from ideal values
Ignored
sp3
weak bases
angle strain
22. 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.
aldehyde
molecular orbital
sp3
chiral center
23. Carbonyl located at the end of the chain named by replacing al with e. e.g. butanal
configuration
ethers
enantiomer
aldehyde
24. Nucleus lover. electron rich species that are attracked to charged atoms
nucleophile
oxidation
halogenation
angle strain
25. If a compound is able to rotate plane polarized light.
optical activity
eclipsed conformation
absolute configuration
covalent bond
26. Sharing of electron between atoms
covalent bond
lindlar's catalyst
ring flip
electrophilic addition of H2O
27. Non mirror image of configurational isomers. cis and trans alkenes are them. possible when a molecule has two or more stereogenic centers that differ at some but not alll of the centers. they require multiple chiral centers.
diastereomers
halogenation
covalent bond
oxidation
28. Transfer of electrions from one atome to another
structural isomers
ionic bond
nucleophile
formaldehyde
29. When two p orbitals line up in parallel and electron clouds overlap. it exsits over a single bond.
vicinal
polymerization
pi bond
Vinyl
30. How many stereoisomers can a molecule have with n chiral centers
diol
2^n
protic solvent
ring flip
31. Combustion reaction occurs through a radical process
saturated hydrocarbon
protic solvent
electrophile
C3H8 + 5O2 = 3CO2 + 4H2O + heat
32. Hydrocarbon with one or more carbon carbon triple bond
polymerization
alkyne
oxidation
aprotic solvent
33. Charged - need electrons
electrophile
ring flip
ring strain
Ignored
34. Lowest priority group projects into the page
conformational isomer
ozonolysis
primary carbon
fischer projection
35. Kmno4
potassium permanganate
2^n
enantiomer
saturated hydrocarbon
36. Chain of carbons connected by single bonds with hydrogen atoms attached.
Vinyl
weak bases
combustion - disproportionation - free - radical substitution - pyrolysis
Alkane
37. Rotations cancel each other out therefore no optical activity
racemic mixture
sp3
polymerization
achiral
38. Formed by mixing different types of orbitals
allyl
electrophile
hybridization
vicinal
39. One s and two p 120 degree apart
sp2
primary carbon
2^n
oxidizing
40. When boat flips
potassium permanganate
meso compound
ring flip
oxidizing
41. Spatial arrangement of the atoms or groups of a sterioisomer
alcohol
stereoisomers
carbonyl
configuration
42. N - l - ml - ms
quantum numbers
chiral center
gauche conformation
angle strain
43. 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
hydroboration
racemic mixture
Haloalkane
44. Results when cyclic molecules must assume conformations that have eclipsed interactions
sp2
torsional strain
mcpba
aldehyde
45. What is produced when o3 with lialh4 or nabh4
ring flip
alcohol
potassium permanganate
sp3
46. Moleculse that have the opposite configuration at their one chiral center. or if multiple chiral centers - must have the opposite configuration at every one of their chiral centers to be enantiomers. identical physical properties and much of the same
enantiomer
primary carbon
covalent bond
fischer projection
47. Zn/h or CH3/s with ozonolysis
y- root - en -x-yne
reducing
ring strain
electrophilic addition of free radicals
48. Y = position of double bond - x is position of triple bond - root is the prefix representing the length of the principal carbon chain
torsional strain
relative configuration
y- root - en -x-yne
diol
49. Steps of free radical substitution
fischer projection
initiation propagation termination
reducing
conformational isomer
50. In which one or morehydrogen atoms are replaced with a halogen atom. via free radical substitution
halogenation
methylene
initiation propagation termination
oxidizing
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