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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. Zn/h or CH3/s with ozonolysis
sp2
combustion - disproportionation - free - radical substitution - pyrolysis
halogenation
reducing
2. What are the best leaving groups?
nonbonded strain
weak bases
sp3
diol
3. Common name for ethyne
isomer
Acetylene
hybridization
geometric isomers
4. Reaction of alkane with oxygen to form carbon dioxide - water and heat.
triple bond
electrophilic addition
Combustion
oxidizing
5. Same chemical formula. same atomic connectivity . different in how atoms are arranged in space
ionic bond
stereoisomers
aldehyde
geminal
6. Two p orbital form pi and third p orbital combine with s to make two sp hybrid. 180 degree apart
lindlar's catalyst
Alkane nomenclature
primary carbon
sp
7. Object that is not superimposable upon mirror image
chiral
lindlar's catalyst
combustion - disproportionation - free - radical substitution - pyrolysis
electrophilic addition
8. Name for ethanal
ozonolysis
peroxycarboxylic acid
acetaldehyde
carbonyl
9. Monosubstituted ethylene
amines
Vinyl
mcpba
nonbonded strain
10. No double bonds. it has the maximum number of hydrogens.
saturated hydrocarbon
not ignored
sp
geometric isomers
11. Di - tri - t - sec - n -
gauche conformation
ozonolysis
Ignored
sp2
12. One s and two p 120 degree apart
ionic bond
configuration
sp2
electrophilic addition of H2O
13. Kmno4
geminal
ozonolysis
mcpba
potassium permanganate
14. Nucleus lover. electron rich species that are attracked to charged atoms
potassium permanganate
mcpba
acetaldehyde
nucleophile
15. Two hydroxyl groups
electrophilic addition of HX
relative configuration
diol
torsional strain
16. Cleaves double bond in half - it only oxidizes the carbon to an aldehyde under reducing conditions. if ozidizing make same product as KMNO4
ozonolysis
halogenation
combustion - disproportionation - free - radical substitution - pyrolysis
covalent bond
17. Nonterminal alkenes are cleaved to form two molar equivalent of carvoxylic acid ..make keton
hot - acidic potassium permanganate
Alkyne
allyl
optical activity
18. In which one or morehydrogen atoms are replaced with a halogen atom. via free radical substitution
halogenation
lindlar's catalyst
carbonyl
peroxycarboxylic acid
19. Carbonyl located at the end of the chain named by replacing al with e. e.g. butanal
combustion - disproportionation - free - radical substitution - pyrolysis
ozonolysis
aldehyde
propionaldehyde
20. Most favorable of staggared conformations
anti conformation
covalent bond
polymerization
Vinyl
21. Nonsuperimposable mirror image of chiral objects - a specific steroisomer.
enantiomer
hydroboration
nonbonded strain
triple bond
22. Hydrocarbon with one or more carbon carbon triple bond
optical activity
saturated hydrocarbon
aprotic solvent
alkyne
23. Same molecular formula but different structure
sp
alcohol
isomer
allyl
24. F - CL - Br - I
markovnikov's rule
ozonolysis
ionic bond
halogen
25. Is bonded to only one other carbon atom
specific rotation
primary carbon
polymerization
eclipsed conformation
26. Carbonyl located in middle or somewhere in chane. Named with One
ozonolysis
absolute configuration
ketone
electrophilic addition of X2
27. Name for mathanal
achiral
aldehyde
formaldehyde
ozonolysis
28. 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.
configuration
hot - acidic potassium permanganate
diastereomers
hybridization
29. Results when cyclic molecules must assume conformations that have eclipsed interactions
oxidizing
torsional strain
stereoisomers
alcohol
30. When bond angles deviate from ideal values
lindlar's catalyst
angle strain
diol
Haloalkane
31. Highest energy no separation. or 120 separation.
acetaldehyde
combustion - disproportionation - free - radical substitution - pyrolysis
eclipsed conformation
torsional strain
32. Moleculse that have the opposite configuration at their one chiral center. or if multiple chiral centers - must have the opposite configuration at every one of their chiral centers to be enantiomers. identical physical properties and much of the same
ozonolysis
hybridization
carboxylic acid
enantiomer
33. Compounds with halogen
ring flip
disproportionation
Haloalkane
carbonyl
34. When boat flips
Combustion
formaldehyde
oxidation
ring flip
35. M - chloroperoxybenzoic acid
primary carbon
mcpba
acetaldehyde
markovnikov's rule
36. 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
alcohol
specific rotation
allyl
relative configuration
37. Electrons of pi bond are reactive and easily attacked by molecules that want e pair e.g. electrophiles.
electrophilic addition
ring flip
enantiomer
propionaldehyde
38. Lowest priority group projects into the page
Alkene
molecular orbital
peroxycarboxylic acid
fischer projection
39. A radical transfers a hydrogen atom to another radical and makes an alkane and alkene
disproportionation
chiral center
Alkyne
amines
40. Carbon carbon triple bonds. Suffix-yne.
electrophilic addition
Alkyne
ionic bond
formaldehyde
41. Formed by mixing different types of orbitals
conformational isomer
hybridization
polymerization
ketone
42. Steps of free radical substitution
eclipsed conformation
initiation propagation termination
electrophilic addition of H2O
sigma bond
43. Water can be added to alkenes under acidic conditions. make carbocation. ends with alcohol
reducing
Alkane
oxidizing
electrophilic addition of H2O
44. 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-
electrophilic addition of free radicals
amines
potassium permanganate
catalytic hydrogenation
45. Combustion reaction occurs through a radical process
ethers
diol
C3H8 + 5O2 = 3CO2 + 4H2O + heat
carbonyl
46. A molecule with an internal plane of symmetry
disproportionation
combustion - disproportionation - free - radical substitution - pyrolysis
meso compound
specific rotation
47. Ozonolysis under hot acidic kmO4 - e.g. H2O2 condition
sigma bond
aldehyde
oxidizing
enantiomer
48. Three different substitutents often have plane of symmetry. and rotation of 180 will allow molecule to be superimposed on mirror image
sigma bond
achiral
eclipsed conformation
formaldehyde
49. One s and three p orbitals
sp3
ionic bond
mcpba
optical activity
50. Creation of long - high molecular weight polymer composed of repeating subunit called monomers. occur through a radical mechanism.
meso compound
electrophile
halogenation
polymerization
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