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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. Not solvated
aprotic solvent
torsional strain
racemic mixture
achiral
2. Compounds with halogen
Haloalkane
ionic bond
Alkane nomenclature
diastereomers
3. A = observed rotation / concentration * length
specific rotation
relative configuration
covalent bond
quantum numbers
4. Name for mathanal
ring flip
sp
formaldehyde
alcohol
5. Common name for ethyne
reducing
Alkene
Acetylene
oxidation
6. When two p orbitals line up in parallel and electron clouds overlap. it exsits over a single bond.
peroxycarboxylic acid
pi bond
achiral
electrophilic addition of free radicals
7. Differ in position of substitutents attached to a double bond or cycloalkane. Cis or trans or e or z
ozonolysis
geometric isomers
electrophilic addition
torsional strain
8. Electrons of pi bond are reactive and easily attacked by molecules that want e pair e.g. electrophiles.
meso compound
aprotic solvent
electrophilic addition
ozonolysis
9. In which one or morehydrogen atoms are replaced with a halogen atom. via free radical substitution
lindlar's catalyst
hybridization
halogenation
aprotic solvent
10. Cleaves double bond in half - it only oxidizes the carbon to an aldehyde under reducing conditions. if ozidizing make same product as KMNO4
acetaldehyde
ozonolysis
halogenation
aldehyde
11. A sigma bond and two pi bonds
optical activity
triple bond
pyrolysis
sigma bond
12. 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
enantiomer
protic solvent
cold potassium permanganate
electrophile
13. Fast process. double bond is nucleophile and attack x2. make cyclic halonium ion with either br or cl. and make dihalo trans
electrophile
chiral center
ozonolysis
electrophilic addition of X2
14. Configuration in relation to another chiral molecule. use it to determine if a molecule is an enantiomer - diastereomer - etc
triple bond
stereoisomers
relative configuration
Alkene
15. F - CL - Br - I
halogen
markovnikov's rule
Alkene
oxidizing
16. Monosubstituted ethylene
Vinyl
carbonyl
basicity
sp2
17. When bond angles deviate from ideal values
Vinyl
specific rotation
hybridization
angle strain
18. What is produced when o3 with lialh4 or nabh4
enantiomer
sp
alcohol
electrophile
19. Steps of free radical substitution
ionic bond
2^n
initiation propagation termination
Vinyl
20. Refers to the =CH2 group
disproportionation
sp3
eclipsed conformation
methylene
21. O3
nonbonded strain
ozonolysis
conformational isomer
Alkyne
22. Share molecular formula but have different chemical and physical properties
isomer
aldehyde
Alkyne
structural isomers
23. Alkenes oxidzed with kmno4 - if made with cold - dilue - make OH on each side of double bond - diols or glycol in syn orientation
alcohol
absolute configuration
achiral
cold potassium permanganate
24. Alphabetical order of alkane rxn
combustion - disproportionation - free - radical substitution - pyrolysis
electrophile
torsional strain
electrophilic addition of H2O
25. Carbon double bonded to an oxygen
carbonyl
basicity
hybridization
reducing
26. When boat flips
diol
pyrolysis
ring flip
relative configuration
27. Is bonded to only one other carbon atom
oxidizing
primary carbon
ozonolysis
allyl
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
electrophilic addition of free radicals
racemic mixture
formaldehyde
optical activity
29. Name for ethanal
acetaldehyde
ethers
achiral
ketone
30. Two p orbital form pi and third p orbital combine with s to make two sp hybrid. 180 degree apart
geometric isomers
chiral center
protic solvent
sp
31. 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.
sp
vicinal
Haloalkane
nonbonded strain
32. Always receive number one. contain carbonyl and OH group - very oxidized. highest priority functional group.
Haloalkane
acetaldehyde
ring flip
carboxylic acid
33. Nonterminal alkenes are cleaved to form two molar equivalent of carvoxylic acid ..make keton
mcpba
hot - acidic potassium permanganate
ring strain
enantiomer
34. Contain carbon carbon double bonds. Use same root of alkane but end with 'ene'
Alkene
covalent bond
halogen
amines
35. Combustion reaction occurs through a radical process
formaldehyde
C3H8 + 5O2 = 3CO2 + 4H2O + heat
Acetylene
2^n
36. Sharing of electron between atoms
covalent bond
diastereomers
ring strain
lindlar's catalyst
37. What are the best leaving groups?
mcpba
weak bases
triple bond
enantiomer
38. Transfer of electrions from one atome to another
ionic bond
diastereomers
weak bases
disproportionation
39. Zn/h or CH3/s with ozonolysis
reducing
weak bases
Ignored
pi bond
40. One s and three p orbitals
carboxylic acid
sp3
halogen
ozonolysis
41. 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
Vinyl
C3H8 + 5O2 = 3CO2 + 4H2O + heat
catalytic hydrogenation
angle strain
42. Charged - need electrons
oxidizing
Vinyl
basicity
electrophile
43. Rotations cancel each other out therefore no optical activity
mcpba
weak bases
racemic mixture
torsional strain
44. A molecule with an internal plane of symmetry
basicity
amines
meso compound
Vinyl
45. 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
enantiomer
fischer projection
Haloalkane
allyl
46. Use the Greek root for the number of carbons followed by the ending - - ane
Alkane nomenclature
y- root - en -x-yne
combustion - disproportionation - free - radical substitution - pyrolysis
anti conformation
47. Carbon carbon triple bonds. Suffix-yne.
mcpba
Alkyne
racemic mixture
primary carbon
48. M - chloroperoxybenzoic acid
mcpba
methylene
oxidation
not ignored
49. Most favorable of staggared conformations
formaldehyde
anti conformation
reducing
nucleophile
50. A radical transfers a hydrogen atom to another radical and makes an alkane and alkene
anti conformation
disproportionation
specific rotation
pi bond
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