Which of the following haloarenes is most reactive in nucleophilic aromatic subs
Practice Questions
Q1
Which of the following haloarenes is most reactive in nucleophilic aromatic substitution?
Chlorobenzene
Bromobenzene
Nitrochlorobenzene
Fluorobenzene
Questions & Step-by-Step Solutions
Which of the following haloarenes is most reactive in nucleophilic aromatic substitution?
Correct Answer: Nitrochlorobenzene
Step 1: Understand what haloarenes are. Haloarenes are aromatic compounds that contain a halogen atom (like chlorine, bromine, or iodine) attached to a benzene ring.
Step 2: Learn about nucleophilic aromatic substitution. This is a reaction where a nucleophile (a species that donates an electron pair) replaces a halogen atom in a haloarene.
Step 3: Identify the role of electron-withdrawing groups. Electron-withdrawing groups, like nitro groups (-NO2), pull electron density away from the benzene ring, making it easier for nucleophiles to attack.
Step 4: Compare haloarenes. Among the options, nitrochlorobenzene has a nitro group attached, which makes it more reactive in nucleophilic aromatic substitution compared to other haloarenes without such strong electron-withdrawing groups.
Step 5: Conclude that nitrochlorobenzene is the most reactive haloarene in nucleophilic aromatic substitution due to the stabilizing effect of the nitro group on the negative charge in the reaction intermediate.
