View source for 2,4-Dichlorophenol

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| verifiedrevid = 322372732
|ImageFile=2,4-Dichlorophenol.png
|ImageSize=120px
|IUPACName=2,4-Dichlorophenol
|OtherNames=
|Section1={{Chembox Identifiers
|  InChI = 1/C6H4Cl2O/c7-4-1-2-6(9)5(8)3-4/h1-3,9H
| InChIKey = HFZWRUODUSTPEG-UHFFFAOYAU
| CASNo_Ref = {{cascite}}
| CASNo=120-83-2 
|  PubChem=8449
|  ChemSpiderID = 8140
|  SMILES = Clc1cc(Cl)c(O)cc1
}}
|Section2={{Chembox Properties
|  Formula=C<sub>6</sub>H<sub>4</sub>Cl<sub>2</sub>O
|  MolarMass=163.00 g/mol
|  MolarMass_notes =
|  Appearance=White/Off-white crystalline solid
|  Odour=Phenolic
|  Density=1.38g/cm<sup>3</sup>
|  MeltingPtCL=42
|  MeltingPtCH=43
|  BoilingPtCL=209
|  BoilingPtCH=210
|  Solubility=5 g/100mL
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|Section3={{Chembox Hazards
|  ExternalMSDS= [http://www.sigmaaldrich.com/MSDS/MSDS/DisplayMSDSPage.do External MSDS]
|  EUClass =
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|  EUIndex =
|  NFPA-H = 4
|  NFPA-F = 1
|  NFPA-R = 0
|  NFPA-O = COR
|  RPhrases= {{R22}}, {{R24}}, {{R34}}, {{R51/53}}
|  SPhrases= {{S26}}, {{S36/37/39}}, {{S45}}, {{S61}}
|  RSPhrases=
|  FlashPt=114°C
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|  ExploLimits=
|  LD50=47.0 mg/kg (Oral in rats)<br/>790.0 mg/kg ([[Dermis|Dermal]] exposure in mammals)
|  PEL=
  }}
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'''2,4-Dichlorophenol''' ('''2,4-DCP''') is a [[chlorine|chlorinated]] derivative of [[phenol]] with the molecular formula C<sub>6</sub>H<sub>4</sub>Cl<sub>2</sub>O.  2,4-DCP is used primarily as intermediate in the preparation of the [[herbicide]] [[2,4-dichlorophenoxyacetic acid]] (2,4-D).  Annual worldwide production is estimated at 88 million pounds.<ref>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</ref> It is algo a photo-degradation product of the common [[antibacterial]] and [[antifungal]] agent [[Triclosan]] along with the [[dioxin]] [[2,8-dichlorodibenzo-p-dioxin]].<ref name="pmid12523412">{{cite journal |author=Singer H, Muller S, Tixier C, Pillonel L. |title=Triclosan: occurrence and fate of a widely used biocide in the aquatic environment: field measurements in wastewater treatment plants, surface waters, and lake sediments. |journal=Environ Sci Technol. |volume=36 |issue=23 |pages=4998–5004 |year=2002 |pmid=12523412 |doi=10.1021/es025750i}}</ref><ref name="pmid15779749">{{cite journal |author=Latch DE, Packer JL, Stender BL, VanOverbeke J, Arnold WA, McNeill K |title=Aqueous photochemistry of triclosan: formation of 2,4-dichlorophenol, 2,8-dichlorodibenzo-p-dioxin, and oligomerization products |journal=Environ. Toxicol. Chem. |volume=24 |issue=3 |pages=517–25 |year=2005 |pmid=15779749|doi=10.1897/04-243R.1}}</ref>

Liquid (molten) 2,4-DCP is readily absorbed through the skin and contact with large amounts may be fatal.<ref>{{cite journal |author=Kintz P, Tracqui A, Mangin P |title=Accidental death caused by the absorption of 2,4-dichlorophenol through the skin |journal=Arch. Toxicol. |volume=66 |issue=4 |pages=298–9 |year=1992 |pmid=1514931 |doi= 10.1007/BF02307178|url=}}</ref> 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==
* [[Dichlorophenol]]
* [[2,4-dichlorophenol 6-monooxygenase]]

==References==
{{reflist}}

{{DEFAULTSORT:Dichlorophenol, 2,4-}}
[[Category:Organochlorides]]
[[Category:Phenols]]

[[de:2,4-Dichlorphenol]]
[[es:2,4-diclorofenol]]
[[nl:2,4-dichloorfenol]]
[[ja:2,4-ジクロロフェノール]]
[[sv:2,4-Diklorfenol]]
[[Category:2Fix]]