2,4-Dichlorophenol

vanc changed 477211152 correct ?? 2,4-Dichlorophenol.svg Skeletal formula 2,4-Dichlorophenol-3D-balls-B.png Ball-and-stick model 2,4-Dichlorophenol correct kegg C02625 1/C6H4Cl2O/c7-4-1-2-6(9)5(8)3-4/h1-3,9H HFZWRUODUSTPEG-UHFFFAOYAU correct EBI 1143 204-429-6 261170 742467 SK8575000 2020 correct chemspider 1S/C6H4Cl2O/c7-4-1-2-6(9)5(8)3-4/h1-3,9H correct chemspider HFZWRUODUSTPEG-UHFFFAOYSA-N correct CAS 120-83-2 8449 correct chemspider 8140 correct EBI 16738 correct FDA R669TG1950 Clc1cc(Cl)c(O)cc1 6 4 1 2 White solid Phenolic 1.38 g/cm3 43.2 Haynes, p. 3.166 210 Haynes, p. 3.166 50 g/L Haynes, p. 5.12 −226.4 kJ·mol−1 (s) −156.3 kJ·mol−1 (gas) External MSDS 3 1 0 COR September 27, 2025 2,4-Dichlorophenol - Safety Data Sheet ChemicalBook https://www.chemicalbook.com/msds/2-4-dichlorophenol.pdf November 27, 2025SAFETY DATA SHEET https://www.fishersci.pt/chemicalProductData_uk/wercs?itemCode=10427540&lang=EN November 27, 2025 September 21, 2023 Fisher Scientific 05 06 07 09 Danger 302 311 314 411 260 264 270 273 280 301+312 301+330+331 302+352 303+361+353 304+340 305+351+338 310 312 321 322 330 361 363 391 405 501 114 Haynes, p. 16.20 47.0 mg/kg (oral in rats)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.François Muller Liliane Caillard Chlorophenols 2011 10.1002/14356007.a07_001.pub2 Annual worldwide production is estimated at 88 million pounds.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 It is also a photo-degradation product of the common antibacterial and antifungal agent triclosan along with the dioxin 2,8-dichlorodibenzo-p-dioxin.Singer H, Muller S, Tixier C, Pillonel L 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 36 23 4998–5004 2002 12523412 10.1021/es025750i 2002EnST...36.4998S Latch DE, Packer JL, Stender BL, VanOverbeke J, Arnold WA, McNeill K Aqueous photochemistry of triclosan: formation of 2,4-dichlorophenol, 2,8-dichlorodibenzo-p-dioxin, and oligomerization products Environ. Toxicol. Chem. 24 3 517–25 2005 15779749 10.1897/04-243R.1 19322739 Other notable uses include in the synthesis of chlomethoxyfen, oxyclozanide, nitrofen, dichlorprop & 2,4-DB & Fenclofenac.((Atkinson, D. C.)), ((Godfrey, K. E.)), ((Meek, B.)), ((Saville, J. F.)), ((Stillings, M. R.)) Journal of Medicinal Chemistry Substituted (2-phenoxyphenyl)acetic acids with antiinflammatory activity. 1 26 10 1353–1360 October 1983 https://pubs.acs.org/doi/abs/10.1021/jm00364a004 10.1021/jm00364a004 28 August 2026 subscription Safety The is 580 mg/kg (rats, oral). Liquid (molten) 2,4-DCP is readily absorbed through the skin.Kintz P, Tracqui A, Mangin P Accidental death caused by the absorption of 2,4-dichlorophenol through the skin Arch. Toxicol. 66 4 298–9 1992 1514931 10.1007/BF02307178 1992ArTox..66..298K 23764834 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.July 2020 See also Dichlorophenol 2,4-dichlorophenol 6-monooxygenase References Category:Dichlorophenyl compounds Category:Phenols