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MCAT Organic Chemistry
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Subjects
:
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. A molecule with an internal plane of symmetry
not ignored
meso compound
configuration
ethers
2. Cleaves double bond in half - it only oxidizes the carbon to an aldehyde under reducing conditions. if ozidizing make same product as KMNO4
pi bond
sp2
ozonolysis
initiation propagation termination
3. 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
vicinal
chiral center
acetaldehyde
4. Alkene oxidized with this - strong oxidizing agent. CH3CO3H or mcpba and it makes epoxide or oxirane
aldehyde
peroxycarboxylic acid
combustion - disproportionation - free - radical substitution - pyrolysis
achiral
5. Sharing of electron between atoms
covalent bond
diol
nonbonded strain
combustion - disproportionation - free - radical substitution - pyrolysis
6. Two p orbital form pi and third p orbital combine with s to make two sp hybrid. 180 degree apart
sp
chiral center
hybridization
mcpba
7. N - l - ml - ms
eclipsed conformation
electrophilic addition
quantum numbers
isomer
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-
Haloalkane
amines
hybridization
Combustion
9. Hydrocarbon with one or more carbon carbon triple bond
hot - acidic potassium permanganate
Ignored
alkyne
propionaldehyde
10. Arise from angle strain - torsional strian and nonbonded strain
acetaldehyde
alkyne
initiation propagation termination
ring strain
11. Carbon carbon triple bonds. Suffix-yne.
ketone
Alkyne
aprotic solvent
combustion - disproportionation - free - radical substitution - pyrolysis
12. Same chemical formula. same atomic connectivity . different in how atoms are arranged in space
Combustion
amines
electrophilic addition of H2O
stereoisomers
13. E of double bond act as lewis base and react with hydrogen of hx. make carbocation intermediate. use markonikovs rule
enantiomer
chiral center
electrophilic addition of HX
conformational isomer
14. In which one or morehydrogen atoms are replaced with a halogen atom. via free radical substitution
halogenation
ring flip
absolute configuration
formaldehyde
15. A = observed rotation / concentration * length
specific rotation
nonbonded strain
sigma bond
stereoisomers
16. Object that is not superimposable upon mirror image
hot - acidic potassium permanganate
triple bond
specific rotation
chiral
17. 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.
oxidation
molecular orbital
meso compound
markovnikov's rule
18. Methyl are 60 degrees apart. kinda stable
potassium permanganate
nonbonded strain
gauche conformation
propionaldehyde
19. Carbon double bonded to an oxygen
pyrolysis
carbonyl
initiation propagation termination
configuration
20. Most favorable of staggared conformations
anti conformation
carboxylic acid
Haloalkane
hydroboration
21. What are the best leaving groups?
Ignored
weak bases
pyrolysis
electrophilic addition of H2O
22. When two p orbitals line up in parallel and electron clouds overlap. it exsits over a single bond.
Vinyl
polymerization
pi bond
mcpba
23. Charged - need electrons
electrophile
sp
ozonolysis
methylene
24. Compounds with halogen
nucleophile
catalytic hydrogenation
Haloalkane
not ignored
25. More likely it is to attract positively charged proton. nucleophilic strength decreses: RO->HO>RCO2>ROH>H2O
alkyne
basicity
ozonolysis
peroxycarboxylic acid
26. 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
ozonolysis
Alkyne
catalytic hydrogenation
diol
27. Carbonyl located at the end of the chain named by replacing al with e. e.g. butanal
configuration
fischer projection
ketone
aldehyde
28. Ozonolysis under hot acidic kmO4 - e.g. H2O2 condition
anti conformation
amines
ketone
oxidizing
29. Differ in position of substitutents attached to a double bond or cycloalkane. Cis or trans or e or z
geometric isomers
geminal
fischer projection
sp2
30. Monosubstituted ethylene
acetaldehyde
Vinyl
primary carbon
weak bases
31. In presence of peroxide - oxygen or ultraviolet light. antimarkonikov because they want a stable free radical. therefore X ends up on least subsituted carbon
enantiomer
Vinyl
protic solvent
electrophilic addition of free radicals
32. Share molecular formula but have different chemical and physical properties
achiral
diastereomers
meso compound
structural isomers
33. Name for propanal
pi bond
propionaldehyde
enantiomer
initiation propagation termination
34. Nucleus lover. electron rich species that are attracked to charged atoms
nucleophile
torsional strain
Combustion
racemic mixture
35. Always receive number one. contain carbonyl and OH group - very oxidized. highest priority functional group.
anti conformation
carboxylic acid
halogenation
oxidizing
36. F - CL - Br - I
molecular orbital
achiral
halogen
hot - acidic potassium permanganate
37. Contain carbon carbon double bonds. Use same root of alkane but end with 'ene'
electrophile
meso compound
triple bond
Alkene
38. Highest energy no separation. or 120 separation.
not ignored
eclipsed conformation
isomer
oxidation
39. Transfer of electrions from one atome to another
structural isomers
Alkene
ionic bond
hybridization
40. Nonsuperimposable mirror image of chiral objects - a specific steroisomer.
enantiomer
relative configuration
diol
catalytic hydrogenation
41. When bond angles deviate from ideal values
cold potassium permanganate
not ignored
angle strain
geminal
42. Palladium or barium sulfate (BaSO4) with quinoline. occur on metal surface - make cis.
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43. Same molecular formula but different structure
halogen
aprotic solvent
isomer
diastereomers
44. 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.
ozonolysis
nonbonded strain
chiral center
cold potassium permanganate
45. Diols with hydroxyl group on adjacent carbon
chiral
alcohol
isomer
vicinal
46. Reaction of alkane with oxygen to form carbon dioxide - water and heat.
markovnikov's rule
electrophilic addition of X2
specific rotation
Combustion
47. Iso - neo - cyclo
not ignored
molecular orbital
stereoisomers
Alkene
48. Zn/h or CH3/s with ozonolysis
Alkane nomenclature
allyl
reducing
C3H8 + 5O2 = 3CO2 + 4H2O + heat
49. 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
diastereomers
relative configuration
allyl
lindlar's catalyst
50. What is produced when o3 with lialh4 or nabh4
Combustion
oxidation
alcohol
quantum numbers
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