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MCAT Organic Chemistry
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Subjects
:
mcat
,
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. O3
ozonolysis
triple bond
gauche conformation
weak bases
2. Monosubstituted ethylene
Vinyl
geminal
structural isomers
oxidation
3. If reagent has a bunch of oxygen
disproportionation
oxidation
ionic bond
hybridization
4. Highest energy no separation. or 120 separation.
eclipsed conformation
geminal
Vinyl
triple bond
5. Lowest priority group projects into the page
not ignored
ring flip
fischer projection
Ignored
6. 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.
oxidizing
molecular orbital
primary carbon
saturated hydrocarbon
7. In presence of peroxide - oxygen or ultraviolet light. antimarkonikov because they want a stable free radical. therefore X ends up on least subsituted carbon
triple bond
polymerization
absolute configuration
electrophilic addition of free radicals
8. Ozonolysis under hot acidic kmO4 - e.g. H2O2 condition
oxidizing
torsional strain
eclipsed conformation
Alkane nomenclature
9. 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.
nucleophile
diastereomers
eclipsed conformation
alkyne
10. 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
achiral
weak bases
gauche conformation
11. Same molecular formula but different structure
hybridization
formaldehyde
lindlar's catalyst
isomer
12. Y = position of double bond - x is position of triple bond - root is the prefix representing the length of the principal carbon chain
Combustion
y- root - en -x-yne
Alkane nomenclature
chiral
13. Alkenes oxidzed with kmno4 - if made with cold - dilue - make OH on each side of double bond - diols or glycol in syn orientation
cold potassium permanganate
achiral
Alkane
reducing
14. 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
fischer projection
diol
protic solvent
covalent bond
15. Alkene oxidized with this - strong oxidizing agent. CH3CO3H or mcpba and it makes epoxide or oxirane
peroxycarboxylic acid
propionaldehyde
allyl
potassium permanganate
16. Contain carbon carbon double bonds. Use same root of alkane but end with 'ene'
ozonolysis
Alkene
oxidation
mcpba
17. Steps of free radical substitution
relative configuration
diol
initiation propagation termination
alkyne
18. Always receive number one. contain carbonyl and OH group - very oxidized. highest priority functional group.
racemic mixture
electrophilic addition of HX
carboxylic acid
nucleophile
19. Hydrocarbon with one or more carbon carbon triple bond
alkyne
weak bases
hydroboration
molecular orbital
20. Cleaves double bond in half - it only oxidizes the carbon to an aldehyde under reducing conditions. if ozidizing make same product as KMNO4
ozonolysis
torsional strain
disproportionation
quantum numbers
21. Diborane add to double bond. boron acts as lewis acid and attaches to less hindered carbon. hydride transferred to adjacent carbon. antimarkonikov - alcohol produced
ozonolysis
allyl
molecular orbital
hydroboration
22. Goal is to produce most stable carbocation
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23. Results when cyclic molecules must assume conformations that have eclipsed interactions
geminal
2^n
torsional strain
C3H8 + 5O2 = 3CO2 + 4H2O + heat
24. 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.
nonbonded strain
catalytic hydrogenation
pyrolysis
vicinal
25. Nonterminal alkenes are cleaved to form two molar equivalent of carvoxylic acid ..make keton
triple bond
fischer projection
Acetylene
hot - acidic potassium permanganate
26. Most favorable of staggared conformations
2^n
anti conformation
ketone
saturated hydrocarbon
27. Configuration in relation to another chiral molecule. use it to determine if a molecule is an enantiomer - diastereomer - etc
initiation propagation termination
relative configuration
not ignored
markovnikov's rule
28. Carbon with four different substituents and lack a plane of symmetry
chiral center
torsional strain
nucleophile
relative configuration
29. Arise from angle strain - torsional strian and nonbonded strain
geminal
eclipsed conformation
ring strain
fischer projection
30. 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
ring flip
eclipsed conformation
catalytic hydrogenation
amines
31. Nucleus lover. electron rich species that are attracked to charged atoms
quantum numbers
nucleophile
markovnikov's rule
potassium permanganate
32. One s and three p orbitals
isomer
nonbonded strain
oxidizing
sp3
33. M - chloroperoxybenzoic acid
electrophilic addition of free radicals
mcpba
triple bond
methylene
34. Nonsuperimposable mirror image of chiral objects - a specific steroisomer.
Alkane
enantiomer
alcohol
Haloalkane
35. Is bonded to only one other carbon atom
nonbonded strain
primary carbon
C3H8 + 5O2 = 3CO2 + 4H2O + heat
saturated hydrocarbon
36. F - CL - Br - I
electrophile
peroxycarboxylic acid
electrophilic addition
halogen
37. Describes the exact spatial arrangement of groups of atoms independent of other molecules.
hot - acidic potassium permanganate
absolute configuration
ring flip
enantiomer
38. In which one or morehydrogen atoms are replaced with a halogen atom. via free radical substitution
acetaldehyde
enantiomer
quantum numbers
halogenation
39. Spatial arrangement of the atoms or groups of a sterioisomer
configuration
primary carbon
alcohol
isomer
40. Name for mathanal
triple bond
formaldehyde
mcpba
basicity
41. Carbonyl located in middle or somewhere in chane. Named with One
molecular orbital
nucleophile
ketone
electrophilic addition of HX
42. Kmno4
potassium permanganate
carboxylic acid
absolute configuration
structural isomers
43. How many stereoisomers can a molecule have with n chiral centers
amines
2^n
covalent bond
conformational isomer
44. Carbon double bonded to an oxygen
methylene
aldehyde
molecular orbital
carbonyl
45. Object that is not superimposable upon mirror image
ethers
hybridization
chiral
alcohol
46. Creation of long - high molecular weight polymer composed of repeating subunit called monomers. occur through a radical mechanism.
polymerization
chiral center
ethers
nucleophile
47. No double bonds. it has the maximum number of hydrogens.
optical activity
electrophilic addition of X2
markovnikov's rule
saturated hydrocarbon
48. When boat flips
aldehyde
ring flip
sigma bond
stereoisomers
49. If a compound is able to rotate plane polarized light.
sigma bond
Haloalkane
optical activity
basicity
50. 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
polymerization
absolute configuration
achiral
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