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Which of these ions is aromatic? Assume all structures are planar. Which of these ions is aromatic? Assume all structures are planar. A) I B) II C) III D) I and II E) I, II, and III


A) I
B) II
C) III
D) I and II
E) I, II, and III

F) None of the above
G) B) and E)

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Compounds W, X, Y and Z are all alkylbenzenes. W reacts with OsO4 and with NBS. X reacts with NBS , but not OsO4. Y reacts with neither NBS nor OsO4 , and Z reacts with OsO4 but not with NBS . Which of these structures is compound X ?


A) Compounds W, X, Y and Z are all alkylbenzenes. W reacts with OsO<sub>4</sub> and with NBS. X reacts with NBS , but not OsO<sub>4</sub>. Y reacts with neither NBS nor OsO<sub>4</sub> , and Z reacts with OsO<sub>4</sub> but not with NBS . Which of these structures is compound X ? A) B) C) D) E) None of these
B) Compounds W, X, Y and Z are all alkylbenzenes. W reacts with OsO<sub>4</sub> and with NBS. X reacts with NBS , but not OsO<sub>4</sub>. Y reacts with neither NBS nor OsO<sub>4</sub> , and Z reacts with OsO<sub>4</sub> but not with NBS . Which of these structures is compound X ? A) B) C) D) E) None of these
C) Compounds W, X, Y and Z are all alkylbenzenes. W reacts with OsO<sub>4</sub> and with NBS. X reacts with NBS , but not OsO<sub>4</sub>. Y reacts with neither NBS nor OsO<sub>4</sub> , and Z reacts with OsO<sub>4</sub> but not with NBS . Which of these structures is compound X ? A) B) C) D) E) None of these
D) Compounds W, X, Y and Z are all alkylbenzenes. W reacts with OsO<sub>4</sub> and with NBS. X reacts with NBS , but not OsO<sub>4</sub>. Y reacts with neither NBS nor OsO<sub>4</sub> , and Z reacts with OsO<sub>4</sub> but not with NBS . Which of these structures is compound X ? A) B) C) D) E) None of these
E) None of these

F) C) and D)
G) D) and E)

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Which of these conditions is not a requirement for aromaticity?


A) planarity
B) (4 n) Ο€
electrons
C) conjugation
D) cyclic structure
E) (4 n+2) Ο€ electrons

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

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Draw an arrow-pushing mechanism for the following transformation.Include all lone pairs and single electrons, curved arrows, and formal charges.Indicate the relative rate of each step. Draw an arrow-pushing mechanism for the following transformation.Include all lone pairs and single electrons, curved arrows, and formal charges.Indicate the relative rate of each step.

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blured image The first step is slow and ra...

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Which of the following structures is aniline?


A) Which of the following structures is aniline? A) B) C) D) E)
B) Which of the following structures is aniline? A) B) C) D) E)
C) Which of the following structures is aniline? A) B) C) D) E)
D) Which of the following structures is aniline? A) B) C) D) E)
E) Which of the following structures is aniline? A) B) C) D) E)

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

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Which of the following structures is the product of the reaction shown here? Which of the following structures is the product of the reaction shown here? A) B) C) D) E)


A) Which of the following structures is the product of the reaction shown here? A) B) C) D) E)
B) Which of the following structures is the product of the reaction shown here? A) B) C) D) E)
C) Which of the following structures is the product of the reaction shown here? A) B) C) D) E)
D) Which of the following structures is the product of the reaction shown here? A) B) C) D) E)
E) Which of the following structures is the product of the reaction shown here? A) B) C) D) E)

F) B) and E)
G) B) and D)

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Draw ortho-methoxytoluene.

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Devise a multistep synthesis for the following transformation.You may use any organic or inorganic reagents of your choice.Show the reagents necessary for each step and the product of each step. Devise a multistep synthesis for the following transformation.You may use any organic or inorganic reagents of your choice.Show the reagents necessary for each step and the product of each step.

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Draw a mechanism for the following transformation.Include all lone pairs of electrons, curved arrows, and formal charges. Draw a mechanism for the following transformation.Include all lone pairs of electrons, curved arrows, and formal charges.

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Which of the following structures is the product of the reaction shown here? Which of the following structures is the product of the reaction shown here? A) B) C) D) E)


A) Which of the following structures is the product of the reaction shown here? A) B) C) D) E)
B) Which of the following structures is the product of the reaction shown here? A) B) C) D) E)
C) Which of the following structures is the product of the reaction shown here? A) B) C) D) E)
D) Which of the following structures is the product of the reaction shown here? A) B) C) D) E)
E) Which of the following structures is the product of the reaction shown here? A) B) C) D) E)

F) A) and E)
G) None of the above

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Which of the following ions is not aromatic? Assume all structures are planar


A)
Which of the following ions is not aromatic? Assume all structures are planar A) B) C) D) E)
B)
Which of the following ions is not aromatic? Assume all structures are planar A) B) C) D) E)
C)
Which of the following ions is not aromatic? Assume all structures are planar A) B) C) D) E)
D)
Which of the following ions is not aromatic? Assume all structures are planar A) B) C) D) E)
E)
Which of the following ions is not aromatic? Assume all structures are planar A) B) C) D) E)

F) A) and B)
G) A) and C)

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Which of these ions contains 4n Ο€ electrons? Which of these ions contains 4n Ο€ electrons? A) I B) II C) I and II D) I and III E) IV


A) I
B) II
C) I and II
D) I and III
E) IV

F) A) and B)
G) B) and D)

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How many isomeric trisubstituted benzenes C3H3XYZ are possible?

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Place the three molecules shown here in order of increasing basicity. Place the three molecules shown here in order of increasing basicity. A) B) C) D) E)


A) Place the three molecules shown here in order of increasing basicity. A) B) C) D) E)
B) Place the three molecules shown here in order of increasing basicity. A) B) C) D) E)
C) Place the three molecules shown here in order of increasing basicity. A) B) C) D) E)
D) Place the three molecules shown here in order of increasing basicity. A) B) C) D) E)
E) Place the three molecules shown here in order of increasing basicity. A) B) C) D) E)

F) B) and E)
G) B) and C)

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Draw the product of the following reaction. Draw the product of the following reaction.

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Which of the following statements is false?


A) Benzene undergoes substitution reactions easier than addition reactions.
B) Alternating C-C bonds in benzene have different lengths.
C) Benzene does not undergo Diels-Alder reactions.
D) Hydrogenation of benzene is extremely slow and requires extreme conditions.
E) The double bonds in benzene are conjugated.

F) A) and B)
G) A) and E)

Correct Answer

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Draw a complete mechanism for the following transformation.Include all lone pairs and single electrons, curved arrows, and formal charges.Include all significant resonance structures. Draw a complete mechanism for the following transformation.Include all lone pairs and single electrons, curved arrows, and formal charges.Include all significant resonance structures.

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The compound below is called benzofuran. Suggest an isomeric structure containing fused 5 -membered heterocycle. Does it obey the 4n +2 rule? The compound below is called benzofuran. Suggest an isomeric structure containing fused 5 -membered heterocycle. Does it obey the 4n +2 rule?

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Which of the following will not react with KMnO4?


A) Which of the following will not react with KMnO<sub>4</sub>? A) B) C) D) E)
B) Which of the following will not react with KMnO<sub>4</sub>? A) B) C) D) E)
C) Which of the following will not react with KMnO<sub>4</sub>? A) B) C) D) E)
D) Which of the following will not react with KMnO<sub>4</sub>? A) B) C) D) E)
E) Which of the following will not react with KMnO<sub>4</sub>? A) B) C) D) E)

F) A) and C)
G) B) and D)

Correct Answer

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Which of these two molecules is more reactive in an SN1 reaction, and why?Which of these two molecules is more reactive in an S<sub>N</sub>1 reaction, and why?

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Molecule B is more reactive in an SN1 rea...

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