151173

Ninhydrin

ACS reagent

• 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

Properties

• 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

Description

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.

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H302 - H315 - H319
• Precautionary Statements: P264 - P270 - P280 - P301 + P312 - P302 + P352 - P305 + P351 + P338
• 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