Multiple ChoiceProvide the structure of the product formed from the reaction of 1-bromo-2,4,6- trinitrobenzene with one equivalent of sodium methoxide. 588views4rank6comments
Multiple ChoiceWhich of the following compounds is most likely to undergo nucleophilic aromatic substitution via the addition-elimination pathway? 475views4rank4comments
Textbook QuestionPropose mechanisms and show the expected products of the following reactions. (a) 2,4-dinitrochlorobenzene + sodium methoxide (NaOCH3) (b) 2,4-dimethylchlorobenzene + sodium hydroxide, 350 °C662views
Textbook QuestionPropose mechanisms and show the expected products of the following reactions. (c) p-nitrobromobenzene + methylamine (CH3 -NH2) (d) 2,4-dinitrochlorobenzene + excess hydrazine (H2N-NH2)566views
Textbook QuestionDraw resonance contributors for the carbanion that would be formed if meta-chloronitrobenzene were to react with hydroxide ion. Why doesn't the reaction occur?413views
Textbook QuestionShow how the substituents containing the azo group (N=N) can facilitate both electrophilic and nucleophilic aromatic substitution. (a) < of reaction>501views
Textbook QuestionWe have considered nucleophilic aromatic substitution of pyridine at the 2-position and 3-position but not at the 4-position. Complete the three possible cases by showing the mechanism for the reaction of methoxide ion with 4-chloropyridine. Show how the intermediate is stabilized by delocalization of the charge onto the nitrogen atom.524views
Textbook QuestionPredict the products of the following nucleophilic aromatic substitution reactions.(c) <IMAGE>399views
Textbook Question(•••) Suggest an arrow-pushing mechanism of the following rearrangement. <IMAGE> 371views
Textbook QuestionPredict the product of the following substitution/addition reactions involving phenoxides. [Because this problem represents a review of current and previous material, section numbers have been provided for your reference.](d) <IMAGE>350views
Textbook QuestionUsing the given starting material, any necessary inorganic reagents and catalysts, and any carbon-containing compounds with no more than two carbons,indicate how each of the following compounds can be prepared:b. <IMAGE>283views
Textbook Question(a) Propose a mechanism for the reaction of 2-bromopyridine with sodium amide to give 2-aminopyridine.296views
Textbook Question(b) When 3-bromopyridine is used in this reaction, stronger reaction conditions are required and a mixture of 3-aminopyridine and 4-aminopyridine results. Propose a mechanism to explain this curious result.203views
Textbook QuestionShow how the substituents containing the azo group (N=N) can facilitate both electrophilic and nucleophilic aromatic substitution.(b) <IMAGE of reaction>250views
Textbook QuestionShow how you would accomplish the following syntheses. (c) benzene → p-methoxybenzaldehyde754views
Textbook QuestionExplain why hydroxide ion catalyzes the reaction of piperidine with 2,4-dinitroanisole but has no effect on the reaction of piperidine with 1-chloro-2,4-dinitrobenzene. <IMAGE>73views
Textbook Questiona. Rank the following compounds from greatest tendency to least tendency to undergo nucleophilicaromatic substitution:chlorobenzene 1-chloro-2,4-dinitrobenzene p-chloronitrobenzene235views
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