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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. Carbon carbon triple bonds. Suffix-yne.
electrophilic addition of X2
Alkene
Alkyne
sp
2. Nucleus lover. electron rich species that are attracked to charged atoms
nucleophile
Combustion
eclipsed conformation
combustion - disproportionation - free - radical substitution - pyrolysis
3. When two p orbitals line up in parallel and electron clouds overlap. it exsits over a single bond.
pi bond
Alkane
cold potassium permanganate
not ignored
4. Rotations cancel each other out therefore no optical activity
Acetylene
primary carbon
electrophile
racemic mixture
5. Nonsuperimposable mirror image of chiral objects - a specific steroisomer.
acetaldehyde
enantiomer
vicinal
Alkane
6. Zn/h or CH3/s with ozonolysis
relative configuration
Haloalkane
conformational isomer
reducing
7. 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
halogen
allyl
angle strain
hot - acidic potassium permanganate
8. Results when cyclic molecules must assume conformations that have eclipsed interactions
disproportionation
torsional strain
racemic mixture
aldehyde
9. Iso - neo - cyclo
not ignored
reducing
structural isomers
peroxycarboxylic acid
10. Carbonyl located at the end of the chain named by replacing al with e. e.g. butanal
chiral
Vinyl
aldehyde
specific rotation
11. Three different substitutents often have plane of symmetry. and rotation of 180 will allow molecule to be superimposed on mirror image
electrophilic addition of X2
ozonolysis
achiral
halogen
12. O3
ozonolysis
halogen
polymerization
hydroboration
13. Ozonolysis under hot acidic kmO4 - e.g. H2O2 condition
oxidizing
basicity
Alkane nomenclature
halogen
14. No double bonds. it has the maximum number of hydrogens.
electrophilic addition of H2O
ozonolysis
saturated hydrocarbon
structural isomers
15. Object that is not superimposable upon mirror image
sigma bond
hydroboration
chiral
ketone
16. Hydrocarbon with one or more carbon carbon triple bond
alkyne
geometric isomers
basicity
aldehyde
17. Water can be added to alkenes under acidic conditions. make carbocation. ends with alcohol
Vinyl
electrophilic addition of H2O
primary carbon
molecular orbital
18. 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.
pyrolysis
Alkane
enantiomer
molecular orbital
19. How many stereoisomers can a molecule have with n chiral centers
enantiomer
electrophile
covalent bond
2^n
20. Carbon double bonded to an oxygen
lindlar's catalyst
enantiomer
protic solvent
carbonyl
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
alcohol
initiation propagation termination
enantiomer
covalent bond
22. Describes the exact spatial arrangement of groups of atoms independent of other molecules.
alkyne
hydroboration
propionaldehyde
absolute configuration
23. Configuration in relation to another chiral molecule. use it to determine if a molecule is an enantiomer - diastereomer - etc
conformational isomer
amines
relative configuration
acetaldehyde
24. Di - tri - t - sec - n -
electrophile
relative configuration
Ignored
nucleophile
25. Refers to the =CH2 group
methylene
ketone
anti conformation
covalent bond
26. A molecule with an internal plane of symmetry
protic solvent
nucleophile
meso compound
Alkane
27. Reaction of alkane with oxygen to form carbon dioxide - water and heat.
Combustion
Alkyne
aldehyde
enantiomer
28. 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.
ketone
angle strain
alcohol
diastereomers
29. F - CL - Br - I
2^n
ozonolysis
halogen
aldehyde
30. Charged - need electrons
sp3
electrophile
achiral
isomer
31. Spatial arrangement of the atoms or groups of a sterioisomer
configuration
Vinyl
propionaldehyde
electrophilic addition of HX
32. Arise from angle strain - torsional strian and nonbonded strain
meso compound
ring strain
potassium permanganate
reducing
33. Combustion reaction occurs through a radical process
triple bond
C3H8 + 5O2 = 3CO2 + 4H2O + heat
Alkane nomenclature
chiral
34. More likely it is to attract positively charged proton. nucleophilic strength decreses: RO->HO>RCO2>ROH>H2O
pyrolysis
basicity
torsional strain
oxidizing
35. Is bonded to only one other carbon atom
markovnikov's rule
amines
primary carbon
halogen
36. Differ in position of substitutents attached to a double bond or cycloalkane. Cis or trans or e or z
nucleophile
Ignored
geometric isomers
protic solvent
37. Goal is to produce most stable carbocation
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38. Common name for ethyne
not ignored
2^n
potassium permanganate
Acetylene
39. Creation of long - high molecular weight polymer composed of repeating subunit called monomers. occur through a radical mechanism.
primary carbon
polymerization
molecular orbital
geminal
40. Lowest priority group projects into the page
fischer projection
pyrolysis
polymerization
molecular orbital
41. Methyl are 60 degrees apart. kinda stable
gauche conformation
cold potassium permanganate
basicity
halogenation
42. Same molecular formula but different structure
hot - acidic potassium permanganate
isomer
gauche conformation
Acetylene
43. Name for propanal
not ignored
propionaldehyde
protic solvent
saturated hydrocarbon
44. Occur when a molecule is broken down by heat. used to reduce the avverage molecular weight of heavy oils. c - c - bonds are cleave dand make small chain alkyl radicals that recombine to form different alkanes
methylene
pyrolysis
C3H8 + 5O2 = 3CO2 + 4H2O + heat
aldehyde
45. N - l - ml - ms
stereoisomers
enantiomer
cold potassium permanganate
quantum numbers
46. Carbonyl located in middle or somewhere in chane. Named with One
electrophilic addition of X2
diol
ketone
primary carbon
47. Alkene oxidized with this - strong oxidizing agent. CH3CO3H or mcpba and it makes epoxide or oxirane
ring flip
peroxycarboxylic acid
electrophilic addition of HX
ozonolysis
48. Compounds with halogen
Haloalkane
enantiomer
electrophilic addition of X2
achiral
49. Cleaves double bond in half - it only oxidizes the carbon to an aldehyde under reducing conditions. if ozidizing make same product as KMNO4
catalytic hydrogenation
ozonolysis
optical activity
lindlar's catalyst
50. When boat flips
disproportionation
diol
enantiomer
ring flip
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