2,4-Dichlorophenol
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| Template:Longitem | 742467 |
| ChEBI | Template:Unbulleted list |
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| EC Number | Template:Unbulleted list |
| Template:Longitem | 261170 |
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| UN number | 2020 |
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| Template:Longitem | Template:Chembox Elements/molecular formula |
| Molar mass | Template:Chem molar mass |
| Appearance | White solid |
| Odor | Phenolic |
| Density | 1.38 g/cm3 |
| Melting point | Template:Chembox CalcTemperatures |
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| Template:Longitem | −226.4 kJ·mol−1 (s) −156.3 kJ·mol−1 (gas) |
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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).[1]
Production and use
2,4-DCP is produced by chlorination of phenol.[1]
Annual worldwide production is estimated at 88 million pounds.[2] It is also a photo-degradation product of the common antibacterial and antifungal agent triclosan along with the dioxin 2,8-dichlorodibenzo-p-dioxin.[3][4]
Safety
The LD50 is 580 mg/kg (rats, oral). Liquid (molten) 2,4-DCP is readily absorbed through the skin.[5] 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.Script error: No such module "Unsubst".
See also
References
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- ↑ a b Script error: No such module "Template wrapper".
- ↑ 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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