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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. Diol with hydroxyl group on same carbon
absolute configuration
geminal
nucleophile
amines
2. Functionality is specified by alkoxy- prefix. ROR
specific rotation
ethers
Acetylene
covalent bond
3. 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
propionaldehyde
markovnikov's rule
chiral
allyl
4. In which one or morehydrogen atoms are replaced with a halogen atom. via free radical substitution
halogenation
ionic bond
carbonyl
racemic mixture
5. Carbon double bonded to an oxygen
Alkane
halogenation
carbonyl
isomer
6. If a compound is able to rotate plane polarized light.
optical activity
pyrolysis
electrophilic addition of free radicals
nonbonded strain
7. 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
optical activity
Vinyl
2^n
8. One s and three p orbitals
methylene
reducing
sp3
not ignored
9. 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.
electrophilic addition of free radicals
basicity
amines
nonbonded strain
10. M - chloroperoxybenzoic acid
Acetylene
configuration
mcpba
Combustion
11. Goal is to produce most stable carbocation
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12. Combustion reaction occurs through a radical process
C3H8 + 5O2 = 3CO2 + 4H2O + heat
vicinal
saturated hydrocarbon
enantiomer
13. Describes the exact spatial arrangement of groups of atoms independent of other molecules.
weak bases
ketone
specific rotation
absolute configuration
14. Configuration in relation to another chiral molecule. use it to determine if a molecule is an enantiomer - diastereomer - etc
relative configuration
weak bases
geminal
vicinal
15. Hydrocarbon with one or more carbon carbon triple bond
Acetylene
electrophile
alkyne
chiral
16. Carbonyl located at the end of the chain named by replacing al with e. e.g. butanal
halogen
chiral
aldehyde
carbonyl
17. Di - tri - t - sec - n -
potassium permanganate
electrophilic addition
Ignored
Acetylene
18. Spatial arrangement of the atoms or groups of a sterioisomer
configuration
sp2
molecular orbital
y- root - en -x-yne
19. Iso - neo - cyclo
eclipsed conformation
pi bond
not ignored
peroxycarboxylic acid
20. N - l - ml - ms
hot - acidic potassium permanganate
quantum numbers
saturated hydrocarbon
alcohol
21. Lowest priority group projects into the page
fischer projection
electrophilic addition
electrophile
electrophilic addition of HX
22. Water can be added to alkenes under acidic conditions. make carbocation. ends with alcohol
weak bases
quantum numbers
electrophilic addition of H2O
protic solvent
23. E of double bond act as lewis base and react with hydrogen of hx. make carbocation intermediate. use markonikovs rule
protic solvent
electrophilic addition of HX
triple bond
ozonolysis
24. Nonsuperimposable mirror image of chiral objects - a specific steroisomer.
aldehyde
enantiomer
structural isomers
hybridization
25. When two p orbitals line up in parallel and electron clouds overlap. it exsits over a single bond.
relative configuration
pi bond
ring flip
enantiomer
26. When a molecular orbital is formed head to head or tail to tail. all single bonds are tehese.
formaldehyde
configuration
racemic mixture
sigma bond
27. Transfer of electrions from one atome to another
ionic bond
primary carbon
alkyne
eclipsed conformation
28. Monosubstituted ethylene
allyl
Vinyl
geometric isomers
halogenation
29. In presence of peroxide - oxygen or ultraviolet light. antimarkonikov because they want a stable free radical. therefore X ends up on least subsituted carbon
oxidizing
enantiomer
electrophilic addition of free radicals
molecular orbital
30. Kmno4
Acetylene
Alkene
ionic bond
potassium permanganate
31. Alkenes oxidzed with kmno4 - if made with cold - dilue - make OH on each side of double bond - diols or glycol in syn orientation
Alkane
Combustion
cold potassium permanganate
structural isomers
32. Formed by mixing different types of orbitals
Ignored
hybridization
diastereomers
covalent bond
33. 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
pyrolysis
C3H8 + 5O2 = 3CO2 + 4H2O + heat
sigma bond
structural isomers
34. A molecule with an internal plane of symmetry
specific rotation
weak bases
meso compound
achiral
35. Creation of long - high molecular weight polymer composed of repeating subunit called monomers. occur through a radical mechanism.
electrophilic addition of free radicals
methylene
polymerization
ethers
36. Same molecular formula but different structure
carboxylic acid
ozonolysis
isomer
peroxycarboxylic acid
37. Most similar. same molecule only at different points in their rotation. show them with newmans projections
conformational isomer
primary carbon
halogen
racemic mixture
38. Name for propanal
propionaldehyde
allyl
torsional strain
enantiomer
39. Alphabetical order of alkane rxn
hot - acidic potassium permanganate
molecular orbital
combustion - disproportionation - free - radical substitution - pyrolysis
weak bases
40. Is bonded to only one other carbon atom
cold potassium permanganate
ring strain
triple bond
primary carbon
41. Carbonyl located in middle or somewhere in chane. Named with One
sigma bond
Alkane
ketone
oxidizing
42. Contain carbon carbon double bonds. Use same root of alkane but end with 'ene'
lindlar's catalyst
electrophilic addition of H2O
Alkene
halogenation
43. A sigma bond and two pi bonds
not ignored
anti conformation
triple bond
hybridization
44. Alkene oxidized with this - strong oxidizing agent. CH3CO3H or mcpba and it makes epoxide or oxirane
mcpba
peroxycarboxylic acid
lindlar's catalyst
quantum numbers
45. Carbon carbon triple bonds. Suffix-yne.
ozonolysis
protic solvent
mcpba
Alkyne
46. Name for ethanal
conformational isomer
acetaldehyde
alkyne
electrophilic addition of HX
47. Common name for ethyne
Combustion
Acetylene
achiral
sp3
48. Rotations cancel each other out therefore no optical activity
fischer projection
alcohol
ring strain
racemic mixture
49. F - CL - Br - I
angle strain
eclipsed conformation
methylene
halogen
50. Compounds with halogen
enantiomer
Haloalkane
ethers
quantum numbers
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