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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. A sigma bond and two pi bonds
isomer
racemic mixture
weak bases
triple bond
2. Water can be added to alkenes under acidic conditions. make carbocation. ends with alcohol
2^n
ozonolysis
electrophilic addition of H2O
stereoisomers
3. Arise from angle strain - torsional strian and nonbonded strain
racemic mixture
sp2
Alkene
ring strain
4. Functionality is specified by alkoxy- prefix. ROR
carboxylic acid
ethers
optical activity
Combustion
5. If reagent has a bunch of oxygen
Alkane
oxidation
Vinyl
catalytic hydrogenation
6. Ozonolysis under hot acidic kmO4 - e.g. H2O2 condition
aldehyde
amines
oxidizing
geminal
7. What is produced when o3 with lialh4 or nabh4
alkyne
alcohol
enantiomer
torsional strain
8. Use the Greek root for the number of carbons followed by the ending - - ane
catalytic hydrogenation
ozonolysis
mcpba
Alkane nomenclature
9. Contain carbon carbon double bonds. Use same root of alkane but end with 'ene'
weak bases
ketone
amines
Alkene
10. Di - tri - t - sec - n -
carbonyl
specific rotation
not ignored
Ignored
11. Is bonded to only one other carbon atom
alkyne
ring flip
geometric isomers
primary carbon
12. Same chemical formula. same atomic connectivity . different in how atoms are arranged in space
diol
initiation propagation termination
stereoisomers
pi bond
13. Common name for ethyne
electrophilic addition of HX
nonbonded strain
Acetylene
chiral center
14. Describes the exact spatial arrangement of groups of atoms independent of other molecules.
ozonolysis
absolute configuration
enantiomer
molecular orbital
15. Chain of carbons connected by single bonds with hydrogen atoms attached.
mcpba
Alkane
C3H8 + 5O2 = 3CO2 + 4H2O + heat
Alkane nomenclature
16. Most similar. same molecule only at different points in their rotation. show them with newmans projections
sp
conformational isomer
ring flip
triple bond
17. 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
Alkyne
weak bases
ionic bond
18. Highest energy no separation. or 120 separation.
eclipsed conformation
racemic mixture
electrophilic addition of HX
lindlar's catalyst
19. Diborane add to double bond. boron acts as lewis acid and attaches to less hindered carbon. hydride transferred to adjacent carbon. antimarkonikov - alcohol produced
electrophilic addition of H2O
ionic bond
hydroboration
oxidizing
20. 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.
electrophilic addition of X2
halogenation
molecular orbital
stereoisomers
21. O3
enantiomer
sigma bond
ozonolysis
y- root - en -x-yne
22. Y = position of double bond - x is position of triple bond - root is the prefix representing the length of the principal carbon chain
chiral
C3H8 + 5O2 = 3CO2 + 4H2O + heat
Haloalkane
y- root - en -x-yne
23. 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.
angle strain
carboxylic acid
propionaldehyde
nonbonded strain
24. A radical transfers a hydrogen atom to another radical and makes an alkane and alkene
aldehyde
sp
nucleophile
disproportionation
25. 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
chiral center
mcpba
catalytic hydrogenation
torsional strain
26. Charged - need electrons
electrophile
molecular orbital
pyrolysis
geometric isomers
27. One s and three p orbitals
pi bond
nonbonded strain
sp3
ozonolysis
28. In presence of peroxide - oxygen or ultraviolet light. antimarkonikov because they want a stable free radical. therefore X ends up on least subsituted carbon
initiation propagation termination
electrophilic addition of free radicals
diastereomers
ethers
29. Formed by mixing different types of orbitals
nonbonded strain
propionaldehyde
hybridization
hot - acidic potassium permanganate
30. F - CL - Br - I
methylene
diol
triple bond
halogen
31. Zn/h or CH3/s with ozonolysis
halogenation
Alkane nomenclature
weak bases
reducing
32. Diol with hydroxyl group on same carbon
carboxylic acid
ethers
geminal
Alkyne
33. Fast process. double bond is nucleophile and attack x2. make cyclic halonium ion with either br or cl. and make dihalo trans
vicinal
carboxylic acid
combustion - disproportionation - free - radical substitution - pyrolysis
electrophilic addition of X2
34. Alphabetical order of alkane rxn
amines
combustion - disproportionation - free - radical substitution - pyrolysis
alkyne
acetaldehyde
35. Transfer of electrions from one atome to another
allyl
electrophilic addition of H2O
aprotic solvent
ionic bond
36. Iso - neo - cyclo
covalent bond
structural isomers
not ignored
propionaldehyde
37. Nonsuperimposable mirror image of chiral objects - a specific steroisomer.
primary carbon
alcohol
alkyne
enantiomer
38. Share molecular formula but have different chemical and physical properties
structural isomers
basicity
covalent bond
hot - acidic potassium permanganate
39. Always receive number one. contain carbonyl and OH group - very oxidized. highest priority functional group.
electrophilic addition of X2
sp2
racemic mixture
carboxylic acid
40. Carbonyl located in middle or somewhere in chane. Named with One
hot - acidic potassium permanganate
ketone
halogen
enantiomer
41. Three different substitutents often have plane of symmetry. and rotation of 180 will allow molecule to be superimposed on mirror image
racemic mixture
electrophilic addition
achiral
lindlar's catalyst
42. Carbon double bonded to an oxygen
carbonyl
ozonolysis
markovnikov's rule
ring flip
43. What are the best leaving groups?
sigma bond
weak bases
specific rotation
chiral center
44. Carbon with four different substituents and lack a plane of symmetry
chiral center
initiation propagation termination
2^n
ethers
45. A = observed rotation / concentration * length
specific rotation
optical activity
sp3
covalent bond
46. One s and two p 120 degree apart
ozonolysis
sp2
isomer
angle strain
47. Two p orbital form pi and third p orbital combine with s to make two sp hybrid. 180 degree apart
quantum numbers
carboxylic acid
sp
torsional strain
48. Name for propanal
carboxylic acid
propionaldehyde
cold potassium permanganate
potassium permanganate
49. Diols with hydroxyl group on adjacent carbon
initiation propagation termination
vicinal
sigma bond
halogen
50. Hydrocarbon with one or more carbon carbon triple bond
torsional strain
meso compound
anti conformation
alkyne
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