1,1-Diphenyl-2-picrylhydrazine

Base Information

• Chemical Name: 1,1-Diphenyl-2-picrylhydrazine
• CAS No.: 1707-75-1
• Molecular Formula: C18H13 N5 O6
• Molecular Weight: 395.331
• Hs Code.: 29280000
• European Community (EC) Number: 216-953-2
• NSC Number: 12563,12562
• DSSTox Substance ID: DTXSID8061896
• Nikkaji Number: J2.246.061G,J203.091H
• Wikidata: Q5205953
• Mol file: 1707-75-1.mol

Synonyms:1,1-Diphenyl-2-picrylhydrazine;1707-75-1;1,1-Diphenyl-2-(2,4,6-trinitrophenyl)hydrazine;2,2-Diphenyl-1-picrylhydrazine;Hydrazine, diphenylpicryl-;Diphenylpicrylhydrazyl;Diphenylpicrylhydrazine;Hydrazine, 1,1-diphenyl-2-(2,4,6-trinitrophenyl)-;Hydrazine, 1,1-diphenyl-2-picryl-;NSC 12563;N,N-Diphenyl-N'-picrylhydrazine;EINECS 216-953-2;alpha,alpha-Diphenyl-beta-picrylhydrazine;alpha,alpha-Diphenyl-beta-picryl hydrazide;AI3-62728;.alpha.,.alpha.-Diphenyl-.beta.-picrylhydrazine;.alpha.,.alpha.-Diphenyl-.beta.-picrylhydrazyl;.alpha.,.alpha.-Diphenyl-.beta.-picryl hydrazide;C18H13N5O6;1,1-DIPHENYL-2-(2,4,6-TRINITROPHENYL)HYDRAZINE HYDRATE;DPPH-H;SCHEMBL238958;2,4,6-trinitrophenyl)hydrazyl;Hydrazyl,2-diphenyl-1-picryl-;DTXSID8061896;Hydrazine,1-diphenyl-2-picryl-;WCBPJVKVIMMEQC-UHFFFAOYSA-;2,2-Diphenyl-1-(2,4,6-trinitrophenyl)hydrazinyl Free Radical;NSC12562;NSC12563;MFCD00007229;NSC-12563;AKOS001011767;AKOS015913225;C18-H13-N5-O6;FS-6251;1,1-Diphenyl-2-picrylhydrazine, 97%;1,1-Diphenyl-2-picrylhydrazyl (radical);SY048072;HY-112053;CS-0042516;D0908;FT-0633785;1,1-Diphenyl-2-picryl-hydrazyl, free radical;N11779;.alpha.,.alpha.'-Diphenyl-.beta.-picrylhydrazyl;Hydrazyl,2-diphenyl-1-(2,4,6-trinitrophenyl)-;2,2-Diphenyl-1-(2,4,6-trinitrophenyl)hydrazine;A934794;Hydrazine,1-diphenyl-2-(2,4,6-trinitrophenyl)-;N,N-Diphenyl-N'-(2,4,6-trinitrophenyl)hydrazine;1,1-di(phenyl)-2-(2,4,6-trinitrophenyl)hydrazine;J-010649;J-012255;Q5205953;Z56767797;1-(2,4,6-Trinitrophenyl)-2,2-diphenylhydrazine-1-ide;F0238-0542;2,2-Diphenyl-1-picrylhydrazyl2,2-Diphenyl-1-picrylhydrazyl

Chemical Property of 1,1-Diphenyl-2-picrylhydrazine

Chemical Property:

• Melting Point: ~174 °C (dec.)(lit.)
• Boiling Point: 530.2°Cat760mmHg
• PKA: -0.84±0.50(Predicted)
• Flash Point: 274.4°C
• PSA: 152.73000
• Density: 1.539g/cm³
• LogP: 6.21900
• Solubility.: soluble in Chloroform
• XLogP3: 5.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 4
• Exact Mass: 395.08658315
• Heavy Atom Count: 29
• Complexity: 549

Purity/Quality:

98%,99%, ^*data from raw suppliers

1,1-Diphenyl-2-picrylhydrazine ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 20/21/22
• Safety Statements: 36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)N(C2=CC=CC=C2)NC3=C(C=C(C=C3[N+](=O)[O-])[N+](=O)[O-])[N+](=O)[O-]
• Uses: 1,1-Diphenyl-2-picrylhydrazine has been known to show antioxidant and anticancer properties.

Technology Process of 1,1-Diphenyl-2-picrylhydrazine

There total 80 articles about 1,1-Diphenyl-2-picrylhydrazine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 81.0%

2,2-diphenyl-1-(2,4,6-trinitrophenyl)hydrazyl (147506-92-1,1898-66-4) + bardoxolone (218600-44-3) → 2-cyano-3,12-dioxooleana-1,9(11)-diene-13β,28-lactone (1309943-46-1) + 2,2-diphenyl-1-picrylhydrazine (1707-75-1)

Guidance literature:

In benzene; for 48h; Reflux;

DOI:10.1039/c1cc11633a

Reference yield: 66.0%

2,2-diphenyl-1-(2,4,6-trinitrophenyl)hydrazyl (147506-92-1,1898-66-4) + N-(4-Methylphenyl)-4-methylbenzenesulfinamide (14934-00-0) → picramide (489-98-5) + diphenylamine (122-39-4) + 2,2-diphenyl-1-picrylhydrazine (1707-75-1)

Guidance literature:

In methanol; Mechanism; Product distribution; reaction rate; further reactions with aryl sulfinamides (reaction rates);

Reference yield: 39.0%

2,2-diphenyl-1-(2,4,6-trinitrophenyl)hydrazyl (147506-92-1,1898-66-4) + methyl syringate (884-35-5) → 1-[4-(2,6-dimethoxy-4-methoxycarbonylphenoxy)-2,6-dinitrophenyl]-2,2-diphenylhydrazine (1141880-19-4) + 2,2-diphenyl-1-picrylhydrazine (1707-75-1) + 2-(p-nitrophenyl)-2-phenyl-1-(2,4,6-trinitrophenyl)hydrazine (29946-26-7) + 2,2-di(p-nitrophenyl)-1-(2,4,6-trinitrophenyl)hydrazine (5905-68-0)

Guidance literature:

In dichloromethane; at 20 ℃; for 168h;

DOI:10.1002/ejoc.200800735

upstream raw materials:

2,4,6-trinitrochlorobenzene

1,1-Diphenylhydrazine

naphthalene; compound with 2-chloro-1,3,5-trinitro-benzene

2,2-diphenyl-1-(2,4,6-trinitrophenyl)hydrazyl

Downstream raw materials:

2-(p-bromophenyl)-2-phenyl-1-picrylhydrazine

2,2-diphenyl-1-(2,4,6-trinitrophenyl)hydrazyl

benzene-1,2,3,5-tetrayltetraamine

diphenylamine

Refernces

• 1、 Celiz, Gustavo,Renfige, Melisa,Finetti, Mariela. "Spectral analysis allows using the DPPH* UV–Vis assay to estimate antioxidant activity of colored compounds". . p. 3101 - 3109. Retrieved 2020.
• 2、 Xu, Yi,Qian, Ling-Ling,Yang, Jing,Han, Rui-Min,Zhang, Jian-Ping,Skibsted, Leif H.. "Kaempferol Binding to Zinc(II), Efficient Radical Scavenging through Increased Phenol Acidity". . p. 10108 - 10117. Retrieved 2018.
• 3、 Musialik, Malgorzata,Kuzmicz, Rafal,Pawlowski, Tomasz S.,Litwinienko, Grzegorz. "Acidity of hydroxyl groups: An overlooked influence on antiradical properties of flavonoids". . p. 2699 - 2709. Retrieved 2009.
• 4、 Mollataghi, Abbas,Hadi, A. Hamid M.,Awang, Khalijah,Mohamad, Jamaludin,Litaudon, Marc,Mukhtar, Mat Ropi. "(+)-kunstlerone, a new antioxidant neolignan from the leaves of beilschmiedia kunstleri gamble". . p. 6582 - 6590. Retrieved 2011.
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• 6、 Aston et al.. "-". . p. 181. Retrieved 1965.
• 7、 Yao, Hong,Huang, Xiaomei,Shi, Peiying,Lin, Zhen,Zhu, Meilan,Liu, Ailin,Lin, Xinhua,Tang, Yuhai. "DPPH·–luminol chemiluminescence system and its application in the determination of scutellarin in pharmaceutical injections and rat plasma with flow injection analysis". . p. 588 - 595. Retrieved 2017.
• 8、 Chen, Ou,Zhuang, Jiaqi,Guzzetta, Fabrizio,Lynch, Jared,Angerhofer, Alexander,Cao, Y. Charles. "Synthesis of water-soluble 2,2′-diphenyl-1-picrylhydrazyl nanoparticles: A new standard for electron paramagnetic resonance spectroscopy". . p. 12542 - 12543. Retrieved 2009.
• 9、 Kuriakose, Daly,Kurup, M. R. Prathapachandra. "Spectral studies and crystal structures of molybdenum(VI) complexes containing pyridine or picoline as auxiliary ligands: interaction energy calculations and free radical scavenging studies". . p. 241 - 253. Retrieved 2021.
• 10、 Tyurin, V. Yu.,Zhang, Jingwei,Moiseeva,Milaeva,Belykh,Buravlev,Rocheva,Chukicheva, I. Yu.,Kuchin. "Comparative study of redox characteristics and antioxidant activity of porphyrins with 2,6-dialkylphenol groups". . . Retrieved 2013.