ChemicalBook--->CAS DataBase List--->1898-66-4

1898-66-4

1898-66-4 Structure

1898-66-4 Structure
IdentificationBack Directory
[Name]

1,1-DIPHENYL-2-PICRYLHYDRAZYL
[CAS]

1898-66-4
[Synonyms]

DPPH
Diphenypicrylhydrazyl
Diphenylpicrylhydrazyl.
2,2-Diphenylpicrylhydrazyl
1-diphenyl-2-picrylhydrazyl
1,1-DIPHENYL-2-PICRYLHYDRAZYL
2,2-DIPHENYL-1-PICRYLHYDRAZYL
diphenylpicrylhydrazylfreeradical
2,2-Diphenyl-1-picrylhydrazyl(DPPH)
1,1-Diphenyl-2-picrylhydrazyl (DPPH)
1,1-Diphenyl-2-picrylhydrazyl radical
2,2-diphenyl-1-(2,4,6-trinitrophenyl)-hydrazy
2,2-diphenyl-1-(2,4,6-trinitrophenyl)hydrazyl
"2,2-DIPHENYL-1-PICRYLHYDRAZYL,FREE RADICAL, 95%
2,2-Diphenyl-1-(2,4,6-trinitrophenyl)-hydrazyl (DPPH)
2,2-Diphenyl-1-(2,4,6-trinitrophenyl)hydrazino radical
2,2-Diphenyl-1-picrylhydrazyl (contains 10-20% Benzene)
[1-(2,4,6-Trinitrophenyl)-2,2-diphenylhydrazino]radical
1,1-Diphenyl-2-picrylhydrazyl Free Radical (contains 10-20% Benzene)
1,1-Diphenyl-2-picrylhydrazyl radical, 2,2-Diphenyl-1-(2,4,6-trinitrophenyl)hydrazyl, DPPH
2,2-Diphenyl-1-picrylhydrazyl,1,1-Diphenyl-2-picrylhydrazyl radical, 2,2-Diphenyl-1-(2,4,6-trinitrophenyl)hydrazyl, DPPH
[EINECS(EC#)]

217-591-8
[Molecular Formula]

C18H12N5O6 *
[MDL Number]

MFCD00007231
[MOL File]

1898-66-4.mol
[Molecular Weight]

394.32
Chemical PropertiesBack Directory
[Melting point ]

~135 °C (dec.)(lit.)
[density ]

1.484 g/cm3
[storage temp. ]

2-8°C
[solubility ]

Acetonitrile (Slightly), Chloroform (Slightly), DMSO (Slightly)
[form ]

Solid
[color ]

green
[Water Solubility ]

Soluble in dimethyl formamide, ethanol, chloroform, ether, carbon disulfinde, acetone, oils, carbon tetrachloride, glacial acetic acid and toluene. Insoluble in water.
[λmax]

515nm(MeOH)(lit.)
[Merck ]

14,3330
[BRN ]

1846081
[Stability:]

Shock Sensitive
[InChI]

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
[InChIKey]

HHEAADYXPMHMCT-UHFFFAOYSA-N
[SMILES]

C1([N]N(C2C=CC=CC=2)C2C=CC=CC=2)C([N+]([O-])=O)=CC([N+]([O-])=O)=CC=1[N+]([O-])=O |^1:1|
[EPA Substance Registry System]

Hydrazyl, 2,2-diphenyl-1-(2,4,6-trinitrophenyl)- (1898-66-4)
Hazard InformationBack Directory
[Chemical Properties]

Solid
[Uses]

2,2-Diphenyl-1-picrylhydrazyl is a stable free radical molecule most commonly used as a tool to monitor chemical reactions involving radicals, most notably in antioxidant assay.
[Physical properties]

DPPH has several crystalline forms which differ by the lattice symmetry and melting point. The commercial powder is a mixture of phases which melts at ~130 °C. DPPH-I (m.p. 106 °C) is orthorhombic, DPPH-II (m.p. 137 °C) is amorphous and DPPH-III (m.p. 128–129 °C) is triclinic.
[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.
[Biological Activity]

Cell permeable: yes''Primary Target
Hydrogen radical scavenger''Product does not compete with ATP.
[Safety]

This picrylhydrazyl derivative, also known as DPPH free radical, presents as a black crystalline powder. Store in a refrigerator - this substance is heat sensitive. 1,1-Diphenyl-2-picrylhydrazyl Free Radical is incompatible with oxidizing agents, strong bases and halogens. This chemical is harmful if swallowed. It may cause allergy or asthma symptoms or breathing difficulties if inhaled and an allergic reaction on the skin.
[References]

[1] SIDDARTHA BALIYAN. Determination of Antioxidants by DPPH Radical Scavenging Activity and Quantitative Phytochemical Analysis of Ficus religiosa.[J]. Molecules, 2022. DOI:10.3390/molecules27041326.
[2] G. CLARKE. High Correlation of 2,2-diphenyl-1-picrylhydrazyl (DPPH) Radical Scavenging, Ferric Reducing Activity Potential and Total Phenolics Content Indicates Redundancy in Use of All Three Assays to Screen for Antioxidant Activity of Extracts of Plants from the Malaysian Rainforest[C]//2 1. 2013: 1-10. DOI:10.3390/antiox2010001.
[3] IKUO NAKANISHI Yoshimi S. Electrochemical redox behavior of 2,2-diphenyl-1-picrylhydrazyl radical solubilized by β-cyclodextrin in water[J]. Electrochemistry Communications, 2022, 134: Article 107190. DOI:10.1016/j.elecom.2021.107190.
[4] JAMES BYH BEHRENDORFF. 2,2-Diphenyl-1-picrylhydrazyl as a screening tool for recombinant monoterpene biosynthesis.[J]. Microbial Cell Factories, 2013, 12: 76. DOI:10.1186/1475-2859-12-76.
[5] J. XIE K. M S. Re-evaluation of the 2,2-Diphenyl-1-picrylhydrazyl Free Radical (DPPH) Assay for Antioxidant Activity[J]. Journal of Agricultural and Food Chemistry, 2014, 62 19: 4251-4260. DOI:10.1021/jf500180u.
Safety DataBack Directory
[Symbol(GHS) ]

Flame (GHS02)Exclamation Mark (GHS07)Health Hazard (GHS08)
GHS02,GHS07,GHS08
[Signal word ]

Danger
[Hazard statements ]

H242-H302+H312+H332-H315-H317-H319-H334
[Precautionary statements ]

P210-P235-P280-P304+P340+P312-P370+P378-P403
[Hazard Codes ]

Xn
[Risk Statements ]

42/43
[Safety Statements ]

22-36/37-45
[RIDADR ]

UN2811
[WGK Germany ]

1
[RTECS ]

MW3250000
[TSCA ]

Yes
[HazardClass ]

6.1
[PackingGroup ]

II
[HS Code ]

29280000
[Storage Class]

4.1A - Other explosive hazardous materials
[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
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Ethanol-->Sodium hydroxide-->Methanol-->Diethyl ether-->Acetic acid-->Petroleum ether-->Phosphorus oxitrichloride-->Chloroform-->Sodium nitrite-->Magnesium sulfate-->Sodium bicarbonate-->Benzene-->Pyridine-->Nitrogen-->Diphenylamine-->Picric acid-->Lead dioxide-->Thiourea dioxide
Spectrum DetailBack Directory
[Spectrum Detail]

2,2-DIPHENYL-1-PICRYLHYDRAZYL(1898-66-4)13CNMR
2,2-DIPHENYL-1-PICRYLHYDRAZYL(1898-66-4)IR1
2,2-DIPHENYL-1-PICRYLHYDRAZYL(1898-66-4)IR2
2,2-DIPHENYL-1-PICRYLHYDRAZYL(1898-66-4)ESR
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