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Merck

N4876

Ninhydrin

powder, suitable for amino acid detection

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C9H6O4
CAS Number:
485-47-2
Molecular Weight:
178.14
NACRES:
NA.21
PubChem Substance ID:
24897715
UNSPSC Code:
12352100
EC Number:
207-618-1
MDL number:
MFCD00003791
Beilstein/REAXYS Number:
1910963

Product Name

Ninhydrin, suitable for amino acid detection

InChI key

FEMOMIGRRWSMCU-UHFFFAOYSA-N

InChI

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

SMILES string

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

form

powder

mp

250 °C (dec.) (lit.)

solubility

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

suitability

suitable for amino acid detection

functional group

hydroxyl
ketone

Quality Level

200

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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.

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.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000485019
0000485019
0000428374
0000428374
BCCN6105

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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)
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)
Substituted naphthoquinones as novel amino acid sensitive reagents for the detection of latent fingermarks on paper surfaces
Jelly R, et al.
Talanta, 82, 1717-1724 (2010)
Reaction of diaminofurazane with ninhydrin.
Pirogov SV, et al.
Chemistry of Heterocyclic Compounds, 33(12), 1473-1474 (1997)
Quantitative determination of chitosans by ninhydrin.
Prochazkova S, et al.
Carbohydrate Polymers, 38(2), 115-122 (1999)
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