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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. 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
electrophilic addition of H2O
ionic bond
halogen
allyl
2. Configuration in relation to another chiral molecule. use it to determine if a molecule is an enantiomer - diastereomer - etc
relative configuration
enantiomer
nucleophile
carbonyl
3. Water can be added to alkenes under acidic conditions. make carbocation. ends with alcohol
chiral
electrophilic addition
eclipsed conformation
electrophilic addition of H2O
4. Alkenes oxidzed with kmno4 - if made with cold - dilue - make OH on each side of double bond - diols or glycol in syn orientation
markovnikov's rule
pyrolysis
sp3
cold potassium permanganate
5. 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
ethers
Haloalkane
geometric isomers
6. Nucleus lover. electron rich species that are attracked to charged atoms
aprotic solvent
nucleophile
quantum numbers
ketone
7. Always receive number one. contain carbonyl and OH group - very oxidized. highest priority functional group.
anti conformation
alkyne
allyl
carboxylic acid
8. One s and three p orbitals
not ignored
achiral
sp3
acetaldehyde
9. Carbon carbon triple bonds. Suffix-yne.
Alkyne
basicity
absolute configuration
racemic mixture
10. Spatial arrangement of the atoms or groups of a sterioisomer
configuration
absolute configuration
Combustion
acetaldehyde
11. Differ in position of substitutents attached to a double bond or cycloalkane. Cis or trans or e or z
covalent bond
quantum numbers
saturated hydrocarbon
geometric isomers
12. Monosubstituted ethylene
nucleophile
Vinyl
amines
chiral
13. Same chemical formula. same atomic connectivity . different in how atoms are arranged in space
geminal
hot - acidic potassium permanganate
eclipsed conformation
stereoisomers
14. A sigma bond and two pi bonds
electrophilic addition of free radicals
protic solvent
triple bond
Acetylene
15. Cleaves double bond in half - it only oxidizes the carbon to an aldehyde under reducing conditions. if ozidizing make same product as KMNO4
geminal
nonbonded strain
ozonolysis
Vinyl
16. When boat flips
relative configuration
ring flip
enantiomer
geometric isomers
17. Same molecular formula but different structure
isomer
enantiomer
polymerization
electrophilic addition of free radicals
18. Arise from angle strain - torsional strian and nonbonded strain
nonbonded strain
ring strain
Vinyl
electrophilic addition of X2
19. Results when cyclic molecules must assume conformations that have eclipsed interactions
achiral
hot - acidic potassium permanganate
alcohol
torsional strain
20. Reaction of alkane with oxygen to form carbon dioxide - water and heat.
hydroboration
amines
Alkyne
Combustion
21. Contain carbon carbon double bonds. Use same root of alkane but end with 'ene'
oxidation
Vinyl
chiral
Alkene
22. Carbonyl located in middle or somewhere in chane. Named with One
ketone
y- root - en -x-yne
sp3
Ignored
23. Object that is not superimposable upon mirror image
peroxycarboxylic acid
chiral
Alkane nomenclature
halogenation
24. What is produced when o3 with lialh4 or nabh4
aldehyde
alcohol
ring strain
isomer
25. Share molecular formula but have different chemical and physical properties
allyl
fischer projection
achiral
structural isomers
26. Zn/h or CH3/s with ozonolysis
weak bases
vicinal
polymerization
reducing
27. In presence of peroxide - oxygen or ultraviolet light. antimarkonikov because they want a stable free radical. therefore X ends up on least subsituted carbon
reducing
markovnikov's rule
electrophilic addition of free radicals
Alkyne
28. Fast process. double bond is nucleophile and attack x2. make cyclic halonium ion with either br or cl. and make dihalo trans
electrophilic addition of X2
Acetylene
halogenation
ozonolysis
29. Diborane add to double bond. boron acts as lewis acid and attaches to less hindered carbon. hydride transferred to adjacent carbon. antimarkonikov - alcohol produced
hydroboration
Alkane nomenclature
optical activity
alkyne
30. 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.
nucleophile
carboxylic acid
diastereomers
Alkane nomenclature
31. Compounds with halogen
pi bond
Haloalkane
molecular orbital
fischer projection
32. A = observed rotation / concentration * length
Combustion
specific rotation
absolute configuration
chiral
33. Iso - neo - cyclo
carbonyl
geminal
electrophile
not ignored
34. Sharing of electron between atoms
eclipsed conformation
electrophilic addition
ethers
covalent bond
35. Steps of free radical substitution
electrophilic addition
meso compound
initiation propagation termination
eclipsed conformation
36. More likely it is to attract positively charged proton. nucleophilic strength decreses: RO->HO>RCO2>ROH>H2O
Alkene
basicity
carboxylic acid
Haloalkane
37. Ozonolysis under hot acidic kmO4 - e.g. H2O2 condition
geminal
C3H8 + 5O2 = 3CO2 + 4H2O + heat
oxidizing
2^n
38. A radical transfers a hydrogen atom to another radical and makes an alkane and alkene
disproportionation
chiral
formaldehyde
pi bond
39. F - CL - Br - I
catalytic hydrogenation
Combustion
halogen
electrophilic addition of H2O
40. One s and two p 120 degree apart
sp2
peroxycarboxylic acid
electrophilic addition
amines
41. Palladium or barium sulfate (BaSO4) with quinoline. occur on metal surface - make cis.
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42. Kmno4
potassium permanganate
combustion - disproportionation - free - radical substitution - pyrolysis
molecular orbital
configuration
43. Creation of long - high molecular weight polymer composed of repeating subunit called monomers. occur through a radical mechanism.
geometric isomers
angle strain
polymerization
ethers
44. 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
enantiomer
aldehyde
chiral center
protic solvent
45. Name for ethanal
diol
acetaldehyde
electrophilic addition of HX
peroxycarboxylic acid
46. Alkene oxidized with this - strong oxidizing agent. CH3CO3H or mcpba and it makes epoxide or oxirane
gauche conformation
peroxycarboxylic acid
enantiomer
saturated hydrocarbon
47. Methyl are 60 degrees apart. kinda stable
Combustion
sp3
gauche conformation
absolute configuration
48. Diol with hydroxyl group on same carbon
geminal
2^n
primary carbon
Combustion
49. E of double bond act as lewis base and react with hydrogen of hx. make carbocation intermediate. use markonikovs rule
electrophilic addition of HX
Alkane
gauche conformation
structural isomers
50. Transfer of electrions from one atome to another
Ignored
ionic bond
Haloalkane
configuration
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