2,4-Dichlorophenol

2,4-Dichlorophenol
IUPAC name

2,4-Dichlorophenol
Identifiers
CAS number 120-83-2 Y
PubChem 8449
ChemSpider 8140 Y
UNII R669TG1950 Y
KEGG C02625 Y
ChEBI CHEBI:16738 Y
ChEMBL CHEMBL1143 Y
Jmol-3D images Image 1
Properties
Molecular formula C6H4Cl2O
Molar mass 163.00 g/mol
Appearance White/off-white crystalline solid
Odor Phenolic
Density 1.38g/cm3
Melting point

42-43 °C, 315-316 K, 108-109 °F
Boiling point

209-210 °C, 482-483 K, 408-410 °F
Hazards
MSDS External MSDS
R-phrases R22 R24 R34 R51/53
S-phrases S26 S36/37/39 S45 S61
NFPA 704
1
4
0
COR
Flash point 114 °C
LD50 47.0 mg/kg (Oral in rats)
790.0 mg/kg (Dermal exposure in mammals)
 Y (verify) (what is: Y/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

2,4-Dichlorophenol (2,4-DCP) is a chlorinated derivative of phenol with the molecular formula C6H4Cl2O. 2,4-DCP is used primarily as an intermediate in the preparation of the herbicide 2,4-dichlorophenoxyacetic acid (2,4-D). Annual worldwide production is estimated at 88 million pounds.[1] It is also a photo-degradation product of the common antibacterial and antifungal agent triclosan along with the dioxin 2,8-dichlorodibenzo-p-dioxin.[2][3]

Liquid (molten) 2,4-DCP is readily absorbed through the skin and contact with large amounts may be fatal.[4] 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).

See also

References

  1. ^ 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
  2. ^ Singer H, Muller S, Tixier C, Pillonel L. (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. 36 (23): 4998–5004. doi:10.1021/es025750i. PMID 12523412. 
  3. ^ Latch DE, Packer JL, Stender BL, VanOverbeke J, Arnold WA, McNeill K (2005). "Aqueous photochemistry of triclosan: formation of 2,4-dichlorophenol, 2,8-dichlorodibenzo-p-dioxin, and oligomerization products". Environ. Toxicol. Chem. 24 (3): 517–25. doi:10.1897/04-243R.1. PMID 15779749. 
  4. ^ Kintz P, Tracqui A, Mangin P (1992). "Accidental death caused by the absorption of 2,4-dichlorophenol through the skin". Arch. Toxicol. 66 (4): 298–9. doi:10.1007/BF02307178. PMID 1514931.