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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.
Don't refresh. All questions and answers are randomly picked and ordered every time you load a test.
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
sp2
not ignored
optical activity
isomer
2. Describes the exact spatial arrangement of groups of atoms independent of other molecules.
absolute configuration
electrophilic addition of X2
protic solvent
hot - acidic potassium permanganate
3. 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.
formaldehyde
Alkyne
molecular orbital
methylene
4. Fast process. double bond is nucleophile and attack x2. make cyclic halonium ion with either br or cl. and make dihalo trans
ring strain
electrophilic addition of X2
methylene
aprotic solvent
5. When bond angles deviate from ideal values
geminal
allyl
specific rotation
angle strain
6. Highest energy no separation. or 120 separation.
electrophilic addition
diastereomers
Ignored
eclipsed conformation
7. One s and two p 120 degree apart
amines
sp2
chiral
protic solvent
8. Transfer of electrions from one atome to another
electrophilic addition of HX
configuration
ionic bond
potassium permanganate
9. Creation of long - high molecular weight polymer composed of repeating subunit called monomers. occur through a radical mechanism.
catalytic hydrogenation
triple bond
polymerization
geometric isomers
10. Share molecular formula but have different chemical and physical properties
ring strain
Ignored
structural isomers
hot - acidic potassium permanganate
11. 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
primary carbon
initiation propagation termination
allyl
pi bond
12. Nitrogen containing compound - longest chain attached to nitrogen used in backbone. use e and replace with AMINE. if more complex molecule present - use prefix amino. IF additional group added - use N-
mcpba
ring flip
amines
quantum numbers
13. Refers to the =CH2 group
formaldehyde
methylene
lindlar's catalyst
not ignored
14. 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
electrophilic addition of HX
enantiomer
meso compound
hydroboration
15. Monosubstituted ethylene
oxidizing
sp3
Vinyl
aldehyde
16. Methyl are 60 degrees apart. kinda stable
configuration
geometric isomers
ketone
gauche conformation
17. Goal is to produce most stable carbocation
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18. Compounds with halogen
Haloalkane
structural isomers
Acetylene
y- root - en -x-yne
19. Sharing of electron between atoms
covalent bond
relative configuration
chiral center
formaldehyde
20. 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.
achiral
allyl
initiation propagation termination
nonbonded strain
21. Three different substitutents often have plane of symmetry. and rotation of 180 will allow molecule to be superimposed on mirror image
achiral
Alkyne
quantum numbers
pyrolysis
22. Contain carbon carbon double bonds. Use same root of alkane but end with 'ene'
Alkane nomenclature
torsional strain
nonbonded strain
Alkene
23. Y = position of double bond - x is position of triple bond - root is the prefix representing the length of the principal carbon chain
sp2
Acetylene
propionaldehyde
y- root - en -x-yne
24. Nonterminal alkenes are cleaved to form two molar equivalent of carvoxylic acid ..make keton
geminal
hot - acidic potassium permanganate
halogenation
amines
25. Diborane add to double bond. boron acts as lewis acid and attaches to less hindered carbon. hydride transferred to adjacent carbon. antimarkonikov - alcohol produced
aldehyde
diol
hydroboration
pyrolysis
26. F - CL - Br - I
halogen
gauche conformation
electrophilic addition of free radicals
electrophilic addition of X2
27. Use the Greek root for the number of carbons followed by the ending - - ane
hybridization
ring flip
Alkane
Alkane nomenclature
28. Carbon carbon triple bonds. Suffix-yne.
propionaldehyde
covalent bond
Alkyne
specific rotation
29. E of double bond act as lewis base and react with hydrogen of hx. make carbocation intermediate. use markonikovs rule
molecular orbital
ozonolysis
electrophilic addition of HX
electrophilic addition
30. Ozonolysis under hot acidic kmO4 - e.g. H2O2 condition
eclipsed conformation
hot - acidic potassium permanganate
covalent bond
oxidizing
31. Name for propanal
combustion - disproportionation - free - radical substitution - pyrolysis
nucleophile
propionaldehyde
electrophile
32. What is produced when o3 with lialh4 or nabh4
eclipsed conformation
disproportionation
alcohol
Alkyne
33. Iso - neo - cyclo
2^n
not ignored
pyrolysis
markovnikov's rule
34. Spatial arrangement of the atoms or groups of a sterioisomer
structural isomers
configuration
catalytic hydrogenation
reducing
35. A sigma bond and two pi bonds
structural isomers
electrophilic addition of H2O
configuration
triple bond
36. 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
angle strain
Alkane nomenclature
combustion - disproportionation - free - radical substitution - pyrolysis
37. When two p orbitals line up in parallel and electron clouds overlap. it exsits over a single bond.
carbonyl
sp2
pi bond
relative configuration
38. Carbonyl located in middle or somewhere in chane. Named with One
ketone
carbonyl
enantiomer
Alkane nomenclature
39. What are the best leaving groups?
optical activity
electrophilic addition
peroxycarboxylic acid
weak bases
40. Carbonyl located at the end of the chain named by replacing al with e. e.g. butanal
quantum numbers
halogenation
aldehyde
electrophilic addition
41. Rotations cancel each other out therefore no optical activity
racemic mixture
sp3
lindlar's catalyst
geminal
42. Functionality is specified by alkoxy- prefix. ROR
geometric isomers
ethers
conformational isomer
diol
43. Diol with hydroxyl group on same carbon
halogenation
not ignored
geminal
ozonolysis
44. 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.
geminal
carbonyl
diastereomers
primary carbon
45. Two hydroxyl groups
sp3
ethers
diol
nucleophile
46. Object that is not superimposable upon mirror image
ozonolysis
oxidizing
electrophilic addition of X2
chiral
47. Differ in position of substitutents attached to a double bond or cycloalkane. Cis or trans or e or z
covalent bond
formaldehyde
geometric isomers
saturated hydrocarbon
48. Nucleus lover. electron rich species that are attracked to charged atoms
y- root - en -x-yne
Acetylene
nucleophile
markovnikov's rule
49. Is bonded to only one other carbon atom
specific rotation
primary carbon
hot - acidic potassium permanganate
gauche conformation
50. O3
enantiomer
carboxylic acid
ozonolysis
meso compound
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