3,5-Dinitrosalicylic acid

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3,5-Dinitrosalicylic acid[1]
3,5-Dinitrosalicylic Acid Structural Formulae V.1.svg
3,5-dinitrosalicylic-acid-3D-balls.png
Names
Preferred IUPAC name
2-Hydroxy-3,5-dinitrobenzoic acid
Other names
3,5-Dinitrosalicylic acid
Identifiers
3D model (Jmol)
ChEBI
ChemSpider
ECHA InfoCard 100.009.278
KEGG
Properties
C7H4N2O7
Molar mass 228.12 g·mol−1
Appearance Yellow needles or plates
Melting point 182 °C (360 °F; 455 K)
Soluble
Solubility in organic solvents Soluble in ethanol, diethyl ether, benzene
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

3,5-Dinitrosalicylic acid (DNS or DNSA, IUPAC name 2-hydroxy-3,5-dinitrobenzoic acid) is an aromatic compound that reacts with reducing sugars and other reducing molecules to form 3-amino-5-nitrosalicylic acid, which strongly absorbs light at 540 nm. It was first introduced as a method to detect reducing substances in urine and has since been widely used, for example, for quantifying carbohydrate levels in blood.[2] It is mainly used in assay of alpha-amylase. However, enzymatic methods are usually preferred due to DNS lack of specificity.[3]

Synthesis[edit]

3,5-Dinitrosalicylic acid can be prepared by the nitration of salicylic acid.

References[edit]

  1. ^ Lide, David R. (1998). Handbook of Chemistry and Physics (87 ed.). Boca Raton, FL: CRC Press. pp. 3–318. ISBN 0-8493-0594-2. 
  2. ^ Description of lab use from the Department of Chemical Engineering, University of Maryland
  3. ^ Miller, Gail Lorenz (1959). "Use of dinitrosalicylic acid reagent for determination of reducing sugar". Anal. Chem. 31 (3): 426–428. doi:10.1021/ac60147a030.