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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

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
Višnja Stepanić et al.
Antioxidants (Basel, Switzerland), 8(4) (2019-04-10)
Chalcones are polyphenolic secondary metabolites of plants, many of which have antioxidant activity. Herein, a set of 26 synthetic chalcone derivatives with alkyl substituted pyrazine heterocycle A and four types of the monophenolic ring B, were evaluated for the potential
Thamizhiniyan Venkatesan et al.
Journal of pharmaceutical analysis, 9(3), 193-200 (2019-07-13)
Pinus densiflora needle extract (PDNE) is widely reported to have many pharmacological activities including antioxidant potential. However, the solvent system used for extraction greatly affects its antioxidant quality. Hence, in the present study, we investigated the effect of a different
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