72491
Ninhydrin
≥95.0% (UV)
Synonym(s):
1,2,3-Indantrione monohydrate, 2,2-Dihydroxy-1,3-indanedione, Trioxohydrindene monohydrate
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About This Item
Empirical Formula (Hill Notation):
C9H6O4
CAS Number:
Molecular Weight:
178.14
EC Number:
207-618-1
UNSPSC Code:
12352100
PubChem Substance ID:
Beilstein/REAXYS Number:
1910963
MDL number:
assay
≥95.0% (UV)
form
crystals
mp
250 °C (dec.) (lit.)
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, a tricyclic 1,2,3-trione, is a useful organic building block.
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 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
Regulatory Information
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Photometric ninhydrin method for use in the chromatography of amino acids.
S MOORE et al.
The Journal of biological chemistry, 176(1), 367-388 (1948-10-01)
Isomerization of Ninhydrin-Heterocyclic Ketene Aminal Adducts: Kinetic versus Thermodynamic Control, Solvent Dependency and Mechanism.
Chen N, et al.
European Journal of Organic Chemistry, 28, 6210-6218 (2014)
Ninhydrin as a building block in scaffold-linked chromophoric dyad construction.
Margetic D, et al.
ARKIVOC (Gainesville, FL, United States), 210, 224-224 (2014)