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Merck

N4876

Sigma-Aldrich

Ninhydrin

suitable for amino acid detection

Sinónimos:

1,2,3-Indantrione monohydrate, 2,2-Dihydroxy-1,3-indanedione, Trioxohydrindene monohydrate

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About This Item

Fórmula empírica (notación de Hill):
C9H6O4
Número de CAS:
Peso molecular:
178.14
Beilstein/REAXYS Number:
1910963
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.21

form

powder

Quality Level

mp

250 °C (dec.) (lit.)

solubility

ethanol: 100 mg/mL
H2O: 50 mg/mL (with sonication)

suitability

suitable for amino acid detection

SMILES string

OC1(O)C(=O)c2ccccc2C1=O

InChI

1S/C9H6O4/c10-7-5-3-1-2-4-6(5)8(11)9(7,12)13/h1-4,12-13H

InChI key

FEMOMIGRRWSMCU-UHFFFAOYSA-N

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General description

Ninhydrin is an important building block in organic synthesis and has been employed to prepare a variety of chemicals for complexing and/or sensing metal ions. It is an amino acid-sensitive reagent used for the preparation of Ruhemann′s purple.

Application

Ninhydrin can be used:
  • For the detection of free amino groups in amino acids, peptides, and proteins.
  • As a ligand for the Cu-catalyzed N-arylation of nitrogen-containing heterocycles with aryl and heteroaryl halides to synthesize N-arylheterocycles.
  • As a reactant to synthesize aldols by reacting with active methylene compounds.
Used for the detection of free amino groups in amino acids, peptides and proteins.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Reaction of diaminofurazane with ninhydrin.
Pirogov SV, et al.
Chemistry of Heterocyclic Compounds, 33(12), 1473-1474 (1997)
Vibrational spectroscopy and density functional theory study of ninhydrin.
Li R, et al.
Spectrochimica Acta. Part A, Molecular and Biomolecular Spectroscopy, 136, 1642-1648 (2015)
Quantitative determination of chitosans by ninhydrin.
Prochazkova S, et al.
Carbohydrate Polymers, 38(2), 115-122 (1999)
Wort Free Amino Nitrogen Analysis Adapted to a Microplate Format.
Schmitt MR and Budde AD
Journal of the American Society of Brewing Chemists, 70(2), 95-95 (2012)
Isolation and activation of collagenase from fish processing waste.
Daboor SM, et al.
Advances in Bioscience and Biotechnology, 3(3) (2012)

Protocolos

To standardize a procedure for the determination of the enzymatic assay of choloylglycine hydrolase.

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