2,4-Dichlorophenol

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2,4-Dichlorophenol
Names
IUPAC name
2,4-Dichlorophenol
Identifiers
120-83-2 YesY
ChEBI CHEBI:16738 YesY
ChEMBL ChEMBL1143 YesY
ChemSpider 8140 YesY
Jmol 3D model Interactive image
KEGG C02625 YesY
PubChem 8449
UNII R669TG1950 YesY
  • InChI=1S/C6H4Cl2O/c7-4-1-2-6(9)5(8)3-4/h1-3,9H YesY
    Key: HFZWRUODUSTPEG-UHFFFAOYSA-N YesY
  • InChI=1/C6H4Cl2O/c7-4-1-2-6(9)5(8)3-4/h1-3,9H
    Key: HFZWRUODUSTPEG-UHFFFAOYAU
  • Clc1cc(Cl)c(O)cc1
Properties
C6H4Cl2O
Molar mass 163.00 g/mol
Appearance White/off-white crystalline solid
Odor Phenolic
Density 1.38g/cm3
Melting point 42 to 43 °C (108 to 109 °F; 315 to 316 K)
Boiling point 209 to 210 °C (408 to 410 °F; 482 to 483 K)
5 g/100mL
Vapor pressure {{{value}}}
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
YesY verify (what is YesYN ?)
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). This is primarily caused by instantaneous renal failure, liver damage and various other organ failure.

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
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