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About This Item
Empirical Formula (Hill Notation):
C9H6O4
CAS Number:
Molecular Weight:
178.14
NACRES:
NA.21
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
207-618-1
MDL number:
Beilstein/REAXYS Number:
1910963
Form:
powder
Product Name
Ninhydrin, suitable for amino acid detection
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
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
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.
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signalword
Warning
hcodes
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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Reaction of diaminofurazane with ninhydrin.
Pirogov SV, et al.
Chemistry of Heterocyclic Compounds, 33(12), 1473-1474 (1997)
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)
Quantitative determination of chitosans by ninhydrin.
Prochazkova S, et al.
Carbohydrate Polymers, 38(2), 115-122 (1999)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| N4876-100G | 04061834116783 |
| N4876-10G | 04061833000502 |
| N4876-25G | 04061833000519 |
| N4876-500G | 04061834116790 |
