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​Which of the following compounds is the most stable?


A) ​penta-2,3-diene
B) ​2,4-hexadiene
C) ​1,4-pentadiene
D) ​3,6-octadiene

E) All of the above
F) C) and D)

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Exhibit 14-2 Consider the reaction below to answer the following question(s): Exhibit 14-2 Consider the reaction below to answer the following question(s):   -Refer to Exhibit 14-2.The product that results from 1,4-addition is _____. -Refer to Exhibit 14-2.The product that results from 1,4-addition is _____.

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If ΔH°hydrog for a monosubstituted alkene is 126 kJ/mol,which of the following systems is most likely to be a conjugated system?


A) 3 double bonds,ΔH°hydrog = 379 kJ/mol
B) 2 double bond,ΔH°hydrog = 254 kJ/mol
C) 4 double bonds,ΔH°hydrog = 505 kJ/mol
D) None of these are likely to be conjugated.

E) A) and B)
F) B) and C)

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​Which of the following is the most likely to happen when a conjugated diene is irradiated with ultraviolet light?


A) ​The bonds between different atoms in the molecule undergo symmetric stretching.
B) ​A ​Which of the following is the most likely to happen when a conjugated diene is irradiated with ultraviolet light? A) ​The bonds between different atoms in the molecule undergo symmetric stretching. B) ​A   electron is promoted from the highest occupied molecular orbital to the lowest unoccupied molecular orbital. C) ​A   electron is demoted from the lowest occupied molecular orbital to the highest unoccupied molecular orbital. D) ​The bonds between different atoms in the molecule undergo asymmetric stretching. electron is promoted from the highest occupied molecular orbital to the lowest unoccupied molecular orbital.
C) ​A ​Which of the following is the most likely to happen when a conjugated diene is irradiated with ultraviolet light? A) ​The bonds between different atoms in the molecule undergo symmetric stretching. B) ​A   electron is promoted from the highest occupied molecular orbital to the lowest unoccupied molecular orbital. C) ​A   electron is demoted from the lowest occupied molecular orbital to the highest unoccupied molecular orbital. D) ​The bonds between different atoms in the molecule undergo asymmetric stretching. electron is demoted from the lowest occupied molecular orbital to the highest unoccupied molecular orbital.
D) ​The bonds between different atoms in the molecule undergo asymmetric stretching.

E) B) and D)
F) A) and B)

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Which of the following compounds would show the longest wavelength λmax in its UV spectrum?


A) Which of the following compounds would show the longest wavelength λ<sub>max</sub> in its UV spectrum? A)    B)    C)    D)
B) Which of the following compounds would show the longest wavelength λ<sub>max</sub> in its UV spectrum? A)    B)    C)    D)
C) Which of the following compounds would show the longest wavelength λ<sub>max</sub> in its UV spectrum? A)    B)    C)    D)
D) Which of the following compounds would show the longest wavelength λ<sub>max</sub> in its UV spectrum? A)    B)    C)    D)

E) B) and D)
F) B) and C)

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​What would be the stereochemistry of the product of the following reaction? ​What would be the stereochemistry of the product of the following reaction?   ​

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​Draw the mechanism of the Diels-Alder reaction between propenal and 2-methyl-1,3-butadiene.

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Exhibit 14-7 Consider the reaction below to answer the following question(s). Exhibit 14-7 Consider the reaction below to answer the following question(s).   -Refer to Exhibit 14-7.The dienophile in the reaction is ____. -Refer to Exhibit 14-7.The dienophile in the reaction is ____.

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Exhibit 14-2 Consider the reaction below to answer the following question(s): Exhibit 14-2 Consider the reaction below to answer the following question(s):   -Refer to Exhibit 14-2.Write a stepwise mechanism that accounts for both of the products shown.Show all intermediate structures and electron flow with arrows. -Refer to Exhibit 14-2.Write a stepwise mechanism that accounts for both of the products shown.Show all intermediate structures and electron flow with arrows.

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Exhibit 14-2 Consider the reaction below to answer the following question(s): Exhibit 14-2 Consider the reaction below to answer the following question(s):   -Refer to Exhibit 14-2.The kinetically controlled product in this reaction is _____. -Refer to Exhibit 14-2.The kinetically controlled product in this reaction is _____.

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Draw the skeletal formulas for the product of the reaction of the following with HBr. Draw the skeletal formulas for the product of the reaction of the following with HBr.

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1,2-additions and 1,...

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Exhibit 14-2 Consider the reaction below to answer the following question(s): Exhibit 14-2 Consider the reaction below to answer the following question(s):   -Refer to Exhibit 14-2.The electrophile in this reaction is ____. -Refer to Exhibit 14-2.The electrophile in this reaction is ____.

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Consider the following data for a series of hypothetical plant pigments. Pigment Ε QT7 15,300 XR4 41,000 B78 30,800 L99 10,600 The Absorbance of a Consider the following data for a series of hypothetical plant pigments. Pigment Ε QT7 15,300 XR4 41,000 B78 30,800 L99 10,600 The Absorbance of a   solution containing one of these pigments,measured in a 1.00 cm cell,was 0.345.Which pigment was in the solution? A) QT7 B) XR4 C) B78 D) L99 solution containing one of these pigments,measured in a 1.00 cm cell,was 0.345.Which pigment was in the solution?


A) QT7
B) XR4
C) B78
D) L99

E) C) and D)
F) A) and C)

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2-Chloro-1,3-butadiene is polymerized to yield an excellent,expensive synthetic rubber with good weather resistance called:


A) diprene
B) isoprene
C) styrene
D) neoprene

E) B) and D)
F) C) and D)

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Which of the following has the highest degree of conjugation? Atoms other than carbon and hydrogen are labeled.


A) Which of the following has the highest degree of conjugation? Atoms other than carbon and hydrogen are labeled. A)    B)    C)    D)
B) Which of the following has the highest degree of conjugation? Atoms other than carbon and hydrogen are labeled. A)    B)    C)    D)
C) Which of the following has the highest degree of conjugation? Atoms other than carbon and hydrogen are labeled. A)    B)    C)    D)
D) Which of the following has the highest degree of conjugation? Atoms other than carbon and hydrogen are labeled. A)    B)    C)    D)

E) B) and D)
F) A) and C)

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For a diene to undergo a Diels-Alder reaction it must:


A) be substituted with electron-withdrawing groups
B) be able to adopt an s-trans conformation
C) be substituted with electron-donating groups
D) be able to adopt an s-cis conformation

E) None of the above
F) All of the above

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Exhibit 14-7 Consider the reaction below to answer the following question(s) . Exhibit 14-7 Consider the reaction below to answer the following question(s) .   -Refer to Exhibit 14-7.This is an example of a(n)  ____________ reaction. A) Woodward-Hoffman B) conjugate addition C) Diels-Alder D) electrophilic addition -Refer to Exhibit 14-7.This is an example of a(n) ____________ reaction.


A) Woodward-Hoffman
B) conjugate addition
C) Diels-Alder
D) electrophilic addition

E) B) and D)
F) C) and D)

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Exhibit 14-2 Consider the reaction below to answer the following question(s): Exhibit 14-2 Consider the reaction below to answer the following question(s):   -Refer to Exhibit 14-2.This reaction shows the preferred electrophilic addition of HBr to this unsymmetrical alkene.Draw the products of electrophilic addition to the opposite end of the conjugated diene. -Refer to Exhibit 14-2.This reaction shows the preferred electrophilic addition of HBr to this unsymmetrical alkene.Draw the products of electrophilic addition to the opposite end of the conjugated diene.

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Based on the following table,in which compound is the energy difference between the HOMO and LUMO the largest? Based on the following table,in which compound is the energy difference between the HOMO and LUMO the largest?   A) W B) X C) Y D) Z


A) W
B) X
C) Y
D) Z

E) A) and B)
F) A) and C)

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When an organic molecule is irradiated with ultraviolet radiation,the energy absorbed by the molecule corresponds to:


A) the amount necessary to increase molecular motions in functional groups
B) the amount necessary to excite electrons from one molecular orbital to another
C) the amount necessary to "flip" the spin of atomic nuclei
D) the amount necessary to strip a molecule of one electron to generate a radical cation

E) B) and C)
F) A) and C)

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