Quiz 8 o chem 152-19
KMnO4, H3O+
What is the best choice of reagent(s) to perform the following transformation?
Li, NH3, MeOH
What is the best choice of reagent(s) to perform the following transformation?
O3 followed by Zn
What is the best choice of reagent(s) to perform the following transformation?
OsO4; followed by NaHSO3, H2O
What is the best choice of reagent(s) to perform the following transformation?
3
How many products are formed in the following reaction?
1
How many products will be formed in the following reaction?
2
How many products will result from the following reaction?
False
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.
There exist nonbonded interactions that prevent attack at both faces of the double bond.
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?
True
A terminal alkyne is considerably more acidic than a terminal alkene.
120 pm
Approximately how long is a carbon-carbon triple bond of an alkyne?
B, C, A
Arrange the following alkenes in order of least stable to most stable.
True
Bromonium ions are intermediates in the reaction of alkynes with molecular bromine.
(R)-6-octyn-2-ol
Determine the IUPAC name for the following molecule.
2,6-octadiyne
Determine the IUPAC name for the following molecule.
5,5-dimethyl-1-hepten-6-yne
Determine the IUPAC name for the following molecule.
6-methyl-2-octyne
Determine the IUPAC name for the following molecule.
True
Markovnikov's rule predicts that some products will be formed regioselectively over others.
NaOtert-Bu (1 equivalent)
Select the best reagent for effecting the following transformation.
2 Br2
Select the reagent for effecting the following transformation.
None of the above is true.
Select the statement that is true. (about pent being soluble or dense)
False
Sodium hydroxide can be used as a base in the following reaction.
False
The alkene shown in the following reaction has undergone a reduction.
False
The bond dissociation energies of triple, double, and single carbon-carbon bonds are 377 kJ/mol, 720 kJ/mol, and 837 kJ/mol, respectively.
False
The following energy diagram is representative of the addition of hydrogen halides to an alkene.
False
The following reaction represents an oxidation of molecular bromine.
False
The following reaction will occur as illustrated.
False
The following reaction will proceed as shown.
False
The following transformation can be accomplished as illustrated.
False
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.
False
The reaction shown in the following energy diagram cannot occur.
True
The secondary carbocation below would be predicted to be more stable than the tertiary carbocation shown.
True
Two allenes can be formed in the reaction shown.
2-methyl-3-heptyne
What is the IUPAC name of the following compound?
3,4-dimethyl-1-hexen-5-yne
What is the IUPAC name of the following compound?
2 moles of HBr
What is the best choice of reagent to perform the following transformation?
Br2, H2O
What is the best choice of reagent to perform the following transformation?
HBr
What is the best choice of reagent to perform the following transformation?
1 mole of Br2
What is the best choice of reagent(s) to perform the following transformation?
3 moles of NaNH2 followed by H3O+
What is the best choice of reagent(s) to perform the following transformation?
BH3, THF; followed by H2O2, H2O, NaOH
What is the best choice of reagent(s) to perform the following transformation?
BH3, THF; followed by H2O2,H2O, NaOH
What is the best choice of reagent(s) to perform the following transformation?
H2/Lindlar's catalyst
What is the best choice of reagent(s) to perform the following transformation?
H2SO4, H2O, HgSO4
What is the best choice of reagent(s) to perform the following transformation?
HIO4, H2O, THF
What is the best choice of reagent(s) to perform the following transformation?
Hg(OAc)2 and H2O; followed by NaBH4
What is the best choice of reagent(s) to perform the following transformation?
3 < 4 < 2 < 1
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
2
What is the major organic product obtained from the following reaction?
3
What is the major organic product obtained from the following reaction?
4
What is the major organic product obtained from the following reaction?
1
What is the major organic product obtained from the following sequence of reactions?
2
What is the major organic product obtained from the following sequence of reactions?
2,2,3,3-tetrabromohexane
What is the major organic product obtained from the following sequence of reactions?
3
What is the major organic product obtained from the following sequence of reactions?
1.21 E
What is the typical bond length of a carbon-carbon triple bond?
only 1
What is/are the major organic product(s) obtained from the following reaction?
cyclic bromonium ion
What type of reactive intermediate is formed in the reaction of an alkene with Br2 and H2O to give a bromohydrin?
carbocation
What type of reactive intermediate is formed in the reaction of an alkene with HBr to give a bromoalkane?
reduced
When sodium metal is reacted with an alkyne in liquid ammonia, the alkyne is:
sp + sp; p + p; p + p
Which atomic orbitals overlap to form the carbon-carbon triple bond of an alkyne?
The intermediate undergoes a carbocation rearrangement.
Which of the following best explains why 3-methylbutene yields 2-bromo-2-methylbutane rather than 2-bromo-3-methylbutane upon reaction with HBr?
C6H12
Which of the following cannot be an alkyne?
1, poly(vinyl acetate); 2, poly(methyl methacrylate); 3, polystyrene; 4, polyisoprene
Which of the following is the correct assignment of the names of the polymers shown?
II
Which of the following reactions involve a two-electron, three-center intermediate?
oxymercuration,hydroboration-oxidation
Which of the following reactions is stereospecific?
Intermediates can be observed and sometimes isolated.
Which of the following statements is true?
There is not enough information to know which product yields the larger heat of hydrogenation.
Which of the following statements is true?
D
Which of the following structures represents the most stable carbocation?
I
Which part of the following energy diagram best represents the heat of the reaction (DH)?
III
Which part(s) of the following energy diagram represent(s) the intermediate(s)?
H2SO4 , H3PO4 , H3O+
Which set of reagents will satisfy the following transformation?
because it has more s character
Why is the C-H bond of a terminal alkyne shorter than that of an alkene or an alkane?
The haloalkane is too hindered for substitution. & The acetylide ion is a strong base.
Why won't the following transformation occur as shown?
