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2,4-Dichlorophenol

−156.3 kJ·mol−1 (gas) | NFPA-H = 3 | NFPA-F = 1 | NFPA-R = 0 | NFPA-S = COR 790.0 mg/kg (Dermal exposure in mammals)

2,4-Dichlorophenol (2,4-DCP) is a chlorinated derivative of phenol with the molecular formula Cl2C6H3OH. It is a white solid that is mildly acidic (pKa = 7.9). It is produced on a large scale as a precursor to the herbicide 2,4-dichlorophenoxyacetic acid (2,4-D).

Production and use

2,4-DCP is produced by chlorination of phenol.

Annual worldwide production is estimated at 88 million pounds. It is also a photo-degradation product of the common antibacterial and antifungal agent triclosan along with the dioxin 2,8-dichlorodibenzo-p-dioxin.

Safety

The is 580 mg/kg (rats, oral). Liquid (molten) 2,4-DCP is readily absorbed through the skin. Solid 2,4-DCP does not readily absorb through skin and has a lower NFPA H=3 rating (versus H=4 for molten 2,4-DCP). This is primarily caused by instantaneous kidney failure, liver failure, and failure of various other organs.

References

References

  1. Haynes, p. 3.166
  2. Haynes, p. 5.12
  3. (September 27, 2025). "2,4-Dichlorophenol - Safety Data Sheet". ChemicalBook.
  4. (September 21, 2023). "SAFETY DATA SHEET".
  5. Haynes, p. 16.20
  6. (2011). "Chlorophenols".
  7. Desmurs J, Ratton S. Chlorophenols. In: ''Kirk-Othmer Encyclopedia of Chemical Technology'', 4th Edition. Kroschwitz JI, Howe-Grant M, eds. New York: John Wiley and Sons, 1993;6:156–168
  8. (2002). "Triclosan: occurrence and fate of a widely used biocide in the aquatic environment: field measurements in wastewater treatment plants, surface waters, and lake sediments.". Environ Sci Technol.
  9. (2005). "Aqueous photochemistry of triclosan: formation of 2,4-dichlorophenol, 2,8-dichlorodibenzo-p-dioxin, and oligomerization products". Environ. Toxicol. Chem..
  10. (1992). "Accidental death caused by the absorption of 2,4-dichlorophenol through the skin". Arch. Toxicol..
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