Chemistry:Chromotropic acid

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Chromotropic acid
Skeletal formula
Ball-and-stick model
Names
Preferred IUPAC name
4,5-Dihydroxynaphthalene-2,7-disulfonic acid[1]
Identifiers
3D model (JSmol)
1827764
ChEBI
ChEMBL
ChemSpider
KEGG
UNII
Properties
C10H8O8S2
Molar mass 320.29 g·mol−1
Acidity (pKa) 5.36, 15.6[2]
Hazards
GHS pictograms GHS07: Harmful
GHS Signal word Warning
H315, H319, H335
P261, P264, P271, P280, P302+352, P304+340, P305+351+338, P312, P321, P332+313, P337+313, P362, P403+233, P405, P501
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
Tracking categories (test):

Chromotropic acid is a chemical compound with the formula (HO)2C10H4(SO3H)2.

It can be used for as a reagent in the quantitative determination of the herbicide 2,4-dichlorophenoxyacetic acid (2,4-D).[3]

Chromotropic acid is also used for testing for the presence of formaldehyde.[4][5] The usefulness of this reagent in quantitative determination is the formation of a red coloration (peaking at 580 nm wavelength) when chromotropic acid in 50% sulfuric acid reacts with formaldehyde. The coloration is specific to this aldehyde and is not produced from other organic species such as other aldehydes, ketones and carboxylic acids. The NIOSH Formaldehyde method #3500 is the reference analytical standard that uses chromotropic acid.

References

  1. "Safety (MSDS) data". http://physchem.ox.ac.uk/MSDS/CH/chromotropic_acid.html. 
  2. Dawson, R.M.C. (1959). Data for Biochemical Research. Oxford: Clarendon Press. 
  3. Duane Letourneau and Norman Krog (1952). "The Use of Chromotropic Acid for the Quantitative Determination of 2,4-Dichlorophenoxy-acetic Acid". Plant Physiology 27 (4): 822–7. doi:10.1104/pp.27.4.822. PMID 16654508. PMC 547994. http://www.plantphysiol.org/cgi/reprint/27/4/822. 
  4. Jingping Zhang, David Thickett, and Lorna Green (1994). "Two Tests for the Detection of Volatile Organic Acids and Formaldehyde". Journal of the American Institute for Conservation 33 (1): 47–53. doi:10.2307/3179669. http://cool.conservation-us.org/jaic/articles/jaic33-01-004_3.html. 
  5. Sanath Rao, Shruthakirthi D Shenoy, Suraj Davis, Sudharkar Nayak (2004). "Detection of Formaldehyde in Textiles by Chromotropic Acid Method". Indian Journal of Dermatology, Venereology and Leprology 70 (6): 342–344. PMID 17642659. http://www.ijdvl.com/article.asp?issn=0378-6323;year=2004;volume=70;issue=6;spage=342;epage=344;aulast=Rao.