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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. Y = position of double bond - x is position of triple bond - root is the prefix representing the length of the principal carbon chain
halogen
oxidizing
potassium permanganate
y- root - en -x-yne
2. Chain of carbons connected by single bonds with hydrogen atoms attached.
pyrolysis
Alkane
structural isomers
aprotic solvent
3. Contain carbon carbon double bonds. Use same root of alkane but end with 'ene'
Ignored
relative configuration
electrophilic addition of free radicals
Alkene
4. Functionality is specified by alkoxy- prefix. ROR
markovnikov's rule
alkyne
mcpba
ethers
5. Carbonyl located in middle or somewhere in chane. Named with One
Ignored
meso compound
ketone
y- root - en -x-yne
6. N - l - ml - ms
weak bases
quantum numbers
alcohol
Vinyl
7. Palladium or barium sulfate (BaSO4) with quinoline. occur on metal surface - make cis.
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8. A molecule with an internal plane of symmetry
vicinal
enantiomer
electrophilic addition of free radicals
meso compound
9. A = observed rotation / concentration * length
configuration
Ignored
specific rotation
triple bond
10. Carbon carbon triple bonds. Suffix-yne.
basicity
racemic mixture
Alkyne
Combustion
11. Iso - neo - cyclo
enantiomer
aprotic solvent
stereoisomers
not ignored
12. Use the Greek root for the number of carbons followed by the ending - - ane
Alkane nomenclature
relative configuration
combustion - disproportionation - free - radical substitution - pyrolysis
sp3
13. In which one or morehydrogen atoms are replaced with a halogen atom. via free radical substitution
halogenation
methylene
electrophilic addition of H2O
ring flip
14. Is bonded to only one other carbon atom
oxidizing
primary carbon
structural isomers
propionaldehyde
15. In presence of peroxide - oxygen or ultraviolet light. antimarkonikov because they want a stable free radical. therefore X ends up on least subsituted carbon
chiral
triple bond
electrophilic addition of free radicals
electrophilic addition of X2
16. Steps of free radical substitution
angle strain
primary carbon
initiation propagation termination
chiral
17. Results when cyclic molecules must assume conformations that have eclipsed interactions
ketone
alkyne
aldehyde
torsional strain
18. Lowest priority group projects into the page
lindlar's catalyst
sp3
fischer projection
reducing
19. One s and two p 120 degree apart
sp2
absolute configuration
isomer
electrophilic addition of HX
20. If reagent has a bunch of oxygen
oxidation
initiation propagation termination
halogenation
geometric isomers
21. F - CL - Br - I
relative configuration
hot - acidic potassium permanganate
halogen
Ignored
22. Compounds with halogen
Haloalkane
chiral
electrophilic addition of HX
relative configuration
23. Common name for ethyne
halogen
Alkane
racemic mixture
Acetylene
24. 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
Alkane
isomer
gauche conformation
25. Ozonolysis under hot acidic kmO4 - e.g. H2O2 condition
fischer projection
molecular orbital
Vinyl
oxidizing
26. 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.
molecular orbital
Ignored
sp2
weak bases
27. More likely it is to attract positively charged proton. nucleophilic strength decreses: RO->HO>RCO2>ROH>H2O
basicity
electrophilic addition of X2
vicinal
specific rotation
28. Goal is to produce most stable carbocation
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29. Methyl are 60 degrees apart. kinda stable
triple bond
gauche conformation
Alkyne
ozonolysis
30. When a molecular orbital is formed head to head or tail to tail. all single bonds are tehese.
enantiomer
absolute configuration
formaldehyde
sigma bond
31. Name for mathanal
geminal
2^n
formaldehyde
mcpba
32. 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-
amines
racemic mixture
catalytic hydrogenation
sp2
33. M - chloroperoxybenzoic acid
mcpba
protic solvent
nonbonded strain
reducing
34. When bond angles deviate from ideal values
fischer projection
ketone
triple bond
angle strain
35. Refers to the =CH2 group
methylene
vicinal
absolute configuration
Alkene
36. O3
ozonolysis
ring strain
saturated hydrocarbon
carbonyl
37. Name for ethanal
protic solvent
acetaldehyde
enantiomer
formaldehyde
38. Creation of long - high molecular weight polymer composed of repeating subunit called monomers. occur through a radical mechanism.
vicinal
conformational isomer
electrophile
polymerization
39. 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
ring flip
pyrolysis
diastereomers
basicity
40. Object that is not superimposable upon mirror image
chiral
electrophilic addition of X2
saturated hydrocarbon
pi bond
41. Two hydroxyl groups
torsional strain
diol
specific rotation
oxidation
42. Di - tri - t - sec - n -
Ignored
Acetylene
initiation propagation termination
basicity
43. Cleaves double bond in half - it only oxidizes the carbon to an aldehyde under reducing conditions. if ozidizing make same product as KMNO4
ozonolysis
fischer projection
pyrolysis
anti conformation
44. Carbonyl located at the end of the chain named by replacing al with e. e.g. butanal
meso compound
anti conformation
enantiomer
aldehyde
45. Highest energy no separation. or 120 separation.
y- root - en -x-yne
acetaldehyde
eclipsed conformation
basicity
46. Configuration in relation to another chiral molecule. use it to determine if a molecule is an enantiomer - diastereomer - etc
pyrolysis
Acetylene
relative configuration
gauche conformation
47. 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
oxidizing
formaldehyde
optical activity
48. What are the best leaving groups?
weak bases
geminal
anti conformation
geometric isomers
49. Rotations cancel each other out therefore no optical activity
racemic mixture
angle strain
alkyne
protic solvent
50. If a compound is able to rotate plane polarized light.
fischer projection
optical activity
mcpba
halogen
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