| Names | |
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IUPAC name
2-Methyl-3,5-dinitrophenol
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| Other names
3,5-Dinitro-ortho-cresol; 3,5-Dinitro-o-cresol; 4,6-Dinitro-2-hydroxytoluene; DNOC, 2-methyl-3,5-dinitrophenol, 4,6-Dinitro-o-cresol, 3,5-Dinitro-2-hydroxytoluene, 4,6-Dinitro-2-methyl phenol, DNC
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| Identifiers | |
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497-56-3 |
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| 3D model (Jmol) | Interactive image |
| ChemSpider | 61439 |
| ECHA InfoCard | 100.007.821 |
| PubChem | 68131 |
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| Properties | |
| C7H6N2O5 | |
| Molar mass | 198.13 g·mol−1 |
| Appearance | yellow solid |
| Odor | odorless |
| Density | 1.58 g/cm3 |
| Melting point | 86.5 °C (187.7 °F; 359.6 K) |
| Boiling point | 312 °C (594 °F; 585 K) |
| 0.01% (20°C) | |
| Vapor pressure | 0.00005 mmHg (20°C) |
| Hazards | |
| Flash point | noncombustible |
| Lethal dose or concentration (LD, LC): | |
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LD50 (median dose)
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7 mg/kg (oral, rat) 50 mg/kg (oral, cat) 21 mg/kg (oral, mouse) 24.6 mg/kg (oral, rabbit) 24.6 mg/kg (oral, guinea pig) 31 mg/kg (oral, rat) |
| US health exposure limits (NIOSH): | |
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PEL (Permissible)
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TWA 0.2 mg/m3 [skin] |
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REL (Recommended)
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TWA 0.2 mg/m3 [skin] |
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IDLH (Immediate danger)
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5 mg/m3 |
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Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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| Infobox references | |
Dinitro-ortho-cresol (DNOC) is an organic compound with the structural formula CH3C6H2(NO2)2OH. It is a yellow solid that is only slightly soluble in water. DNOC and some related derivatives have been used as herbicides.
This compound is prepared by dinitration of o-cresol. The resulting disulfonate is then treated with nitric acid to give DNOC. A variety of related derivatives are known including those where the methyl group is replaced by sec-butyl ("dinoseb"), tert-butyl ("dinoterb"), and 1-methylheptyl ("dinocap"). These are prepared by the direct nitration of the alkyphenols.
This toxicant interferes with adenosine triphosphate (ATP) production.
Symptoms of dinitro-ortho-cresol poisoning, due to ingestion or other forms of exposure, include confusion, headache, shortness of breath, and sweating.