N4876

Ninhydrin

suitable for amino acid detection

• 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
• UNSPSC Code: 12352100
• PubChem Substance ID: 24897715
• NACRES: NA.21

Properties

• form: powder
• Quality Level: 200
• 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
• 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 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.

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H302,H315,H319
• Precautionary Statements: P264 - P280 - P301 + P312 - P302 + P352 - P305 + P351 + P338 - P332 + P313
• 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