2,4-D: spot the regiochemistry flaw

Single question

Two-step route to the 2,4-D herbicide: dichlorinate phenol, then alkylate with chloroacetic acid. The reaction classes and reagents look right. Check where the chlorines land.

Ortho/para directing effects of phenol OH

Electrophilic aromatic chlorination regiochemistry

2,4-D vs 3,5-D structural distinction

Find the flaw

Click the step that contains the flaw, or pick “No flaw” if you think every step is correct.

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