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MCAT Organic Chemistry
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Subjects
:
mcat
,
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. Electrons of pi bond are reactive and easily attacked by molecules that want e pair e.g. electrophiles.
covalent bond
nonbonded strain
electrophilic addition
racemic mixture
2. 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
pyrolysis
covalent bond
alcohol
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
geometric isomers
allyl
aldehyde
ring flip
4. Name for mathanal
electrophilic addition of free radicals
formaldehyde
anti conformation
chiral
5. When a molecular orbital is formed head to head or tail to tail. all single bonds are tehese.
peroxycarboxylic acid
Acetylene
nucleophile
sigma bond
6. Arise from angle strain - torsional strian and nonbonded strain
electrophilic addition
alkyne
2^n
ring strain
7. Most favorable of staggared conformations
angle strain
alkyne
ozonolysis
anti conformation
8. Rotations cancel each other out therefore no optical activity
basicity
electrophilic addition of free radicals
racemic mixture
eclipsed conformation
9. E of double bond act as lewis base and react with hydrogen of hx. make carbocation intermediate. use markonikovs rule
2^n
vicinal
peroxycarboxylic acid
electrophilic addition of HX
10. Common name for ethyne
Alkane nomenclature
quantum numbers
Acetylene
markovnikov's rule
11. Chain of carbons connected by single bonds with hydrogen atoms attached.
Alkyne
hot - acidic potassium permanganate
Alkane
carbonyl
12. What are the best leaving groups?
weak bases
oxidizing
isomer
electrophilic addition of HX
13. Name for ethanal
acetaldehyde
ethers
ionic bond
Alkane nomenclature
14. Lowest priority group projects into the page
halogenation
fischer projection
Acetylene
combustion - disproportionation - free - radical substitution - pyrolysis
15. Refers to the =CH2 group
protic solvent
nucleophile
methylene
pi bond
16. Methyl are 60 degrees apart. kinda stable
primary carbon
gauche conformation
not ignored
ketone
17. When bond angles deviate from ideal values
angle strain
gauche conformation
stereoisomers
oxidizing
18. Same chemical formula. same atomic connectivity . different in how atoms are arranged in space
sp3
hydroboration
alkyne
stereoisomers
19. Carbon double bonded to an oxygen
electrophilic addition of HX
potassium permanganate
enantiomer
carbonyl
20. What is produced when o3 with lialh4 or nabh4
alcohol
oxidizing
allyl
nonbonded strain
21. Differ in position of substitutents attached to a double bond or cycloalkane. Cis or trans or e or z
geometric isomers
ring strain
sp
Ignored
22. If reagent has a bunch of oxygen
oxidation
carbonyl
geometric isomers
achiral
23. Reaction of alkane with oxygen to form carbon dioxide - water and heat.
Combustion
sp2
chiral
disproportionation
24. Share molecular formula but have different chemical and physical properties
structural isomers
chiral center
oxidizing
stereoisomers
25. N - l - ml - ms
nucleophile
weak bases
quantum numbers
hydroboration
26. Iso - neo - cyclo
diol
achiral
absolute configuration
not ignored
27. Alphabetical order of alkane rxn
combustion - disproportionation - free - radical substitution - pyrolysis
halogenation
pyrolysis
sp
28. Monosubstituted ethylene
relative configuration
Vinyl
ozonolysis
gauche conformation
29. 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
enantiomer
covalent bond
pyrolysis
catalytic hydrogenation
30. Alkenes oxidzed with kmno4 - if made with cold - dilue - make OH on each side of double bond - diols or glycol in syn orientation
optical activity
hybridization
cold potassium permanganate
electrophilic addition of H2O
31. Formed by mixing different types of orbitals
ionic bond
hybridization
sp3
gauche conformation
32. Carbonyl located at the end of the chain named by replacing al with e. e.g. butanal
aldehyde
ethers
absolute configuration
Alkene
33. A molecule with an internal plane of symmetry
meso compound
combustion - disproportionation - free - radical substitution - pyrolysis
ozonolysis
carbonyl
34. 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.
gauche conformation
electrophilic addition of H2O
nonbonded strain
relative configuration
35. When boat flips
racemic mixture
ionic bond
alkyne
ring flip
36. Carbonyl located in middle or somewhere in chane. Named with One
nucleophile
cold potassium permanganate
C3H8 + 5O2 = 3CO2 + 4H2O + heat
ketone
37. Most similar. same molecule only at different points in their rotation. show them with newmans projections
conformational isomer
potassium permanganate
relative configuration
electrophilic addition of X2
38. How many stereoisomers can a molecule have with n chiral centers
racemic mixture
methylene
halogenation
2^n
39. Diols with hydroxyl group on adjacent carbon
saturated hydrocarbon
vicinal
Vinyl
sp2
40. Zn/h or CH3/s with ozonolysis
electrophile
methylene
electrophilic addition of H2O
reducing
41. One s and two p 120 degree apart
hydroboration
2^n
conformational isomer
sp2
42. If a compound is able to rotate plane polarized light.
anti conformation
amines
optical activity
electrophilic addition of H2O
43. Not solvated
amines
chiral
electrophilic addition of free radicals
aprotic solvent
44. A = observed rotation / concentration * length
optical activity
formaldehyde
specific rotation
conformational isomer
45. Di - tri - t - sec - n -
Ignored
sp2
aldehyde
nucleophile
46. 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
ionic bond
angle strain
chiral
pyrolysis
47. Always receive number one. contain carbonyl and OH group - very oxidized. highest priority functional group.
diol
optical activity
ring flip
carboxylic acid
48. O3
hybridization
geometric isomers
ozonolysis
2^n
49. When two p orbitals line up in parallel and electron clouds overlap. it exsits over a single bond.
vicinal
pi bond
methylene
ketone
50. Creation of long - high molecular weight polymer composed of repeating subunit called monomers. occur through a radical mechanism.
Ignored
amines
halogen
polymerization
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