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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.
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. Two hydroxyl groups
diastereomers
diol
chiral
hot - acidic potassium permanganate
2. Three different substitutents often have plane of symmetry. and rotation of 180 will allow molecule to be superimposed on mirror image
electrophile
configuration
achiral
geminal
3. Carbon with four different substituents and lack a plane of symmetry
anti conformation
chiral center
angle strain
not ignored
4. Refers to the =CH2 group
hot - acidic potassium permanganate
absolute configuration
methylene
ionic bond
5. When a molecular orbital is formed head to head or tail to tail. all single bonds are tehese.
sigma bond
halogen
alcohol
electrophile
6. Highest energy no separation. or 120 separation.
polymerization
oxidizing
eclipsed conformation
chiral center
7. Hydrocarbon with one or more carbon carbon triple bond
alkyne
ozonolysis
geometric isomers
oxidizing
8. Diols with hydroxyl group on adjacent carbon
pi bond
vicinal
not ignored
anti conformation
9. Alkenes oxidzed with kmno4 - if made with cold - dilue - make OH on each side of double bond - diols or glycol in syn orientation
sigma bond
cold potassium permanganate
amines
ozonolysis
10. Transfer of electrions from one atome to another
electrophilic addition
ionic bond
nucleophile
protic solvent
11. Lowest priority group projects into the page
saturated hydrocarbon
covalent bond
fischer projection
sp3
12. Compounds with halogen
torsional strain
2^n
ozonolysis
Haloalkane
13. A radical transfers a hydrogen atom to another radical and makes an alkane and alkene
disproportionation
catalytic hydrogenation
isomer
vicinal
14. Not solvated
geminal
formaldehyde
absolute configuration
aprotic solvent
15. Formed by mixing different types of orbitals
vicinal
torsional strain
peroxycarboxylic acid
hybridization
16. Combustion reaction occurs through a radical process
electrophilic addition of H2O
C3H8 + 5O2 = 3CO2 + 4H2O + heat
torsional strain
propionaldehyde
17. Y = position of double bond - x is position of triple bond - root is the prefix representing the length of the principal carbon chain
y- root - en -x-yne
sigma bond
nonbonded strain
alkyne
18. Methyl are 60 degrees apart. kinda stable
gauche conformation
not ignored
pi bond
electrophile
19. Iso - neo - cyclo
2^n
electrophilic addition of X2
not ignored
allyl
20. Use the Greek root for the number of carbons followed by the ending - - ane
primary carbon
y- root - en -x-yne
Alkane nomenclature
alkyne
21. Goal is to produce most stable carbocation
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22. Cleaves double bond in half - it only oxidizes the carbon to an aldehyde under reducing conditions. if ozidizing make same product as KMNO4
alcohol
Haloalkane
ketone
ozonolysis
23. What is produced when o3 with lialh4 or nabh4
oxidation
alcohol
Alkyne
markovnikov's rule
24. 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.
isomer
molecular orbital
Haloalkane
lindlar's catalyst
25. Describes the exact spatial arrangement of groups of atoms independent of other molecules.
acetaldehyde
absolute configuration
chiral center
Alkene
26. 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
Ignored
catalytic hydrogenation
pi bond
nonbonded strain
27. Charged - need electrons
electrophile
angle strain
carboxylic acid
relative configuration
28. 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
protic solvent
primary carbon
alcohol
enantiomer
29. If a compound is able to rotate plane polarized light.
molecular orbital
optical activity
diol
halogenation
30. When bond angles deviate from ideal values
electrophilic addition of H2O
ethers
angle strain
weak bases
31. F - CL - Br - I
combustion - disproportionation - free - radical substitution - pyrolysis
halogen
formaldehyde
peroxycarboxylic acid
32. 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
sp
pyrolysis
combustion - disproportionation - free - radical substitution - pyrolysis
anti conformation
33. Same molecular formula but different structure
structural isomers
isomer
quantum numbers
Alkane nomenclature
34. In presence of peroxide - oxygen or ultraviolet light. antimarkonikov because they want a stable free radical. therefore X ends up on least subsituted carbon
halogen
saturated hydrocarbon
specific rotation
electrophilic addition of free radicals
35. Rotations cancel each other out therefore no optical activity
oxidation
racemic mixture
potassium permanganate
hydroboration
36. A molecule with an internal plane of symmetry
primary carbon
halogenation
meso compound
electrophile
37. Name for propanal
electrophilic addition
chiral center
Combustion
propionaldehyde
38. Di - tri - t - sec - n -
enantiomer
aprotic solvent
Ignored
Acetylene
39. N - l - ml - ms
amines
quantum numbers
Alkene
chiral
40. Always receive number one. contain carbonyl and OH group - very oxidized. highest priority functional group.
carboxylic acid
covalent bond
Combustion
Vinyl
41. Zn/h or CH3/s with ozonolysis
sp
fischer projection
reducing
diol
42. More likely it is to attract positively charged proton. nucleophilic strength decreses: RO->HO>RCO2>ROH>H2O
pi bond
Ignored
basicity
Combustion
43. Nonsuperimposable mirror image of chiral objects - a specific steroisomer.
enantiomer
alkyne
ketone
ring flip
44. Steps of free radical substitution
sp2
geminal
initiation propagation termination
electrophile
45. Functionality is specified by alkoxy- prefix. ROR
ethers
eclipsed conformation
electrophilic addition of HX
cold potassium permanganate
46. One s and three p orbitals
markovnikov's rule
sp3
angle strain
molecular orbital
47. Name for mathanal
alkyne
formaldehyde
achiral
ozonolysis
48. Carbonyl located in middle or somewhere in chane. Named with One
quantum numbers
Acetylene
ketone
stereoisomers
49. O3
methylene
ozonolysis
sigma bond
mcpba
50. Electrons of pi bond are reactive and easily attacked by molecules that want e pair e.g. electrophiles.
relative configuration
methylene
electrophilic addition
acetaldehyde
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