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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. Kmno4
absolute configuration
carbonyl
potassium permanganate
acetaldehyde
2. Two p orbital form pi and third p orbital combine with s to make two sp hybrid. 180 degree apart
electrophilic addition of HX
sp
eclipsed conformation
electrophile
3. Same molecular formula but different structure
isomer
electrophilic addition
amines
weak bases
4. 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-
Combustion
racemic mixture
amines
pi bond
5. What is produced when o3 with lialh4 or nabh4
alcohol
Haloalkane
pyrolysis
geometric isomers
6. M - chloroperoxybenzoic acid
covalent bond
reducing
mcpba
chiral center
7. Charged - need electrons
electrophile
cold potassium permanganate
saturated hydrocarbon
pi bond
8. One s and three p orbitals
alkyne
pyrolysis
optical activity
sp3
9. Cleaves double bond in half - it only oxidizes the carbon to an aldehyde under reducing conditions. if ozidizing make same product as KMNO4
hydroboration
relative configuration
absolute configuration
ozonolysis
10. Carbon carbon triple bonds. Suffix-yne.
allyl
weak bases
mcpba
Alkyne
11. Carbon double bonded to an oxygen
molecular orbital
carbonyl
fischer projection
oxidation
12. A radical transfers a hydrogen atom to another radical and makes an alkane and alkene
electrophilic addition of X2
Alkyne
disproportionation
Alkane nomenclature
13. Chain of carbons connected by single bonds with hydrogen atoms attached.
ethers
chiral
formaldehyde
Alkane
14. In presence of peroxide - oxygen or ultraviolet light. antimarkonikov because they want a stable free radical. therefore X ends up on least subsituted carbon
gauche conformation
Combustion
protic solvent
electrophilic addition of free radicals
15. When two p orbitals line up in parallel and electron clouds overlap. it exsits over a single bond.
ring strain
pi bond
electrophile
cold potassium permanganate
16. Electrons of pi bond are reactive and easily attacked by molecules that want e pair e.g. electrophiles.
electrophilic addition
stereoisomers
markovnikov's rule
protic solvent
17. Iso - neo - cyclo
carboxylic acid
potassium permanganate
mcpba
not ignored
18. Compounds with halogen
Haloalkane
sigma bond
propionaldehyde
polymerization
19. Steps of free radical substitution
initiation propagation termination
propionaldehyde
mcpba
lindlar's catalyst
20. Zn/h or CH3/s with ozonolysis
hot - acidic potassium permanganate
Ignored
geometric isomers
reducing
21. If reagent has a bunch of oxygen
Ignored
oxidation
geometric isomers
weak bases
22. Results when cyclic molecules must assume conformations that have eclipsed interactions
hot - acidic potassium permanganate
diol
torsional strain
isomer
23. O3
ozonolysis
weak bases
Alkane
reducing
24. Formed by mixing different types of orbitals
hybridization
electrophilic addition of X2
triple bond
ring flip
25. 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
carboxylic acid
electrophile
markovnikov's rule
26. F - CL - Br - I
halogen
triple bond
alcohol
geminal
27. Refers to the =CH2 group
peroxycarboxylic acid
methylene
formaldehyde
torsional strain
28. Carbonyl located in middle or somewhere in chane. Named with One
ketone
pi bond
optical activity
cold potassium permanganate
29. Most similar. same molecule only at different points in their rotation. show them with newmans projections
conformational isomer
halogen
absolute configuration
enantiomer
30. 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.
geometric isomers
alkyne
molecular orbital
Alkyne
31. How many stereoisomers can a molecule have with n chiral centers
2^n
Acetylene
catalytic hydrogenation
Alkane nomenclature
32. Nonterminal alkenes are cleaved to form two molar equivalent of carvoxylic acid ..make keton
pi bond
torsional strain
hot - acidic potassium permanganate
enantiomer
33. Share molecular formula but have different chemical and physical properties
oxidizing
fischer projection
structural isomers
achiral
34. Differ in position of substitutents attached to a double bond or cycloalkane. Cis or trans or e or z
electrophilic addition of H2O
carbonyl
allyl
geometric isomers
35. Functionality is specified by alkoxy- prefix. ROR
isomer
ring flip
primary carbon
ethers
36. What are the best leaving groups?
weak bases
oxidation
geometric isomers
specific rotation
37. E of double bond act as lewis base and react with hydrogen of hx. make carbocation intermediate. use markonikovs rule
torsional strain
electrophilic addition of HX
sigma bond
mcpba
38. Use the Greek root for the number of carbons followed by the ending - - ane
hot - acidic potassium permanganate
alcohol
weak bases
Alkane nomenclature
39. Describes the exact spatial arrangement of groups of atoms independent of other molecules.
absolute configuration
saturated hydrocarbon
sigma bond
weak bases
40. When bond angles deviate from ideal values
protic solvent
triple bond
angle strain
torsional strain
41. Name for mathanal
formaldehyde
electrophile
Haloalkane
methylene
42. 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
sp3
Acetylene
pyrolysis
polymerization
43. Most favorable of staggared conformations
ring flip
fischer projection
anti conformation
propionaldehyde
44. Configuration in relation to another chiral molecule. use it to determine if a molecule is an enantiomer - diastereomer - etc
diol
relative configuration
C3H8 + 5O2 = 3CO2 + 4H2O + heat
optical activity
45. Always receive number one. contain carbonyl and OH group - very oxidized. highest priority functional group.
carboxylic acid
stereoisomers
Alkane
oxidizing
46. Name for ethanal
lindlar's catalyst
electrophilic addition of free radicals
nonbonded strain
acetaldehyde
47. Diol with hydroxyl group on same carbon
gauche conformation
isomer
geminal
enantiomer
48. A = observed rotation / concentration * length
specific rotation
halogenation
combustion - disproportionation - free - radical substitution - pyrolysis
sigma bond
49. Two hydroxyl groups
propionaldehyde
diol
specific rotation
covalent bond
50. 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
sigma bond
enantiomer
Alkane
oxidizing
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