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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. One s and two p 120 degree apart
saturated hydrocarbon
sp2
primary carbon
chiral center
2. Methyl are 60 degrees apart. kinda stable
absolute configuration
gauche conformation
markovnikov's rule
Alkane nomenclature
3. Functionality is specified by alkoxy- prefix. ROR
y- root - en -x-yne
hybridization
peroxycarboxylic acid
ethers
4. Zn/h or CH3/s with ozonolysis
reducing
alcohol
weak bases
lindlar's catalyst
5. Kmno4
potassium permanganate
allyl
eclipsed conformation
sp3
6. Three different substitutents often have plane of symmetry. and rotation of 180 will allow molecule to be superimposed on mirror image
eclipsed conformation
peroxycarboxylic acid
achiral
markovnikov's rule
7. Carbon double bonded to an oxygen
pi bond
carbonyl
sigma bond
basicity
8. 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
pyrolysis
racemic mixture
electrophilic addition
9. Name for propanal
propionaldehyde
Acetylene
potassium permanganate
molecular orbital
10. Results when cyclic molecules must assume conformations that have eclipsed interactions
torsional strain
ring flip
disproportionation
quantum numbers
11. 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.
sp3
stereoisomers
diol
nonbonded strain
12. Highest energy no separation. or 120 separation.
covalent bond
eclipsed conformation
isomer
aldehyde
13. O3
aldehyde
ozonolysis
achiral
isomer
14. Alkenes oxidzed with kmno4 - if made with cold - dilue - make OH on each side of double bond - diols or glycol in syn orientation
quantum numbers
cold potassium permanganate
gauche conformation
ozonolysis
15. A = observed rotation / concentration * length
specific rotation
ozonolysis
absolute configuration
pyrolysis
16. Differ in position of substitutents attached to a double bond or cycloalkane. Cis or trans or e or z
halogenation
sp2
propionaldehyde
geometric isomers
17. How many stereoisomers can a molecule have with n chiral centers
ozonolysis
fischer projection
molecular orbital
2^n
18. Cleaves double bond in half - it only oxidizes the carbon to an aldehyde under reducing conditions. if ozidizing make same product as KMNO4
ozonolysis
Alkane nomenclature
ethers
lindlar's catalyst
19. Same chemical formula. same atomic connectivity . different in how atoms are arranged in space
structural isomers
reducing
stereoisomers
oxidation
20. Object that is not superimposable upon mirror image
geminal
C3H8 + 5O2 = 3CO2 + 4H2O + heat
alkyne
chiral
21. Hydrocarbon with one or more carbon carbon triple bond
Haloalkane
alkyne
hydroboration
mcpba
22. No double bonds. it has the maximum number of hydrogens.
optical activity
not ignored
sp2
saturated hydrocarbon
23. A radical transfers a hydrogen atom to another radical and makes an alkane and alkene
disproportionation
pi bond
C3H8 + 5O2 = 3CO2 + 4H2O + heat
methylene
24. Is bonded to only one other carbon atom
primary carbon
sp
methylene
stereoisomers
25. F - CL - Br - I
halogen
oxidation
ozonolysis
halogenation
26. Configuration in relation to another chiral molecule. use it to determine if a molecule is an enantiomer - diastereomer - etc
ring flip
aprotic solvent
y- root - en -x-yne
relative configuration
27. Electrons of pi bond are reactive and easily attacked by molecules that want e pair e.g. electrophiles.
electrophilic addition
nucleophile
carbonyl
sp3
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
electrophilic addition
basicity
protic solvent
disproportionation
29. 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-
electrophile
amines
diastereomers
saturated hydrocarbon
30. Share molecular formula but have different chemical and physical properties
structural isomers
eclipsed conformation
not ignored
torsional strain
31. Use the Greek root for the number of carbons followed by the ending - - ane
configuration
not ignored
diastereomers
Alkane nomenclature
32. Spatial arrangement of the atoms or groups of a sterioisomer
triple bond
primary carbon
configuration
y- root - en -x-yne
33. Formed by mixing different types of orbitals
sp3
electrophile
structural isomers
hybridization
34. Refers to the =CH2 group
methylene
combustion - disproportionation - free - radical substitution - pyrolysis
Haloalkane
alcohol
35. Transfer of electrions from one atome to another
diol
ionic bond
markovnikov's rule
ethers
36. Describes the exact spatial arrangement of groups of atoms independent of other molecules.
nucleophile
geometric isomers
alkyne
absolute configuration
37. Fast process. double bond is nucleophile and attack x2. make cyclic halonium ion with either br or cl. and make dihalo trans
mcpba
meso compound
polymerization
electrophilic addition of X2
38. When boat flips
covalent bond
lindlar's catalyst
ring flip
electrophilic addition of free radicals
39. In which one or morehydrogen atoms are replaced with a halogen atom. via free radical substitution
initiation propagation termination
carboxylic acid
carbonyl
halogenation
40. Diol with hydroxyl group on same carbon
allyl
stereoisomers
geminal
peroxycarboxylic acid
41. Carbonyl located at the end of the chain named by replacing al with e. e.g. butanal
weak bases
Haloalkane
aldehyde
achiral
42. Always receive number one. contain carbonyl and OH group - very oxidized. highest priority functional group.
torsional strain
carboxylic acid
not ignored
diastereomers
43. 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.
stereoisomers
chiral center
diastereomers
Alkane
44. Nonsuperimposable mirror image of chiral objects - a specific steroisomer.
enantiomer
Combustion
electrophilic addition
combustion - disproportionation - free - radical substitution - pyrolysis
45. Water can be added to alkenes under acidic conditions. make carbocation. ends with alcohol
electrophilic addition of H2O
pi bond
not ignored
aprotic solvent
46. Most similar. same molecule only at different points in their rotation. show them with newmans projections
conformational isomer
Combustion
carboxylic acid
cold potassium permanganate
47. Creation of long - high molecular weight polymer composed of repeating subunit called monomers. occur through a radical mechanism.
fischer projection
electrophilic addition of free radicals
polymerization
structural isomers
48. If reagent has a bunch of oxygen
vicinal
oxidation
configuration
C3H8 + 5O2 = 3CO2 + 4H2O + heat
49. If a compound is able to rotate plane polarized light.
cold potassium permanganate
hot - acidic potassium permanganate
optical activity
sigma bond
50. Steps of free radical substitution
initiation propagation termination
methylene
disproportionation
oxidizing
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