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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. Name for mathanal
methylene
nucleophile
specific rotation
formaldehyde
2. Ozonolysis under hot acidic kmO4 - e.g. H2O2 condition
oxidizing
carboxylic acid
Alkane
electrophilic addition
3. Nonsuperimposable mirror image of chiral objects - a specific steroisomer.
2^n
optical activity
enantiomer
oxidation
4. 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.
peroxycarboxylic acid
nonbonded strain
diastereomers
primary carbon
5. 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
protic solvent
nucleophile
racemic mixture
y- root - en -x-yne
6. Same chemical formula. same atomic connectivity . different in how atoms are arranged in space
hot - acidic potassium permanganate
markovnikov's rule
stereoisomers
y- root - en -x-yne
7. When boat flips
ring flip
electrophilic addition of HX
Ignored
amines
8. Most favorable of staggared conformations
Alkene
anti conformation
ketone
mcpba
9. Sharing of electron between atoms
chiral center
optical activity
markovnikov's rule
covalent bond
10. Monosubstituted ethylene
molecular orbital
polymerization
Vinyl
specific rotation
11. Alkene oxidized with this - strong oxidizing agent. CH3CO3H or mcpba and it makes epoxide or oxirane
sigma bond
geminal
peroxycarboxylic acid
reducing
12. Name for ethanal
electrophilic addition
electrophile
stereoisomers
acetaldehyde
13. Hydrocarbon with one or more carbon carbon triple bond
alkyne
methylene
Alkane nomenclature
chiral
14. M - chloroperoxybenzoic acid
covalent bond
disproportionation
mcpba
Haloalkane
15. If a compound is able to rotate plane polarized light.
ketone
optical activity
alkyne
aprotic solvent
16. Methyl are 60 degrees apart. kinda stable
sp3
gauche conformation
aldehyde
halogen
17. Reaction of alkane with oxygen to form carbon dioxide - water and heat.
Combustion
molecular orbital
cold potassium permanganate
electrophilic addition of X2
18. Cleaves double bond in half - it only oxidizes the carbon to an aldehyde under reducing conditions. if ozidizing make same product as KMNO4
carbonyl
halogen
ozonolysis
C3H8 + 5O2 = 3CO2 + 4H2O + heat
19. Nonterminal alkenes are cleaved to form two molar equivalent of carvoxylic acid ..make keton
covalent bond
electrophilic addition of H2O
Haloalkane
hot - acidic potassium permanganate
20. Always receive number one. contain carbonyl and OH group - very oxidized. highest priority functional group.
enantiomer
allyl
oxidation
carboxylic acid
21. Differ in position of substitutents attached to a double bond or cycloalkane. Cis or trans or e or z
geometric isomers
y- root - en -x-yne
primary carbon
eclipsed conformation
22. In which one or morehydrogen atoms are replaced with a halogen atom. via free radical substitution
enantiomer
amines
geometric isomers
halogenation
23. Kmno4
optical activity
electrophilic addition
Alkyne
potassium permanganate
24. E of double bond act as lewis base and react with hydrogen of hx. make carbocation intermediate. use markonikovs rule
electrophilic addition of H2O
electrophilic addition of HX
enantiomer
carboxylic acid
25. When bond angles deviate from ideal values
Ignored
primary carbon
Haloalkane
angle strain
26. A molecule with an internal plane of symmetry
meso compound
enantiomer
vicinal
markovnikov's rule
27. Rotations cancel each other out therefore no optical activity
Alkane
sigma bond
racemic mixture
aprotic solvent
28. Transfer of electrions from one atome to another
enantiomer
relative configuration
stereoisomers
ionic bond
29. Palladium or barium sulfate (BaSO4) with quinoline. occur on metal surface - make cis.
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30. Describes the exact spatial arrangement of groups of atoms independent of other molecules.
absolute configuration
covalent bond
formaldehyde
fischer projection
31. Formed by mixing different types of orbitals
angle strain
initiation propagation termination
hybridization
ring flip
32. Common name for ethyne
Vinyl
stereoisomers
Acetylene
ketone
33. Three different substitutents often have plane of symmetry. and rotation of 180 will allow molecule to be superimposed on mirror image
achiral
electrophilic addition of H2O
disproportionation
oxidation
34. Iso - neo - cyclo
not ignored
oxidation
Combustion
chiral center
35. A sigma bond and two pi bonds
triple bond
quantum numbers
saturated hydrocarbon
anti conformation
36. 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
C3H8 + 5O2 = 3CO2 + 4H2O + heat
enantiomer
fischer projection
Ignored
37. 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.
molecular orbital
disproportionation
diol
hot - acidic potassium permanganate
38. Zn/h or CH3/s with ozonolysis
pyrolysis
reducing
configuration
peroxycarboxylic acid
39. Y = position of double bond - x is position of triple bond - root is the prefix representing the length of the principal carbon chain
electrophilic addition of X2
stereoisomers
y- root - en -x-yne
oxidizing
40. Carbon double bonded to an oxygen
carbonyl
sp2
mcpba
chiral center
41. O3
relative configuration
electrophilic addition of X2
protic solvent
ozonolysis
42. What are the best leaving groups?
saturated hydrocarbon
diastereomers
sigma bond
weak bases
43. Di - tri - t - sec - n -
Ignored
polymerization
torsional strain
Alkane
44. 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
catalytic hydrogenation
Alkane
aprotic solvent
quantum numbers
45. Diborane add to double bond. boron acts as lewis acid and attaches to less hindered carbon. hydride transferred to adjacent carbon. antimarkonikov - alcohol produced
halogenation
primary carbon
hydroboration
Vinyl
46. Contain carbon carbon double bonds. Use same root of alkane but end with 'ene'
disproportionation
weak bases
Alkene
methylene
47. Water can be added to alkenes under acidic conditions. make carbocation. ends with alcohol
Haloalkane
hybridization
pyrolysis
electrophilic addition of H2O
48. 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
allyl
pyrolysis
reducing
combustion - disproportionation - free - radical substitution - pyrolysis
49. No double bonds. it has the maximum number of hydrogens.
anti conformation
sigma bond
saturated hydrocarbon
Haloalkane
50. 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.
relative configuration
gauche conformation
diastereomers
ionic bond
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