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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. Nonsuperimposable mirror image of chiral objects - a specific steroisomer.
enantiomer
ethers
geometric isomers
eclipsed conformation
2. A = observed rotation / concentration * length
alkyne
diol
specific rotation
isomer
3. Diborane add to double bond. boron acts as lewis acid and attaches to less hindered carbon. hydride transferred to adjacent carbon. antimarkonikov - alcohol produced
anti conformation
Alkane
hydroboration
weak bases
4. Iso - neo - cyclo
diastereomers
not ignored
electrophile
ring strain
5. E of double bond act as lewis base and react with hydrogen of hx. make carbocation intermediate. use markonikovs rule
electrophilic addition of HX
pyrolysis
basicity
saturated hydrocarbon
6. Functionality is specified by alkoxy- prefix. ROR
geminal
saturated hydrocarbon
disproportionation
ethers
7. Share molecular formula but have different chemical and physical properties
fischer projection
geometric isomers
sp
structural isomers
8. Same chemical formula. same atomic connectivity . different in how atoms are arranged in space
stereoisomers
basicity
eclipsed conformation
enantiomer
9. Describes the exact spatial arrangement of groups of atoms independent of other molecules.
formaldehyde
absolute configuration
ketone
ionic bond
10. 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
ring flip
oxidizing
protic solvent
hybridization
11. F - CL - Br - I
halogen
racemic mixture
cold potassium permanganate
Alkane nomenclature
12. When two p orbitals line up in parallel and electron clouds overlap. it exsits over a single bond.
propionaldehyde
pi bond
diastereomers
sp2
13. No double bonds. it has the maximum number of hydrogens.
absolute configuration
nonbonded strain
ketone
saturated hydrocarbon
14. Kmno4
sp
hot - acidic potassium permanganate
potassium permanganate
stereoisomers
15. Name for propanal
carboxylic acid
propionaldehyde
molecular orbital
reducing
16. Alkenes oxidzed with kmno4 - if made with cold - dilue - make OH on each side of double bond - diols or glycol in syn orientation
enantiomer
Ignored
cold potassium permanganate
ring strain
17. A sigma bond and two pi bonds
nonbonded strain
basicity
triple bond
saturated hydrocarbon
18. 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
enantiomer
y- root - en -x-yne
covalent bond
Combustion
19. 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
catalytic hydrogenation
sigma bond
absolute configuration
C3H8 + 5O2 = 3CO2 + 4H2O + heat
20. One s and three p orbitals
nonbonded strain
polymerization
diol
sp3
21. Di - tri - t - sec - n -
halogen
pi bond
catalytic hydrogenation
Ignored
22. Is bonded to only one other carbon atom
achiral
lindlar's catalyst
primary carbon
chiral
23. 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-
2^n
amines
initiation propagation termination
quantum numbers
24. Highest energy no separation. or 120 separation.
eclipsed conformation
chiral
cold potassium permanganate
potassium permanganate
25. When boat flips
Haloalkane
potassium permanganate
stereoisomers
ring flip
26. Rotations cancel each other out therefore no optical activity
pi bond
ketone
y- root - en -x-yne
racemic mixture
27. Most favorable of staggared conformations
ionic bond
specific rotation
anti conformation
ozonolysis
28. A radical transfers a hydrogen atom to another radical and makes an alkane and alkene
angle strain
stereoisomers
disproportionation
triple bond
29. Always receive number one. contain carbonyl and OH group - very oxidized. highest priority functional group.
electrophilic addition
carboxylic acid
ethers
Alkyne
30. Use the Greek root for the number of carbons followed by the ending - - ane
gauche conformation
triple bond
chiral
Alkane nomenclature
31. Refers to the =CH2 group
ionic bond
relative configuration
carbonyl
methylene
32. Two hydroxyl groups
configuration
ionic bond
diol
reducing
33. Name for mathanal
formaldehyde
alkyne
pi bond
markovnikov's rule
34. Combustion reaction occurs through a radical process
diol
propionaldehyde
alcohol
C3H8 + 5O2 = 3CO2 + 4H2O + heat
35. Nonterminal alkenes are cleaved to form two molar equivalent of carvoxylic acid ..make keton
relative configuration
ring strain
hot - acidic potassium permanganate
Acetylene
36. Transfer of electrions from one atome to another
ionic bond
nucleophile
optical activity
formaldehyde
37. If a compound is able to rotate plane polarized light.
optical activity
vicinal
molecular orbital
enantiomer
38. In which one or morehydrogen atoms are replaced with a halogen atom. via free radical substitution
carboxylic acid
halogenation
ring strain
carbonyl
39. Formed by mixing different types of orbitals
hybridization
sp
configuration
acetaldehyde
40. 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.
hybridization
molecular orbital
disproportionation
electrophilic addition of HX
41. Carbonyl located in middle or somewhere in chane. Named with One
triple bond
stereoisomers
ketone
geometric isomers
42. Chain of carbons connected by single bonds with hydrogen atoms attached.
Alkane
protic solvent
geminal
acetaldehyde
43. When bond angles deviate from ideal values
Acetylene
covalent bond
Vinyl
angle strain
44. Reaction of alkane with oxygen to form carbon dioxide - water and heat.
Combustion
carbonyl
chiral
electrophilic addition of HX
45. Methyl are 60 degrees apart. kinda stable
carboxylic acid
ozonolysis
halogen
gauche conformation
46. Common name for ethyne
Acetylene
sigma bond
diastereomers
racemic mixture
47. Results when cyclic molecules must assume conformations that have eclipsed interactions
chiral center
absolute configuration
torsional strain
saturated hydrocarbon
48. Carbon carbon triple bonds. Suffix-yne.
halogen
Alkyne
sp3
Alkane
49. In presence of peroxide - oxygen or ultraviolet light. antimarkonikov because they want a stable free radical. therefore X ends up on least subsituted carbon
potassium permanganate
electrophilic addition of X2
protic solvent
electrophilic addition of free radicals
50. Zn/h or CH3/s with ozonolysis
Acetylene
reducing
configuration
combustion - disproportionation - free - radical substitution - pyrolysis
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