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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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1. Configuration in relation to another chiral molecule. use it to determine if a molecule is an enantiomer - diastereomer - etc
sigma bond
eclipsed conformation
nonbonded strain
relative configuration
2. Describes the exact spatial arrangement of groups of atoms independent of other molecules.
structural isomers
hot - acidic potassium permanganate
absolute configuration
primary carbon
3. Most similar. same molecule only at different points in their rotation. show them with newmans projections
electrophile
conformational isomer
Vinyl
saturated hydrocarbon
4. Most favorable of staggared conformations
electrophilic addition of HX
chiral
anti conformation
sigma bond
5. Steps of free radical substitution
covalent bond
nucleophile
enantiomer
initiation propagation termination
6. Carbon with four different substituents and lack a plane of symmetry
ring strain
ketone
chiral center
electrophilic addition
7. Same molecular formula but different structure
geminal
covalent bond
isomer
meso compound
8. Iso - neo - cyclo
2^n
not ignored
allyl
alcohol
9. What are the best leaving groups?
stereoisomers
halogen
enantiomer
weak bases
10. Chain of carbons connected by single bonds with hydrogen atoms attached.
Alkane nomenclature
alkyne
pi bond
Alkane
11. Lowest priority group projects into the page
fischer projection
oxidation
saturated hydrocarbon
specific rotation
12. Sharing of electron between atoms
protic solvent
angle strain
covalent bond
ring strain
13. Name for ethanal
sp3
ozonolysis
acetaldehyde
formaldehyde
14. Methyl are 60 degrees apart. kinda stable
nucleophile
diol
gauche conformation
y- root - en -x-yne
15. Carbonyl located at the end of the chain named by replacing al with e. e.g. butanal
optical activity
aldehyde
amines
potassium permanganate
16. Compounds with halogen
Haloalkane
primary carbon
protic solvent
electrophilic addition of HX
17. Hydrocarbon with one or more carbon carbon triple bond
halogen
halogenation
configuration
alkyne
18. Goal is to produce most stable carbocation
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19. Di - tri - t - sec - n -
lindlar's catalyst
mcpba
Haloalkane
Ignored
20. Kmno4
ring strain
acetaldehyde
potassium permanganate
Alkane nomenclature
21. Charged - need electrons
hot - acidic potassium permanganate
chiral
sp
electrophile
22. A sigma bond and two pi bonds
propionaldehyde
triple bond
angle strain
ionic bond
23. Formed by mixing different types of orbitals
nucleophile
Alkane nomenclature
Acetylene
hybridization
24. One s and two p 120 degree apart
molecular orbital
isomer
combustion - disproportionation - free - radical substitution - pyrolysis
sp2
25. Carbon carbon triple bonds. Suffix-yne.
absolute configuration
racemic mixture
Alkyne
angle strain
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
hybridization
halogenation
lindlar's catalyst
catalytic hydrogenation
27. In which one or morehydrogen atoms are replaced with a halogen atom. via free radical substitution
enantiomer
halogenation
racemic mixture
primary carbon
28. Object that is not superimposable upon mirror image
ethers
chiral
diastereomers
Alkene
29. Diol with hydroxyl group on same carbon
acetaldehyde
geminal
torsional strain
alcohol
30. Name for mathanal
protic solvent
formaldehyde
Alkyne
triple bond
31. No double bonds. it has the maximum number of hydrogens.
ethers
angle strain
2^n
saturated hydrocarbon
32. 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
meso compound
sigma bond
protic solvent
ring flip
33. Alkene oxidized with this - strong oxidizing agent. CH3CO3H or mcpba and it makes epoxide or oxirane
angle strain
peroxycarboxylic acid
fischer projection
sp
34. Creation of long - high molecular weight polymer composed of repeating subunit called monomers. occur through a radical mechanism.
polymerization
Vinyl
mcpba
ozonolysis
35. Rotations cancel each other out therefore no optical activity
racemic mixture
peroxycarboxylic acid
halogenation
enantiomer
36. One s and three p orbitals
hot - acidic potassium permanganate
angle strain
sp3
oxidizing
37. More likely it is to attract positively charged proton. nucleophilic strength decreses: RO->HO>RCO2>ROH>H2O
catalytic hydrogenation
Acetylene
torsional strain
basicity
38. 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
covalent bond
enantiomer
acetaldehyde
electrophilic addition of HX
39. Transfer of electrions from one atome to another
ionic bond
sigma bond
lindlar's catalyst
reducing
40. Highest energy no separation. or 120 separation.
alcohol
eclipsed conformation
2^n
oxidizing
41. N - l - ml - ms
quantum numbers
nonbonded strain
aldehyde
initiation propagation termination
42. Not solvated
meso compound
pyrolysis
formaldehyde
aprotic solvent
43. Combustion reaction occurs through a radical process
sp
mcpba
relative configuration
C3H8 + 5O2 = 3CO2 + 4H2O + heat
44. A molecule with an internal plane of symmetry
meso compound
alkyne
pi bond
triple bond
45. Fast process. double bond is nucleophile and attack x2. make cyclic halonium ion with either br or cl. and make dihalo trans
ring flip
electrophilic addition of X2
nucleophile
achiral
46. Differ in position of substitutents attached to a double bond or cycloalkane. Cis or trans or e or z
mcpba
geometric isomers
eclipsed conformation
electrophilic addition of HX
47. 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-
hot - acidic potassium permanganate
amines
Vinyl
sp2
48. Carbon double bonded to an oxygen
geometric isomers
specific rotation
carbonyl
methylene
49. Two hydroxyl groups
sp2
diol
ionic bond
carbonyl
50. A radical transfers a hydrogen atom to another radical and makes an alkane and alkene
isomer
pyrolysis
disproportionation
ring strain
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