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Ninhydrin information


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 checkY
3D model (JSmol)
  • Interactive image
ChEMBL
  • ChEMBL1221925 checkY
ChemSpider
  • 9819 checkY
ECHA InfoCard 100.006.926 Edit this at Wikidata
EC Number
  • 213-340-1
PubChem CID
  • 10236
UNII
  • HCL6S9K23A checkY
CompTox Dashboard (EPA)
  • DTXSID7025716 Edit this at Wikidata
InChI
  • InChI=1S/C9H6O4/c10-7-5-3-1-2-4-6(5)8(11)9(7,12)13/h1-4,12-13H checkY
    Key: FEMOMIGRRWSMCU-UHFFFAOYSA-N checkY
  • 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[1]
Hazards
GHS labelling:
Pictograms
GHS07: Exclamation mark
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).
checkY verify (what is checkY☒N ?)
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.

  1. ^ a b 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.

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Ninhydrin

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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...

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Inborn errors of metabolism

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by enzyme assays, IEX-Ninhydrin, GC/MS or DNA Testing. Quantitative measurement of amino acids in plasma and urine IEX-Ninhydrin post-column derivitization...

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Murder of Vivianne Ruiz

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identified. The fingerprints were photographed, and then enhanced with ninhydrin, an organic compound that can detect fingerprints. The practice is commonly...

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Lawsone

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the forensic science field. Since lawsone shows many similarities with ninhydrin, the current reagent for latent fingerprint development, studies have...

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Hydrindantin

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Hydrindantin is an organic chemical thought to be involved with the ninhydrin test for amines. Lide, David R. (1998), Handbook of Chemistry and Physics...

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Proline

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that does not form a red-purple colour when developed by spraying with ninhydrin for uses in chromatography. Proline, instead, produces an orange-yellow...

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Transaminase

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has been taken out of the solvent the chromatogram is then treated with ninhydrin to locate the spots.. Animals must metabolize proteins to amino acids...

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Mannich reaction

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polyetheramines as the active components of detergent additives in gasoline by the ninhydrin reaction". Fuel. 338: 127275. doi:10.1016/j.fuel.2022.127275. ISSN 0016-2361...

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Fingerprint

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that fingerprints from different fingers of the same person as raying of ninhydrin, iodine fuming, or soaking in silver nitrate. Depending on the surface...

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Zinc chloride

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chloride, carbon and aluminium oxide smoke, an effective smoke screen. Ninhydrin reacts with amino acids and amines to form a colored compound "Ruhemann's...

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Coomassie brilliant blue

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to 6 and requires little to no assay preparation, in contrast to the ninhydrin chemical assay, which requires assay preparation such as heating and enzyme...

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Fluorescence

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margins. Fingerprints can be visualized with fluorescent compounds such as ninhydrin or DFO (1,8-Diazafluoren-9-one). Blood and other substances are sometimes...

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Colorogenic

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colorogenic reagents to be less frequently used in quantitative applications. Ninhydrin Ellman's reagent PNPP Fluorogenic Fanali, Salvatore; Haddad, Paul R.;...

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Glove prints

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Vinyl, and Nitrile gloves, via several methods, such as cyanoacrylate, Ninhydrin, Gentian Violet, and Magnetic Powder processing. Leather gloves: These...

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Chemical test

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presence of nitrogen Nessler's reagent tests for the presence of ammonia Ninhydrin tests for ammonia or primary amines Phosphate tests test for phosphate...

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Hawkinsin

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reactive tyrosine metabolite (quinol acetate) by glutathione. Hawkinsin is ninhydrin positive (a common test to detect amino acids and proteins with a free...

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Protein sequencing

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coloured derivative. If the amounts of amino acids are in excess of 10 nmol, ninhydrin can be used for this; it gives a yellow colour when reacted with proline...

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Donald Woods

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His six-year-old daughter was severely burned by a T-shirt laced with ninhydrin. Convinced that the government was trying to have him killed, Woods decided...

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C9H6O4

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g/mol, exact mass 178.026609 u) may refer to: Aesculetin, a coumarin Ninhydrin (2,2-dihydroxyindane-1,3-dione) This set index page lists chemical structure...

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Medical genetics

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tests: Quantitative amino acid analysis is typically performed using the ninhydrin reaction, followed by liquid chromatography to measure the amount of amino...

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Polyetheramines

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polyetheramines as the active components of detergent additives in gasoline by the ninhydrin reaction". Fuel. 338: 127275. doi:10.1016/j.fuel.2022.127275. ISSN 0016-2361...

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David Allen Lucas

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Stewart took several photographs of the torn piece of paper and applied ninhydrin, a chemical used to detect partial fingerprints. Three days later, the...

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Frederick Sanger

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the other. The different peptide fragments of insulin, detected with ninhydrin, moved to different positions on the paper, creating a distinct pattern...

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List of organic reactions

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synthesis Niementowski quinoline synthesis Nierenstein reaction NIH shift Ninhydrin test Nitroaldol reaction Nitrone-olefin 3+2 cycloaddition Normant reagents...

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