Which is the best prediction of the site(s) of substitution when 3-methylphenol is nitrated?
Understand the Problem
The question is asking to identify the positions on the benzene ring of 3-methylphenol that are most likely to undergo nitration. This involves understanding the effects of substituents on the reactivity of aromatic compounds and predicting the site(s) of substitution.
Answer
C-4 and C-6
The best site(s) of substitution when 3-methylphenol is nitrated are C-4 and C-6.
Answer for screen readers
The best site(s) of substitution when 3-methylphenol is nitrated are C-4 and C-6.
More Information
3-methylphenol, also known as m-cresol, has both an activating group (hydroxyl group) and a deactivating group (methyl group). The hydroxyl group directs nitration to the ortho and para positions, which correspond to C-4 and C-6, respectively.
Tips
A common mistake is not considering the effects of both substituents on the aromatic ring.
Sources
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