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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. Common name for ethyne
Alkane nomenclature
electrophilic addition
allyl
Acetylene
2. Y = position of double bond - x is position of triple bond - root is the prefix representing the length of the principal carbon chain
hydroboration
enantiomer
y- root - en -x-yne
Alkane
3. Three different substitutents often have plane of symmetry. and rotation of 180 will allow molecule to be superimposed on mirror image
achiral
Combustion
anti conformation
gauche conformation
4. Compounds with halogen
diol
Haloalkane
relative configuration
Vinyl
5. 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
Combustion
racemic mixture
meso compound
6. Same chemical formula. same atomic connectivity . different in how atoms are arranged in space
stereoisomers
pyrolysis
vicinal
optical activity
7. Most favorable of staggared conformations
geometric isomers
electrophilic addition of X2
Alkane nomenclature
anti conformation
8. Name for ethanal
diastereomers
electrophilic addition
nucleophile
acetaldehyde
9. Creation of long - high molecular weight polymer composed of repeating subunit called monomers. occur through a radical mechanism.
polymerization
meso compound
aprotic solvent
covalent bond
10. Charged - need electrons
electrophile
nucleophile
Alkane
sp3
11. Contain carbon carbon double bonds. Use same root of alkane but end with 'ene'
Alkene
basicity
Acetylene
halogen
12. Cleaves double bond in half - it only oxidizes the carbon to an aldehyde under reducing conditions. if ozidizing make same product as KMNO4
ozonolysis
halogen
lindlar's catalyst
ring flip
13. Two p orbital form pi and third p orbital combine with s to make two sp hybrid. 180 degree apart
isomer
sp
Alkyne
pi bond
14. Iso - neo - cyclo
C3H8 + 5O2 = 3CO2 + 4H2O + heat
quantum numbers
potassium permanganate
not ignored
15. Carbon double bonded to an oxygen
carboxylic acid
carbonyl
weak bases
fischer projection
16. A molecule with an internal plane of symmetry
stereoisomers
2^n
meso compound
disproportionation
17. Use the Greek root for the number of carbons followed by the ending - - ane
stereoisomers
hybridization
enantiomer
Alkane nomenclature
18. Monosubstituted ethylene
fischer projection
eclipsed conformation
geminal
Vinyl
19. Alphabetical order of alkane rxn
absolute configuration
anti conformation
combustion - disproportionation - free - radical substitution - pyrolysis
protic solvent
20. 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.
halogenation
ketone
diastereomers
markovnikov's rule
21. 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
vicinal
enantiomer
pi bond
gauche conformation
22. When boat flips
ring flip
absolute configuration
primary carbon
chiral center
23. Carbonyl located at the end of the chain named by replacing al with e. e.g. butanal
diol
y- root - en -x-yne
aldehyde
Vinyl
24. No double bonds. it has the maximum number of hydrogens.
enantiomer
saturated hydrocarbon
conformational isomer
hybridization
25. Carbonyl located in middle or somewhere in chane. Named with One
ionic bond
carbonyl
ketone
combustion - disproportionation - free - radical substitution - pyrolysis
26. Lowest priority group projects into the page
torsional strain
fischer projection
aprotic solvent
enantiomer
27. If a compound is able to rotate plane polarized light.
electrophilic addition of HX
electrophilic addition of X2
combustion - disproportionation - free - radical substitution - pyrolysis
optical activity
28. Fast process. double bond is nucleophile and attack x2. make cyclic halonium ion with either br or cl. and make dihalo trans
electrophilic addition of X2
ethers
specific rotation
Haloalkane
29. Nonterminal alkenes are cleaved to form two molar equivalent of carvoxylic acid ..make keton
hot - acidic potassium permanganate
ethers
hydroboration
propionaldehyde
30. Spatial arrangement of the atoms or groups of a sterioisomer
Alkene
oxidation
alkyne
configuration
31. Configuration in relation to another chiral molecule. use it to determine if a molecule is an enantiomer - diastereomer - etc
optical activity
Vinyl
weak bases
relative configuration
32. A radical transfers a hydrogen atom to another radical and makes an alkane and alkene
disproportionation
racemic mixture
enantiomer
eclipsed conformation
33. Always receive number one. contain carbonyl and OH group - very oxidized. highest priority functional group.
nonbonded strain
carboxylic acid
specific rotation
weak bases
34. F - CL - Br - I
halogen
propionaldehyde
torsional strain
diol
35. Reaction of alkane with oxygen to form carbon dioxide - water and heat.
Alkane nomenclature
electrophilic addition of free radicals
primary carbon
Combustion
36. N - l - ml - ms
quantum numbers
polymerization
structural isomers
electrophilic addition of X2
37. What are the best leaving groups?
stereoisomers
weak bases
aldehyde
angle strain
38. M - chloroperoxybenzoic acid
aprotic solvent
weak bases
mcpba
anti conformation
39. O3
Alkene
ozonolysis
reducing
polymerization
40. Two hydroxyl groups
ethers
stereoisomers
catalytic hydrogenation
diol
41. Carbon with four different substituents and lack a plane of symmetry
chiral center
structural isomers
hydroboration
initiation propagation termination
42. Not solvated
Alkane
electrophilic addition of X2
hybridization
aprotic solvent
43. 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.
conformational isomer
diastereomers
racemic mixture
nonbonded strain
44. Chain of carbons connected by single bonds with hydrogen atoms attached.
Alkane
acetaldehyde
propionaldehyde
relative configuration
45. When a molecular orbital is formed head to head or tail to tail. all single bonds are tehese.
sigma bond
allyl
electrophile
quantum numbers
46. Ozonolysis under hot acidic kmO4 - e.g. H2O2 condition
ketone
oxidizing
diastereomers
triple bond
47. Hydrocarbon with one or more carbon carbon triple bond
sp
chiral center
basicity
alkyne
48. Diol with hydroxyl group on same carbon
ethers
aldehyde
carbonyl
geminal
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
oxidizing
allyl
aprotic solvent
chiral center
50. Goal is to produce most stable carbocation
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