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Merck
CN

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:
485-47-2
Molecular Weight:
178.14
EC Number:
207-618-1
UNSPSC Code:
12352100
PubChem Substance ID:
57652420
Beilstein/REAXYS Number:
1910963
MDL number:
MFCD00003791

Key Documents

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InChI key

FEMOMIGRRWSMCU-UHFFFAOYSA-N

InChI

1S/C9H6O4/c10-7-5-3-1-2-4-6(5)8(11)9(7,12)13/h1-4,12-13H

SMILES string

OC1(O)C(=O)c2ccccc2C1=O

assay

≥95.0% (UV)

form

crystals

mp

250 °C (dec.) (lit.)

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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
GHS07

signalword

Warning

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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Certificates of Analysis (COA)

Lot/Batch Number
BCBQ6520V
BCBQ3034V
BCBN5715V
BCBN3972V
BCBM2513V

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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)
Yu-Feng Xie et al.
Journal of neurochemistry, 122(3), 605-618 (2012-05-23)
Neurons located in the trigeminal subnucleus caudalis (Vc) play crucial roles in pain and sensorimotor functions in the orofacial region. Because of many anatomical and functional similarities with the spinal dorsal horn (SDH), Vc has been termed the medullary dorsal
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