1-Phenylpyrazole

Base Information

• Chemical Name: 1-Phenylpyrazole
• CAS No.: 1126-00-7
• Molecular Formula: C9H8N2
• Molecular Weight: 144.176
• Hs Code.: 29339900
• European Community (EC) Number: 214-415-1
• NSC Number: 65588
• UNII: SD5GA7KV5R
• DSSTox Substance ID: DTXSID30150108
• Nikkaji Number: J46.499F
• Wikidata: Q27118012
• Metabolomics Workbench ID: 56053
• ChEMBL ID: CHEMBL316415
• Mol file: 1126-00-7.mol

Synonyms:1-Phenylpyrazole;1-Phenyl-1H-pyrazole;1126-00-7;N-Phenylpyrazole;1H-Pyrazole, 1-phenyl-;Pyrazole, 1-phenyl-;1-PHENYLPYRAZOL;SD5GA7KV5R;CHEMBL316415;CHEBI:38879;EINECS 214-415-1;MFCD00003112;NSC-65588;N-phenyl pyrazole;1-phenyl-pyrazole;NSC65588;1-phenyl-1h-pyrazol;l-phenyl-1h-pyrazole;UNII-SD5GA7KV5R;1-Phenylpyrazole, 97%;NCIOpen2_000027;SCHEMBL27250;DTXSID30150108;AMY11895;BCP21822;BDBM50078821;NSC 65588;STK400140;AKOS000314036;AB00291;AC-20751;AS-34994;SY008038;CS-0076023;FT-0633373;P1868;1-Phenyl-1H-pyrazole pound>>N-Phenylpyrazole;EN300-24353;A15130;J-505096;Q27118012;F0001-0274;Z188745060

Chemical Property of 1-Phenylpyrazole

Chemical Property:

• Appearance/Colour: clear yellow to brown liquid
• Vapor Pressure: 0.0338mmHg at 25°C
• Melting Point: 11°C(lit.)
• Refractive Index: 1.594-1.598
• Boiling Point: 250.727 °C at 760 mmHg
• PKA: 0.16±0.10(Predicted)
• Flash Point: 96.452 °C
• PSA: 17.82000
• Density: 1.062 g/cm³
• LogP: 1.87230
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: Soluble in water.
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 144.068748264
• Heavy Atom Count: 11
• Complexity: 119

Purity/Quality:

98% ^*data from raw suppliers

1-Phenyl-1H-pyrazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)N2C=CC=N2
• Uses: 1-Phenylpyrazole has been used:in the preparation of 4,5-diphenylpyrazolo[1,5-a]quinoline, 1-(1,2,3,4-tetraphenylnaphthalen-5-yl)pyrazole and 1-(1,2,3,4,5,6,7,8-octaphenylanthracen-9-yl)pyrazoleas cyclometallated ligand in the preparation of new heteroleptic iridium(III) complexes

Technology Process of 1-Phenylpyrazole

There total 77 articles about 1-Phenylpyrazole 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: 100.0%

NH-pyrazole (288-13-1) + iodobenzene (591-50-4) → 1-phenylpyrazole (1126-00-7)

Guidance literature:

With copper; caesium carbonate; iron(III)-acetylacetonate; In N,N-dimethyl-formamide; at 100 ℃; for 15h;

DOI:10.1002/anie.200603173

Reference yield: 98.0%

NH-pyrazole (288-13-1) + bromobenzene (108-86-1,52753-63-6) → 1-phenylpyrazole (1126-00-7)

Guidance literature:

With caesium carbonate; hydroxybenzaldoxime; copper(I) oxide; In acetonitrile; at 82 ℃; for 36h; Further Variations:; Solvents; Temperatures; Reagents; Product distribution;

DOI:10.1002/ejoc.200300709

Reference yield: 98.0%

malonaldehydebis(dimethylacetal) (102-52-3) + phenylhydrazine (100-63-0) → 1-phenylpyrazole (1126-00-7)

Guidance literature:

With hydrogenchloride; In ethanol; at 60 ℃; for 4h;

DOI:10.1016/j.lfs.2012.04.037

upstream raw materials:

1-phenyl-4,5-dihydro-1H-pyrazole

malondialdehyde bis(diethyl acetal)

phenylhydrazine hydrochloride

2-phenyl-1,2-dihydro-pyrazol-3-one

Downstream raw materials:

β-phenylaminoacrylonitrile

2-phenyl-2H-pyrazole-3-carboxylic acid

2-(1H-pyrazol-1-yl)benzoic acid

4-nitro-1-phenylyrazole

Refernces

• 1、 Yuan, Chunling,Zhao, Yingdai,Zheng, Li. "α-d-Galacturonic Acid as Natural Ligand for Selective Copper-Catalyzed N-Arylation of N-Containing Heterocycles". . p. 2173 - 2180. Retrieved 2019.
• 2、 Quo, Diliang,Huang, He,Xu, Jinyi,Jiang, Hualiang,Liu, Hong. "Efficient iron-catalyzed N-arylation of aryl halides with amines". . p. 4513 - 4516. Retrieved 2008.
• 3、 Singh, Rahul,Allam, Bharat Kumar,Raghuvanshi, Dushyant Singh,Singh, Krishna Nand. "Cooperatively assisted N-arylation using organic ionic base-Br?nsted acid combination under controlled microwave heating". . p. 1038 - 1042. Retrieved 2013.
• 4、 Yang, Yiwen,Kuang, Chunxiang. "Facile Synthesis of 1-Arylpyrazoles". . p. 2281 - 2284. Retrieved 2015.
• 5、 Panda, Niranjan,Jena, Ashis Kumar,Mohapatra, Sasmita,Rout, Smruti Ranjan. "Copper ferrite nanoparticle-mediated N-arylation of heterocycles: A ligand-free reaction". . p. 1924 - 1927. Retrieved 2011.
• 6、 Kim, A. Young,Lee, Hyun Ju,Park, Ji Chan,Kang, Hyunju,Yang, Haesik,Song, Hyunjoon,Park, Kang Hyun. "Highly efficient and reusable copper-catalyzed N-arylation of nitrogen-containing heterocycles with aryl halides". . p. 5169 - 5178. Retrieved 2009.
• 7、 Asaumi, Taku,Matsuo, Takuya,Fukuyama, Takahide,Ie, Yutaka,Kakiuchi, Fumitoshi,Chatani, Naoto. "Ruthenium- and rhodium-catalyzed direct carbonylation of the ortho C-H bond in the benzene ring of N-arylpyrazoles". . p. 4433 - 4440. Retrieved 2004.
• 8、 Sezen, Bengue,Sames, Dalibor. "Selective C-arylation of free (NH)-heteroarenes via catalytic C-H bond functionalization". . p. 5274 - 5275. Retrieved 2003.
• 9、 Fedorov, Alexey Yu,Finet, Jean-Pierre. "N-phenylation of azole derivatives by triphenylbismuth derivatives/cupric acetate". . p. 2747 - 2748. Retrieved 1999.
• 10、 Musza, Katalin,Szabados, Márton,ádám, Adél Anna,Kónya, Zoltán,Kukovecz, ákos,Sipos, Pál,Pálinkó, István. "Ball milling of copper powder under dry and surfactant-assisted conditions—on the way towards Cu/Cu2O nanocatalyst". . p. 389 - 394. Retrieved 2019.