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D9132

Sigma-Aldrich

2,2-Diphenyl-1-picrylhydrazyl

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Synonym(s):
1,1-Diphenyl-2-picrylhydrazyl radical, 2,2-Diphenyl-1-(2,4,6-trinitrophenyl)hydrazyl, DPPH
Empirical Formula (Hill Notation):
C18H12N5O6
CAS Number:
Molecular Weight:
394.32
Beilstein:
1846081
EC Number:
MDL number:
UNSPSC Code:
12352127
PubChem Substance ID:
NACRES:
NA.22

form

powder

Quality Level

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

related product

Product No.
Description
Pricing

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

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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  1. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

  2. How do I get lot-specific information or a Certificate of Analysis?

    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

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    Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product. 

  5. What is the solubility of 2,2-Diphenyl-1-picrylhydrazyl, DPPH, Product D9132?

    We would expect this material to be soluble in chloroform and methanol. Quality control testing shows that a concentration of about 50mg/mL in chloroform can be achieved.

  6. At what wavelength is the absorbance maximum (lambda max) for 2,2-Diphenyl-1-picrylhydrazyl, DPPH, Product D9132?

    Using chloroform as the solvent, the lambda max is approximately 332 nm.

  7. What is the extinction coefficient of 2,2-Diphenyl-1-picrylhydrazyl, DPPH, Product D9132?

    The millimolar extinction coefficient (EmM) has been reported to be 19.07 in chloroform, measured at a wavelength of 332 nm. Reference: Organic Electronic Spectra Data (OESD), 1, p. 753 (1946-1952).

  8. My question is not addressed here, how can I contact Technical Service for assistance?

    Ask a Scientist here.

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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