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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. Water can be added to alkenes under acidic conditions. make carbocation. ends with alcohol
electrophilic addition of H2O
torsional strain
hot - acidic potassium permanganate
ethers
2. F - CL - Br - I
conformational isomer
Vinyl
lindlar's catalyst
halogen
3. Formed by mixing different types of orbitals
hybridization
protic solvent
geminal
ring strain
4. Always receive number one. contain carbonyl and OH group - very oxidized. highest priority functional group.
2^n
C3H8 + 5O2 = 3CO2 + 4H2O + heat
primary carbon
carboxylic acid
5. When boat flips
ring flip
catalytic hydrogenation
optical activity
geminal
6. 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.
electrophilic addition of HX
nonbonded strain
sp
specific rotation
7. Alkenes oxidzed with kmno4 - if made with cold - dilue - make OH on each side of double bond - diols or glycol in syn orientation
hydroboration
formaldehyde
sp
cold potassium permanganate
8. Name for mathanal
combustion - disproportionation - free - radical substitution - pyrolysis
formaldehyde
allyl
diol
9. Methyl are 60 degrees apart. kinda stable
polymerization
pyrolysis
gauche conformation
pi bond
10. Diols with hydroxyl group on adjacent carbon
allyl
vicinal
torsional strain
oxidizing
11. Results when cyclic molecules must assume conformations that have eclipsed interactions
electrophilic addition of H2O
sp3
absolute configuration
torsional strain
12. 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.
fischer projection
molecular orbital
triple bond
vicinal
13. Transfer of electrions from one atome to another
geminal
geometric isomers
ionic bond
anti conformation
14. Diol with hydroxyl group on same carbon
geminal
ring flip
configuration
not ignored
15. 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.
diastereomers
pyrolysis
combustion - disproportionation - free - radical substitution - pyrolysis
polymerization
16. Di - tri - t - sec - n -
potassium permanganate
Ignored
methylene
Alkane
17. A radical transfers a hydrogen atom to another radical and makes an alkane and alkene
Combustion
ketone
disproportionation
formaldehyde
18. Iso - neo - cyclo
nonbonded strain
not ignored
weak bases
ketone
19. Monosubstituted ethylene
Vinyl
lindlar's catalyst
reducing
nonbonded strain
20. Same chemical formula. same atomic connectivity . different in how atoms are arranged in space
stereoisomers
vicinal
oxidizing
methylene
21. In presence of peroxide - oxygen or ultraviolet light. antimarkonikov because they want a stable free radical. therefore X ends up on least subsituted carbon
not ignored
carbonyl
nonbonded strain
electrophilic addition of free radicals
22. Zn/h or CH3/s with ozonolysis
basicity
reducing
combustion - disproportionation - free - radical substitution - pyrolysis
cold potassium permanganate
23. Same molecular formula but different structure
achiral
isomer
ozonolysis
Alkene
24. When a molecular orbital is formed head to head or tail to tail. all single bonds are tehese.
geometric isomers
sigma bond
ring strain
quantum numbers
25. Cleaves double bond in half - it only oxidizes the carbon to an aldehyde under reducing conditions. if ozidizing make same product as KMNO4
ozonolysis
methylene
quantum numbers
halogen
26. Charged - need electrons
specific rotation
gauche conformation
electrophile
polymerization
27. What is produced when o3 with lialh4 or nabh4
weak bases
propionaldehyde
alcohol
electrophile
28. Share molecular formula but have different chemical and physical properties
markovnikov's rule
relative configuration
basicity
structural isomers
29. Combustion reaction occurs through a radical process
quantum numbers
C3H8 + 5O2 = 3CO2 + 4H2O + heat
electrophilic addition
primary carbon
30. Differ in position of substitutents attached to a double bond or cycloalkane. Cis or trans or e or z
potassium permanganate
electrophilic addition of H2O
geometric isomers
pyrolysis
31. Two p orbital form pi and third p orbital combine with s to make two sp hybrid. 180 degree apart
Vinyl
saturated hydrocarbon
electrophilic addition of HX
sp
32. M - chloroperoxybenzoic acid
mcpba
hot - acidic potassium permanganate
hydroboration
basicity
33. Describes the exact spatial arrangement of groups of atoms independent of other molecules.
halogen
absolute configuration
Alkyne
not ignored
34. Contain carbon carbon double bonds. Use same root of alkane but end with 'ene'
hot - acidic potassium permanganate
reducing
Alkene
lindlar's catalyst
35. A = observed rotation / concentration * length
specific rotation
allyl
meso compound
electrophilic addition of free radicals
36. One s and three p orbitals
cold potassium permanganate
weak bases
sp3
hybridization
37. Name for ethanal
basicity
acetaldehyde
nucleophile
structural isomers
38. Sharing of electron between atoms
combustion - disproportionation - free - radical substitution - pyrolysis
peroxycarboxylic acid
ketone
covalent bond
39. If a compound is able to rotate plane polarized light.
methylene
optical activity
vicinal
enantiomer
40. 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
halogen
weak bases
protic solvent
amines
41. Is bonded to only one other carbon atom
covalent bond
diol
primary carbon
sigma bond
42. Electrons of pi bond are reactive and easily attacked by molecules that want e pair e.g. electrophiles.
angle strain
sigma bond
electrophilic addition
oxidizing
43. Not solvated
aprotic solvent
markovnikov's rule
alkyne
vicinal
44. Functionality is specified by alkoxy- prefix. ROR
polymerization
electrophilic addition of H2O
Alkane nomenclature
ethers
45. Two hydroxyl groups
gauche conformation
geminal
markovnikov's rule
diol
46. N - l - ml - ms
mcpba
quantum numbers
oxidizing
eclipsed conformation
47. Nucleus lover. electron rich species that are attracked to charged atoms
nucleophile
formaldehyde
Alkyne
electrophilic addition of X2
48. Carbon with four different substituents and lack a plane of symmetry
pi bond
halogen
chiral center
lindlar's catalyst
49. No double bonds. it has the maximum number of hydrogens.
vicinal
Combustion
reducing
saturated hydrocarbon
50. Y = position of double bond - x is position of triple bond - root is the prefix representing the length of the principal carbon chain
isomer
geminal
y- root - en -x-yne
electrophilic addition of free radicals
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