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Merck
CN

72491

Sigma-Aldrich

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
Beilstein:
1910963
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
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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

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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.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

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

Regulatory Information

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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)
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)
Ninhydrin as a building block in scaffold-linked chromophoric dyad construction.
Margetic D, et al.
ARKIVOC (Gainesville, FL, United States), 210, 224-224 (2014)
The determination of amino-acids with ninhydrin.
Yemm EW, et al.
Analyst, 80(948), 209-214 (1955)
Jianhui Gu et al.
Journal of tissue engineering and regenerative medicine, 6(2), 163-168 (2011-03-04)
This paper describes a clinical case study in which a chitosan/polyglycolic acid nerve guidance conduit (chitosan-PGA NGC) was utilized to repair a 30 mm long median nerve defect in the right distal forearm of a 55 year-old male patient. Thirty-six

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