Which of the following haloarenes is most reactive in nucleophilic aromatic substitution?
Practice Questions
1 question
Q1
Which of the following haloarenes is most reactive in nucleophilic aromatic substitution?
Chlorobenzene
Bromobenzene
Nitrochlorobenzene
Fluorobenzene
Nitrochlorobenzene is most reactive due to the electron-withdrawing nitro group, which stabilizes the negative charge in the intermediate.
Questions & Step-by-step Solutions
1 item
Q
Q: Which of the following haloarenes is most reactive in nucleophilic aromatic substitution?
Solution: Nitrochlorobenzene is most reactive due to the electron-withdrawing nitro group, which stabilizes the negative charge in the intermediate.
Steps: 5
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.
