Exam 5: Aromatic Compounds

Consider the production of 1-bromo-4-nitrobenzene: a)Explain why Pathway A for the production of 1-bromo-4-nitrobenzene produces a higher yield of the product. b)If reaction Pathway A is carried out at high temperatures, a trisubstituted product forms. Draw the structure of the product and explain why it forms.

Draw the structure of m-fluoronitrobenzene.

Which of the following undergoes the most rapid acylation upon treatment with acetyl chloride and AlCl₃?

An accurate description of the structure of benzene is:

Instructions: Consider the reaction below to answer the following question(s). -Refer to instructions. This reaction proceeds _____________ (faster or slower) than benzene.

Draw the resonance structures for acenaphthene.

Which of the following sets of substituents are all deactivating groups in electrophilic aromatic substitution reactions?

Consider the following sequence of reactions: 1)What is the major organic product obtained from the sequence of reactions? A) B) C) D) 2)If KMnO₄ had been replaced by Na₂Cr₂O₇, what would be the final product of the reaction?

Instructions: Choose the best reagent(s) from the list provided below for carrying out the following conversions. Place the letter of the reagent in the box beside the reaction number over the arrow. There is only one answer for each reaction. a. KMnO₄, H₃O⁺ b. Br₂, FeBr₃ c. Cl₂, FeCl₃ d. CH₃Cl, AlCl₃ e. HNO₃, H₂SO₄ -Choose the best reagents:

Instructions: Consider the reaction below to answer the following question(s). -Refer to instructions. The nucleophile in the reaction is indicated by letter _____.

On the structures provided below, draw arrows showing the complete stepwise mechanism for this reaction.

Circle the aromatic portion of the following molecule: