Quiz 8 O Chem 152-19

25 July 2022
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question
carbocation
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What type of reactive intermediate is formed in the reaction of an alkene with HBr to give a bromoalkane?
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3
3
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What is the major organic product obtained from the following reaction?
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HBr
HBr
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What is the best choice of reagent to perform the following transformation?
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2
2
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What is the major organic product obtained from the following reaction?
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cyclic bromonium ion
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What type of reactive intermediate is formed in the reaction of an alkene with Br2 and H2O to give a bromohydrin?
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2
2
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What is the major organic product obtained from the following reaction?
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Br2, H2O
Br2, H2O
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What is the best choice of reagent to perform the following transformation?
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2
2
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What is the major organic product obtained from the following reaction?
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2
2
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What is the major organic product obtained from the following reaction?
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BH3, THF; followed by H2O2, H2O, NaOH
BH3, THF; followed by H2O2, H2O, NaOH
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What is the best choice of reagent(s) to perform the following transformation?
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3
3
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What is the major organic product obtained from the following reaction?
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3
3
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What is the major organic product obtained from the following reaction?
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only 1
only 1
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What is/are the major organic product(s) obtained from the following reaction?
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4
4
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What is the major organic product obtained from the following reaction?
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O3 followed by Zn
O3 followed by Zn
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What is the best choice of reagent(s) to perform the following transformation?
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OsO4; followed by NaHSO3, H2O
OsO4; followed by NaHSO3, H2O
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What is the best choice of reagent(s) to perform the following transformation?
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KMnO4, H3O+
KMnO4, H3O+
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What is the best choice of reagent(s) to perform the following transformation?
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Hg(OAc)2 and H2O; followed by NaBH4
Hg(OAc)2 and H2O; followed by NaBH4
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What is the best choice of reagent(s) to perform the following transformation?
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HIO4, H2O, THF
HIO4, H2O, THF
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What is the best choice of reagent(s) to perform the following transformation?
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1, poly(vinyl acetate); 2, poly(methyl methacrylate); 3, polystyrene; 4, polyisoprene
1, poly(vinyl acetate); 2, poly(methyl methacrylate); 3, polystyrene; 4, polyisoprene
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Which of the following is the correct assignment of the names of the polymers shown?
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120 pm
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Approximately how long is a carbon-carbon triple bond of an alkyne?
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sp + sp; p + p; p + p
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Which atomic orbitals overlap to form the carbon-carbon triple bond of an alkyne?
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2-methyl-3-heptyne
2-methyl-3-heptyne
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What is the IUPAC name of the following compound?
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3,4-dimethyl-1-hexen-5-yne
3,4-dimethyl-1-hexen-5-yne
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What is the IUPAC name of the following compound?
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3
3
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What is the major organic product obtained from the following reaction?
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3 moles of NaNH2 followed by H3O+
3 moles of NaNH2 followed by H3O+
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What is the best choice of reagent(s) to perform the following transformation?
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2 moles of HBr
2 moles of HBr
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What is the best choice of reagent to perform the following transformation?
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1 mole of Br2
1 mole of Br2
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What is the best choice of reagent(s) to perform the following transformation?
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H2SO4, H2O, HgSO4
H2SO4, H2O, HgSO4
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What is the best choice of reagent(s) to perform the following transformation?
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BH3, THF; followed by H2O2, H2O, NaOH
BH3, THF; followed by H2O2, H2O, NaOH
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What is the best choice of reagent(s) to perform the following transformation?
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1
1
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What is the major organic product obtained from the following sequence of reactions?
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2
2
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What is the major organic product obtained from the following sequence of reactions?
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BH3, THF; followed by H2O2,H2O, NaOH
BH3, THF; followed by H2O2,H2O, NaOH
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What is the best choice of reagent(s) to perform the following transformation?
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H2/Lindlar's catalyst
H2/Lindlar's catalyst
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What is the best choice of reagent(s) to perform the following transformation?
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Li, NH3, MeOH
Li, NH3, MeOH
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What is the best choice of reagent(s) to perform the following transformation?
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2
2
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What is the major organic product obtained from the following sequence of reactions?
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3 < 4 < 2 < 1
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What is the correct order of increasing pKa for the following compounds? (low pKa < high pKa) 1, H3C-CH3 2, H2C=CH2 3, HC?CH 4, NH3
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2,2,3,3-tetrabromohexane
2,2,3,3-tetrabromohexane
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What is the major organic product obtained from the following sequence of reactions?
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3
3
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What is the major organic product obtained from the following sequence of reactions?
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4
4
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What is the major organic product obtained from the following reaction?
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III
III
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Which part(s) of the following energy diagram represent(s) the intermediate(s)?
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I
I
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Which part of the following energy diagram best represents the heat of the reaction (DH)?
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False
False
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The reaction shown in the following energy diagram cannot occur.
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Intermediates can be observed and sometimes isolated.
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Which of the following statements is true?
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True
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Markovnikov's rule predicts that some products will be formed regioselectively over others.
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D
D
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Which of the following structures represents the most stable carbocation?
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oxymercuration,hydroboration-oxidation
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Which of the following reactions is stereospecific?
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False
False
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The following energy diagram is representative of the addition of hydrogen halides to an alkene.
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II
II
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Which of the following reactions involve a two-electron, three-center intermediate?
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H2SO4 , H3PO4 , H3O+
H2SO4 , H3PO4 , H3O+
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Which set of reagents will satisfy the following transformation?
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False
False
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The alkene shown in the following reaction has undergone a reduction.
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The intermediate undergoes a carbocation rearrangement.
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Which of the following best explains why 3-methylbutene yields 2-bromo-2-methylbutane rather than 2-bromo-3-methylbutane upon reaction with HBr?
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False
False
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The following reaction will proceed as shown.
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There is not enough information to know which product yields the larger heat of hydrogenation.
There is not enough information to know which product yields the larger heat of hydrogenation.
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Which of the following statements is true?
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False
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If two isomeric alkenes react with H2 to yield the same product, the one that releases more energy in its hydrogenation reaction is the more stable alkene.
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False
False
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The following reaction represents an oxidation of molecular bromine.
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B, C, A
B, C, A
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Arrange the following alkenes in order of least stable to most stable.
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3
3
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How many products are formed in the following reaction?
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1
1
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How many products will be formed in the following reaction?
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There exist nonbonded interactions that prevent attack at both faces of the double bond.
There exist nonbonded interactions that prevent attack at both faces of the double bond.
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It is known that alkenes are planar about their double bonds and electrophilic additions commonly occur from both faces of the double bond. What, then, would be a reasonable explanation for the uneven product ratios observed in the following reaction?
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True
True
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The secondary carbocation below would be predicted to be more stable than the tertiary carbocation shown.
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reduced
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When sodium metal is reacted with an alkyne in liquid ammonia, the alkyne is:
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False
False
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Sodium hydroxide can be used as a base in the following reaction.
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None of the above is true.
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Select the statement that is true. (about pent being soluble or dense)
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2 Br2
2 Br2
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Select the reagent for effecting the following transformation.
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True
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Bromonium ions are intermediates in the reaction of alkynes with molecular bromine.
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False
False
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The following transformation can be accomplished as illustrated.
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C6H12
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Which of the following cannot be an alkyne?
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False
False
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The following reaction will occur as illustrated.
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6-methyl-2-octyne
6-methyl-2-octyne
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Determine the IUPAC name for the following molecule.
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True
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A terminal alkyne is considerably more acidic than a terminal alkene.
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1.21 E
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What is the typical bond length of a carbon-carbon triple bond?
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because it has more s character
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Why is the C-H bond of a terminal alkyne shorter than that of an alkene or an alkane?
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False
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The bond dissociation energies of triple, double, and single carbon-carbon bonds are 377 kJ/mol, 720 kJ/mol, and 837 kJ/mol, respectively.
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(R)-6-octyn-2-ol
(R)-6-octyn-2-ol
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Determine the IUPAC name for the following molecule.
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NaOtert-Bu (1 equivalent)
NaOtert-Bu (1 equivalent)
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Select the best reagent for effecting the following transformation.
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2,6-octadiyne
2,6-octadiyne
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Determine the IUPAC name for the following molecule.
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False
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The reaction of mercury(II) salts with alkynes does not form bridged mercurinium ions because angle strain prevents the three-center/two-electron bond from forming.
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2
2
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How many products will result from the following reaction?
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5,5-dimethyl-1-hepten-6-yne
5,5-dimethyl-1-hepten-6-yne
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Determine the IUPAC name for the following molecule.
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The haloalkane is too hindered for substitution. & The acetylide ion is a strong base.
The haloalkane is too hindered for substitution. & The acetylide ion is a strong base.
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Why won't the following transformation occur as shown?
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False
False
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The following transformation can be accomplished as illustrated.
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True
True
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Two allenes can be formed in the reaction shown.