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D9132

Sigma-Aldrich

2,2-Diphenyl-1-picrylhydrazyl

Synonym(s):

1,1-Diphenyl-2-picrylhydrazyl radical, 2,2-Diphenyl-1-(2,4,6-trinitrophenyl)hydrazyl, DPPH

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About This Item

Empirical Formula (Hill Notation):
C18H12N5O6
CAS Number:
1898-66-4
Molecular Weight:
394.32
Beilstein:
1846081
EC Number:
217-591-8
MDL number:
MFCD00007231
UNSPSC Code:
12352127
PubChem Substance ID:
57654141
NACRES:
NA.22

form

powder

Quality Level

100

color

green

mp

~135 °C (dec.) (lit.)

storage temp.

2-8°C

SMILES string

[O-][N+](=O)c1cc(c([N]N(c2ccccc2)c3ccccc3)c(c1)[N+]([O-])=O)[N+]([O-])=O

InChI

1S/C18H12N5O6/c24-21(25)15-11-16(22(26)27)18(17(12-15)23(28)29)19-20(13-7-3-1-4-8-13)14-9-5-2-6-10-14/h1-12H

InChI key

HHEAADYXPMHMCT-UHFFFAOYSA-N

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General description

2,2-diphenyl-1-picrylhydrazyl is a free radical, which shows hydrogen acceptor ability towards antioxidants. Hence, it is commonly used in DPPH assay for measuring the antioxidant activity of different natural samples such as wine, fruits, herbal tea etc.

Application

  • Stable p-radical 2,2-diphenyl-1-picrylhydrazyl (DPPH) adsorbed at the elbows of 22×3 reconstructed Au (111): This study focuses on the single-molecule level investigation of the stable organic radical DPPH, exploring its adsorption and interaction characteristics on a gold surface, which is crucial for understanding metal-free magnetic phenomena at subnanometer scales (R Vranik et al., 2020).

Other Notes

Free radical

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Signal Word

Danger

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Resp. Sens. 1 - Self-react. C - Skin Irrit. 2 - Skin Sens. 1

Storage Class Code

4.1A - Other explosive hazardous materials

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
STBJ3113
STBH5699
STBH7297
STBH7296
STBH7099

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Ling Xu et al.
Foods (Basel, Switzerland), 8(11) (2019-11-23)
Polysaccharides are an important class of bioactive components of medical mushroom and herbs and are now used as natural drugs or dietary supplements on a global scale. In this paper, we aimed to increase the polysaccharide production of Cordyceps militaris
Influence of solvent composition on antioxidant potential of model polyphenols and red wines determined with 2, 2-diphenyl-1-picrylhydrazyl.
Bertalanic L, et al.
Journal of Agricultural and Food Chemistry, 60(50), 12282-12288 (2012)
Determination of in vitro antidiabetic effects, antioxidant activities and phenol contents of some herbal teas.
Buyukbalci A and Sedef Nehir El.
Plant Foods For Human Nutrition, 63(1), 27-33 (2008)
Studies on the antioxidants. XIII. Hydrogen donating capability of antioxidants to 2, 2-diphenyl-1-picrylhydrazyl.
KuREcHI T, et al.
Chemical & Pharmaceutical Bulletin, 28(7), 2089-2093 (1980)
Jiahao Huang et al.
Pharmaceutics, 11(4) (2019-04-17)
Phyto-phospholipid complexes have been developed as a common way of improving the oral bioavailability of poorly absorbable phyto-pharmaceuticals; however, the complexation with phospholipids can induce positive or negative effects on the bioaccessibility of such plant-derived active ingredients in different parts
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