3,5-Dinitrosalicylic acid

3,5-Dinitrosalicylic acid[1]
Names
IUPAC name
2-Hydroxy-3,5-dinitrobenzoic acid
Other names
3,5-Dinitrosalicylic acid
Identifiers
609-99-4 N
ChEBI CHEBI:53648 YesY
ChemSpider 11380 YesY
Jmol interactive 3D Image
KEGG C11319 YesY
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

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

References

  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.


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