Ninhydrin

Ninhydrin
Names
	Preferred IUPAC name 2,2-Dihydroxy-1H-indene-1,3(2H)-dione
	Other names 2,2-Dihydroxyindane-1,3-dione; 1,2,3-Indantrione hydrate
Identifiers
CAS Number	485-47-2 ;
3D model (JSmol)	Interactive image;
ChEMBL	ChEMBL1221925 ;
ChemSpider	9819 ;
ECHA InfoCard	100.006.926
EC Number	213-340-1;
PubChem CID	10236;
UNII	HCL6S9K23A ;
CompTox Dashboard (EPA)	DTXSID7025716 ;
	InChI InChI=1S/C9H6O4/c10-7-5-3-1-2-4-6(5)8(11)9(7,12)13/h1-4,12-13H Key: FEMOMIGRRWSMCU-UHFFFAOYSA-N ; InChI=1/C9H6O4/c10-7-5-3-1-2-4-6(5)8(11)9(7,12)13/h1-4,12-13H Key: FEMOMIGRRWSMCU-UHFFFAOYAM;
	SMILES O=C2c1ccccc1C(=O)C2(O)O;
Properties
Chemical formula	C9H6O4
Molar mass	178.143 g·mol−1
Appearance	White solid
Density	0.862 g/cm3
Melting point	250 °C (482 °F; 523 K) (decomposes)
Solubility in water	20 g L−1
Hazards
	GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H302, H315, H319, H335
Precautionary statements	P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, P501
Safety data sheet (SDS)	External MSDS
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Ninhydrin (2,2-dihydroxyindane-1,3-dione) is an organic compound with the formula C₆H₄(CO)₂C(OH)₂. It is used to detect ammonia and amines. Upon reaction with these amines, ninhydrin gets converted into deep blue or purple derivatives, which are called Ruhemann's purple. Ninhydrin is most commonly used to detect fingerprints in forensic cases, as the terminal amines of lysine residues in peptides and proteins sloughed off in fingerprints react with ninhydrin.^[2]^[3]

Ninhydrin is a white solid that is soluble in ethanol and acetone.^[1] Ninhydrin can be considered as the hydrate of indane-1,2,3-trione.

^ ^a ^b Chemicals and reagents, 2008–2010, Merck
^ "Fingerprinting Analysis". Bergen County Technical Schools. June 2003. Archived from the original on 13 June 2007.
^ Rowe, Walter F. (2015). "Forensic Chemistry". Kirk-Othmer Encyclopedia of Chemical Technology. pp. 1–19. doi:10.1002/0471238961.0615180506091908.a01.pub3. ISBN 9780471238966.

[merck-1] Chemicals and reagents, 2008–2010, Merck

[2] "Fingerprinting Analysis". Bergen County Technical Schools. June 2003. Archived from the original on 13 June 2007.

[3] Rowe, Walter F. (2015). "Forensic Chemistry". Kirk-Othmer Encyclopedia of Chemical Technology. pp. 1–19. doi:10.1002/0471238961.0615180506091908.a01.pub3. ISBN 9780471238966.

[1]

[2]

[3]