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151173

Sigma-Aldrich

Ninhydrin

ACS reagent

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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:
485-47-2
Molecular Weight:
178.14
Beilstein:
1910963
EC Number:
207-618-1
MDL number:
MFCD00003791
PubChem Substance ID:
24849098
NACRES:
NA.21

grade

ACS reagent

Quality Level

200

description

identification and melting point passes test

form

solid

color

white to brownish white, crystals

mp

250 °C (dec.) (lit.)

solubility

H2O: passes test

suitability

passes test for sensitivity to amino acids

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, a tricyclic 1,2,3-trione, is a useful organic building block. It is an amino acid reagent, which reveals latent fingerprints on porous surfaces like paper, cardboard and raw wood.

Application

Ninhydrin (Triketohydrindene hydrate) may be used as a reagent for the quantification of amino acids and peptides by photometric method and colorimetric method. It may be used to prepare the ninhydrin reagent, by mixing ninhydrin and hydrindantin (reduced form of ninhydrin) in dimethyl sulfoxide. This reagent is used in manual ninhydrin method for the quantitative determination of amino acids.
Used in the detection and assay of peptides, amino acids, amines, and amino sugars yielding highly fluorescent ternary compounds with aldehydes and primary amines. Reaction with sarcosine or proline gives azomethine ylides.
Used for the detection of free amino groups in amino acids, peptides and proteins.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302 - H315 - H319

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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