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Chlorination

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Common Conditions:

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NCS

Sufficiently activated aromatic rings (ex. anilines and phenols) are readily chlorinated with N-chlorosuccinimide (NCS). Chlorination of a less reactive ring system may need to be catalyzed (ex. acid catalyzed chlorination).^[1][2]

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References:

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1) Carey, F. A.; Sundberg, R. J.; Advanced Organic Chemistry, Part B: Reactions and Synthesis, 5th Edition

2) Caron, S.; Practical Synthetic Organic Chemistry