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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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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. Same molecular formula but different structure
pi bond
isomer
basicity
alcohol
2. Not solvated
aprotic solvent
Alkane
ketone
Alkane nomenclature
3. Reaction of alkane with oxygen to form carbon dioxide - water and heat.
meso compound
Combustion
basicity
Alkane
4. How many stereoisomers can a molecule have with n chiral centers
Alkane nomenclature
angle strain
2^n
ionic bond
5. A radical transfers a hydrogen atom to another radical and makes an alkane and alkene
ozonolysis
torsional strain
mcpba
disproportionation
6. Electrons of pi bond are reactive and easily attacked by molecules that want e pair e.g. electrophiles.
amines
electrophilic addition
gauche conformation
formaldehyde
7. What is produced when o3 with lialh4 or nabh4
alcohol
C3H8 + 5O2 = 3CO2 + 4H2O + heat
torsional strain
electrophile
8. O3
ozonolysis
lindlar's catalyst
methylene
anti conformation
9. Y = position of double bond - x is position of triple bond - root is the prefix representing the length of the principal carbon chain
stereoisomers
enantiomer
y- root - en -x-yne
gauche conformation
10. Diol with hydroxyl group on same carbon
markovnikov's rule
conformational isomer
geminal
nonbonded strain
11. A sigma bond and two pi bonds
triple bond
nonbonded strain
racemic mixture
diol
12. Kmno4
allyl
C3H8 + 5O2 = 3CO2 + 4H2O + heat
Haloalkane
potassium permanganate
13. F - CL - Br - I
cold potassium permanganate
halogen
halogenation
stereoisomers
14. Water can be added to alkenes under acidic conditions. make carbocation. ends with alcohol
electrophilic addition of H2O
molecular orbital
relative configuration
angle strain
15. M - chloroperoxybenzoic acid
mcpba
Ignored
electrophilic addition of free radicals
protic solvent
16. Carbon carbon triple bonds. Suffix-yne.
basicity
relative configuration
chiral center
Alkyne
17. Refers to the =CH2 group
methylene
ketone
vicinal
nonbonded strain
18. Name for mathanal
formaldehyde
weak bases
anti conformation
torsional strain
19. Name for ethanal
2^n
acetaldehyde
electrophilic addition of free radicals
specific rotation
20. Methyl are 60 degrees apart. kinda stable
gauche conformation
formaldehyde
enantiomer
specific rotation
21. Diols with hydroxyl group on adjacent carbon
pyrolysis
vicinal
protic solvent
ozonolysis
22. 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.
isomer
nonbonded strain
sp2
primary carbon
23. Describes the exact spatial arrangement of groups of atoms independent of other molecules.
saturated hydrocarbon
lindlar's catalyst
gauche conformation
absolute configuration
24. Spatial arrangement of the atoms or groups of a sterioisomer
configuration
potassium permanganate
polymerization
meso compound
25. 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
ketone
hot - acidic potassium permanganate
sp
allyl
26. Carbon double bonded to an oxygen
hydroboration
carbonyl
hybridization
ozonolysis
27. If reagent has a bunch of oxygen
peroxycarboxylic acid
oxidation
disproportionation
racemic mixture
28. N - l - ml - ms
quantum numbers
hydroboration
ionic bond
electrophile
29. Common name for ethyne
acetaldehyde
allyl
carboxylic acid
Acetylene
30. Charged - need electrons
ring strain
Ignored
electrophile
electrophilic addition of X2
31. Two hydroxyl groups
markovnikov's rule
hybridization
diol
pi bond
32. 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.
diastereomers
hybridization
ionic bond
molecular orbital
33. Di - tri - t - sec - n -
Ignored
gauche conformation
geometric isomers
C3H8 + 5O2 = 3CO2 + 4H2O + heat
34. Palladium or barium sulfate (BaSO4) with quinoline. occur on metal surface - make cis.
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35. Most similar. same molecule only at different points in their rotation. show them with newmans projections
Alkane nomenclature
Alkyne
conformational isomer
catalytic hydrogenation
36. Two p orbital form pi and third p orbital combine with s to make two sp hybrid. 180 degree apart
geometric isomers
potassium permanganate
sp
hybridization
37. Sharing of electron between atoms
covalent bond
chiral
nonbonded strain
protic solvent
38. Carbon with four different substituents and lack a plane of symmetry
not ignored
configuration
chiral center
Alkane
39. Use the Greek root for the number of carbons followed by the ending - - ane
cold potassium permanganate
ozonolysis
Alkane nomenclature
electrophile
40. Name for propanal
sigma bond
ethers
propionaldehyde
protic solvent
41. Contain carbon carbon double bonds. Use same root of alkane but end with 'ene'
Alkane nomenclature
electrophilic addition of HX
aldehyde
Alkene
42. In which one or morehydrogen atoms are replaced with a halogen atom. via free radical substitution
halogenation
peroxycarboxylic acid
y- root - en -x-yne
electrophilic addition of HX
43. Creation of long - high molecular weight polymer composed of repeating subunit called monomers. occur through a radical mechanism.
polymerization
gauche conformation
Acetylene
pyrolysis
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
relative configuration
electrophile
markovnikov's rule
pyrolysis
45. Highest energy no separation. or 120 separation.
electrophilic addition of X2
eclipsed conformation
peroxycarboxylic acid
triple bond
46. Alkene oxidized with this - strong oxidizing agent. CH3CO3H or mcpba and it makes epoxide or oxirane
Ignored
ozonolysis
pi bond
peroxycarboxylic acid
47. Compounds with halogen
Haloalkane
electrophilic addition of free radicals
Ignored
electrophile
48. Differ in position of substitutents attached to a double bond or cycloalkane. Cis or trans or e or z
methylene
Haloalkane
geometric isomers
covalent bond
49. Combustion reaction occurs through a radical process
ozonolysis
diastereomers
disproportionation
C3H8 + 5O2 = 3CO2 + 4H2O + heat
50. More likely it is to attract positively charged proton. nucleophilic strength decreses: RO->HO>RCO2>ROH>H2O
hydroboration
basicity
ozonolysis
diol
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