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MCAT Organic Chemistry
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Subjects
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mcat
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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. Diol with hydroxyl group on same carbon
basicity
enantiomer
geminal
formaldehyde
2. Nonsuperimposable mirror image of chiral objects - a specific steroisomer.
hydroboration
enantiomer
meso compound
initiation propagation termination
3. Is bonded to only one other carbon atom
chiral
sigma bond
primary carbon
pyrolysis
4. When boat flips
configuration
ring flip
racemic mixture
anti conformation
5. Compounds with halogen
Alkane
Haloalkane
sp2
Acetylene
6. 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
racemic mixture
chiral center
formaldehyde
7. Nonterminal alkenes are cleaved to form two molar equivalent of carvoxylic acid ..make keton
hot - acidic potassium permanganate
amines
Alkane
meso compound
8. Not solvated
sigma bond
electrophilic addition
molecular orbital
aprotic solvent
9. Steps of free radical substitution
structural isomers
disproportionation
initiation propagation termination
geminal
10. Cleaves double bond in half - it only oxidizes the carbon to an aldehyde under reducing conditions. if ozidizing make same product as KMNO4
electrophilic addition of HX
primary carbon
ozonolysis
amines
11. 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
polymerization
pi bond
halogen
pyrolysis
12. Chain of carbons connected by single bonds with hydrogen atoms attached.
Alkyne
absolute configuration
Alkane
sp
13. If reagent has a bunch of oxygen
pyrolysis
ketone
oxidation
propionaldehyde
14. Diborane add to double bond. boron acts as lewis acid and attaches to less hindered carbon. hydride transferred to adjacent carbon. antimarkonikov - alcohol produced
aldehyde
hydroboration
formaldehyde
potassium permanganate
15. Common name for ethyne
electrophilic addition of X2
eclipsed conformation
carbonyl
Acetylene
16. Use the Greek root for the number of carbons followed by the ending - - ane
Alkane nomenclature
combustion - disproportionation - free - radical substitution - pyrolysis
fischer projection
geminal
17. Kmno4
potassium permanganate
ring strain
sigma bond
electrophile
18. N - l - ml - ms
meso compound
chiral center
quantum numbers
carbonyl
19. 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
peroxycarboxylic acid
amines
meso compound
20. Most similar. same molecule only at different points in their rotation. show them with newmans projections
meso compound
ozonolysis
conformational isomer
potassium permanganate
21. In presence of peroxide - oxygen or ultraviolet light. antimarkonikov because they want a stable free radical. therefore X ends up on least subsituted carbon
electrophilic addition of free radicals
alkyne
electrophilic addition of X2
lindlar's catalyst
22. O3
C3H8 + 5O2 = 3CO2 + 4H2O + heat
Alkane
ozonolysis
aldehyde
23. Functionality is specified by alkoxy- prefix. ROR
triple bond
diastereomers
ethers
ionic bond
24. No double bonds. it has the maximum number of hydrogens.
ring flip
alkyne
nonbonded strain
saturated hydrocarbon
25. Three different substitutents often have plane of symmetry. and rotation of 180 will allow molecule to be superimposed on mirror image
allyl
hydroboration
diastereomers
achiral
26. Reaction of alkane with oxygen to form carbon dioxide - water and heat.
Combustion
angle strain
amines
hybridization
27. Share molecular formula but have different chemical and physical properties
structural isomers
isomer
diol
racemic mixture
28. What are the best leaving groups?
hydroboration
electrophilic addition of H2O
weak bases
electrophilic addition of HX
29. 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
optical activity
anti conformation
triple bond
30. 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
hot - acidic potassium permanganate
catalytic hydrogenation
initiation propagation termination
hybridization
31. Carbonyl located in middle or somewhere in chane. Named with One
electrophilic addition of free radicals
ketone
markovnikov's rule
Alkyne
32. A radical transfers a hydrogen atom to another radical and makes an alkane and alkene
disproportionation
Ignored
saturated hydrocarbon
configuration
33. Alphabetical order of alkane rxn
combustion - disproportionation - free - radical substitution - pyrolysis
catalytic hydrogenation
basicity
diastereomers
34. 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.
diastereomers
gauche conformation
disproportionation
weak bases
35. Formed by mixing different types of orbitals
hybridization
hydroboration
vicinal
polymerization
36. A sigma bond and two pi bonds
triple bond
initiation propagation termination
specific rotation
ring flip
37. F - CL - Br - I
peroxycarboxylic acid
halogen
halogenation
ionic bond
38. Arise from angle strain - torsional strian and nonbonded strain
ring strain
electrophile
potassium permanganate
geminal
39. Water can be added to alkenes under acidic conditions. make carbocation. ends with alcohol
y- root - en -x-yne
anti conformation
quantum numbers
electrophilic addition of H2O
40. Rotations cancel each other out therefore no optical activity
peroxycarboxylic acid
relative configuration
ring strain
racemic mixture
41. Alkene oxidized with this - strong oxidizing agent. CH3CO3H or mcpba and it makes epoxide or oxirane
stereoisomers
peroxycarboxylic acid
anti conformation
polymerization
42. More likely it is to attract positively charged proton. nucleophilic strength decreses: RO->HO>RCO2>ROH>H2O
meso compound
configuration
basicity
Alkane nomenclature
43. Refers to the =CH2 group
pi bond
diol
methylene
stereoisomers
44. 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.
absolute configuration
molecular orbital
potassium permanganate
halogenation
45. Describes the exact spatial arrangement of groups of atoms independent of other molecules.
C3H8 + 5O2 = 3CO2 + 4H2O + heat
absolute configuration
Ignored
electrophile
46. Combustion reaction occurs through a radical process
hybridization
carbonyl
C3H8 + 5O2 = 3CO2 + 4H2O + heat
conformational isomer
47. Spatial arrangement of the atoms or groups of a sterioisomer
achiral
allyl
enantiomer
configuration
48. Creation of long - high molecular weight polymer composed of repeating subunit called monomers. occur through a radical mechanism.
Alkyne
geminal
polymerization
racemic mixture
49. In which one or morehydrogen atoms are replaced with a halogen atom. via free radical substitution
hydroboration
halogenation
oxidizing
sp2
50. Two p orbital form pi and third p orbital combine with s to make two sp hybrid. 180 degree apart
sp
mcpba
halogenation
electrophile
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