Paper
Biological activities of 2,4-dinitrophenol in plant-soil systems
Published 1983 · P. Shea, J. Weber, M. Overcash
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Abstract
2,4-Dinitrophenol (DNP)is a phenol prepared by alkaline hydrolysis of 2,4-dinitro-1-chlorobenzene which in turn is prepared from the nitration of monochlorobenzene (Hartford 1973). Alternative routes of preparation are by nitration of monochlorobenzene (Hartford 1973). Alternative routes of preparation are by nitration of benzene with NO2 and mercurous nitrate or by the oxidation of m-dinitrobenzene. Pure DNP is a solid of yellowish to yellow orthorhombic crystals, with molecular weight 184.11, density 1.683 g/ml, and melting point of 115° to 116°C (Windholz 1976). It has a water solubility of 6.0 g/L at 25°C (Morrison and Boyd 1973). DNP is soluble in most organic solvents and essentially nonvolatile, but does sublime at temperatures above its melting point (Windholz 1976). The compound is moderately acidic, with a pKA of 4.09 and ionizes as shown in Figure 1 (Pearce and Simpkins 1968). At pH 2.6, DNP is colorless but becomes yellow in solution at pH 4.4 and hence has been used as an indicator (Windholz 1976). DNP can also be used as a reagent to detect potassium and ammonium ions.
2,4-dinitrophenol (DNP) has been used as an indicator for plant-soil systems, indicating the presence of fungi, bacteria, and other microorganisms in soil.
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