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N4876

Sigma-Aldrich

Ninhydrin

suitable for amino acid detection

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Synonym(s):
1,2,3-Indantrione monohydrate, 2,2-Dihydroxy-1,3-indanedione, Trioxohydrindene monohydrate
Empirical Formula (Hill Notation):
C9H6O4
CAS Number:
Molecular Weight:
178.14
Beilstein:
1910963
EC Number:
MDL number:
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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This Item
1511731.06762NX0403
Ninhydrin suitable for amino acid detection

Sigma-Aldrich

N4876

Ninhydrin

Ninhydrin ACS reagent

Sigma-Aldrich

151173

Ninhydrin

Ninhydrin GR for analysis ACS,Reag. Ph Eur

Supelco

1.06762

Ninhydrin

Ninhydrin

Sigma-Aldrich

NX0403

Ninhydrin

mp

250 °C (dec.) (lit.)

mp

250 °C (dec.) (lit.)

mp

250-258 °C (decomposition)

mp

-

solubility

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

solubility

H2O: passes test

solubility

-

solubility

-

Quality Level

200

Quality Level

200

Quality Level

100

Quality Level

100

suitability

suitable for amino acid detection

suitability

-

suitability

-

suitability

-

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

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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)
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)
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)

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