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257621

Sigma-Aldrich

2,2-Di(4-tert-octylphenyl)-1-picrylhydrazyl, free radical

Synonym(s):

2,2-Bis[4-(1,1,3,3-tetramethylbutyl)phenyl]-1-(2,4,6-trinitrophenyl)hydrazinyl, 2,2-Di(4-tert-octylphenyl)-1-picrylhydrazyl, DPPH

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About This Item

Empirical Formula (Hill Notation):
C34H44N5O6
CAS Number:
84077-81-6
Molecular Weight:
618.74
MDL number:
MFCD00012032
UNSPSC Code:
12352005
PubChem Substance ID:
24855599
NACRES:
NA.22

form

solid

mp

171 °C (dec.) (lit.)

λmax

531 nm

functional group

nitro

storage temp.

2-8°C

SMILES string

CC(C)(C)CC(C)(C)c1ccc(cc1)N([N]c2c(cc(cc2[N+]([O-])=O)[N+]([O-])=O)[N+]([O-])=O)c3ccc(cc3)C(C)(C)CC(C)(C)C

InChI

1S/C34H44N5O6/c1-31(2,3)21-33(7,8)23-11-15-25(16-12-23)36(26-17-13-24(14-18-26)34(9,10)22-32(4,5)6)35-30-28(38(42)43)19-27(37(40)41)20-29(30)39(44)45/h11-20H,21-22H2,1-10H3

InChI key

CLOCMRDQPYXVKP-UHFFFAOYSA-N

General description

2,2-Di(4-tert-octylphenyl)-1-picrylhydrazyl (DPPH) is classified as a “stable” free radical since it has a long shelf life and can be synthesized and stored under normal laboratory conditions.

Application

2,2-Di(4-tert-octylphenyl)-1-picrylhydrazyl can be used as a calibration standard in electron paramagnetic spectroscopy (EPR) and as a radical scavenger in polymers. It is also used as an efficient reagent in the “DPPH calorimetric assay” to study radical scavenging activities of diverse chemical compounds, mostly of phenolic nature. When DDPF reacts with antioxidant molecules, its color changes from deep purple to pale yellow, which allows the spectrophotometric determination of the antioxidant activity.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
MKCR8334
MKCN1802
MKCN0676
MKBS3069V
MKBJ7140V

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DPPH (2, 2-di (4-tert-octylphenyl)-1-picrylhydrazyl) radical scavenging mixed-mode colorimetric assay (s)
Measurement of Antioxidant Activity and Capacity: Recent Trends and Applications, 141-164 (2017)
Zeynep Akar et al.
Journal of enzyme inhibition and medicinal chemistry, 32(1), 640-647 (2017-03-07)
2,2-Diphenyl-1-picrylhydrazyl (DPPH•) radical scavenging, the most commonly used antioxidant method with more than seventeen thousand articles cited, is very practical; however, as with most assays, it has the major disadvantage of dependence on a spectrophotometer. To overcome this drawback, the
Christian Galasso et al.
International journal of molecular sciences, 21(22) (2020-11-22)
The antioxidant activity of natural compounds consists in their ability to modulate gene and protein expression, thus inducing an integrated cell protective response and repair processes against oxidative stress. New screening tools and methodologies are crucial for the actual requirement
Huanhuan Xu et al.
Frontiers in cell and developmental biology, 8, 822-822 (2020-10-06)
Caffeine is chemically stable and not readily oxidized under normal physiological conditions but also has antioxidant effects, although the underlying molecular mechanism is not well understood. Superoxide dismutase (SOD) 2 is a manganese-containing enzyme located in mitochondria that protects cells
Ramona Figat et al.
Molecules (Basel, Switzerland), 25(5) (2020-03-04)
Traditional medicinal plants are an important source of active compounds with potential antimutagenic activity. Polyscias filicifolia Bailey (Araliaceae) is a South Asian traditional herb used as an adaptogenic and cardiac drug. Extracts of P. filicifolia contain a wide range of
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