3-Phenyl-1H-pyrazole

Base Information

• Chemical Name: 3-Phenyl-1H-pyrazole
• CAS No.: 2458-26-6
• Molecular Formula: C9H8N2
• Molecular Weight: 144.176
• Hs Code.: 2933 19 90
• European Community (EC) Number: 627-985-5
• DSSTox Substance ID: DTXSID40179320
• Nikkaji Number: J46.498H,J479.000F
• Wikidata: Q63398285
• ChEMBL ID: CHEMBL38876
• Mol file: 2458-26-6.mol

Synonyms:3-Phenyl-1H-pyrazole;2458-26-6;5-phenyl-1H-pyrazole;3-Phenylpyrazole;1H-Pyrazole, 3-phenyl-;PYRAZOLE, 3-PHENYL-;phenylpyrazole;3-Phenylpyrazol;MFCD00159654;CHEMBL38876;5-phenylpyrazole;3-Phenyl pyrazole;3(5)-phenylpyrazole;3-Phenyl-1H-pyrazole #;SCHEMBL9438;3-Phenyl-1H-pyrazole, 97%;DTXSID40179320;BCP25611;BDBM50078831;CL3440;STK097634;AKOS000313117;AKOS000345348;AM80878;AS-5622;CS-W002461;NCGC00331164-01;AC-23138;SY009071;LS-128552;A5050;BB 0237722;FT-0616352;P2063;EN300-62492;AB01205810-03;J-513034;J-640158;J-800161;Q63398285;F1667-0020;Z1224534135

Chemical Property of 3-Phenyl-1H-pyrazole

Chemical Property:

• Appearance/Colour: white to yellowish-orange powder
• Vapor Pressure: 0.000185mmHg at 25°C
• Melting Point: 75-77 °C
• Refractive Index: 1.602
• Boiling Point: 339.1 °C at 760 mmHg
• PKA: 13.52±0.10(Predicted)
• Flash Point: 163.8 °C
• PSA: 28.68000
• Density: 1.141 g/cm³
• LogP: 2.07670
• Storage Temp.: Store below +30°C.
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 144.068748264
• Heavy Atom Count: 11
• Complexity: 119

Purity/Quality:

99% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn,Xi
• Statements: 36/37/38-22-20/21/22
• Safety Statements: 37/39-26

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=CC=NN2

Technology Process of 3-Phenyl-1H-pyrazole

There total 123 articles about 3-Phenyl-1H-pyrazole 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: 99.0%

cinnamaldehyde tosylhydrazone (7318-33-4) → 5-phenyl-1H-pyrazole (2458-26-6)

Guidance literature:

With N-benzyl-N,N,N-triethylammonium chloride; 2-(trimethylsilyl)phenyl trifluoromethanesulfonate; cesium fluoride; In tetrahydrofuran; at 70 ℃; for 24h;

DOI:10.1021/ol201086g

Reference yield: 96.0%

3-phenyl-propenal (104-55-2) → 3-phenylpyrazole (2458-26-6)

Guidance literature:

With iodine; potassium carbonate; toluene-4-sulfonic acid hydrazide; In ethanol; at 75 ℃; for 2h; regioselective reaction; Green chemistry;

DOI:10.1016/j.tetlet.2016.05.020

Reference yield: 95.0%

cinnamaldehyde tosylhydrazone (7318-33-4) → 3-phenylpyrazole (2458-26-6)

Guidance literature:

With water; potassium carbonate; diethylamine; In acetonitrile; at 120 ℃; for 24h; Solvent; Reagent/catalyst; Green chemistry;

DOI:10.1002/anie.201410605

upstream raw materials:

diazomethane

diethyl ether

phenylacetylene

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

Downstream raw materials:

(3-phenyl-1-pyrazolyl)(5-phenyl-1-pyrazolyl)methane

tris(3-phenylpyrazol-1-yl)methane

1,1'-carbonyl(3-phenyl-1H-pyrazole)

1-(hydroxymethyl)-3-phenylpyrazole

Refernces

• 1、 Grandi,R. et al.. "-". . p. 1352 - 1355. Retrieved 1977.
• 2、 Chen, Shanshan,Chen, Wenming,Chen, Xu,Chen, Guifang,Ackermann, Lutz,Tian, Xu. "Copper(I)-Catalyzed Oxyamination of β,γ-Unsaturated Hydrazones: Synthesis of Dihydropyrazoles". . p. 7787 - 7790. Retrieved 2019.
• 3、 Brodney, Michael A.,Gair, Joseph J.,Giroux, Simon,Grey, Ronald L.. "Palladium-catalyzed hydrodefluorination of fluoroarenes". . p. 131 - 146. Retrieved 2021/06/18.
• 4、 Rai, Vishakha,Sorabad, Ganesh Shivayogappa,Maddani, Mahagundappa Rachappa. "Transition metal free, green and facile halogenation of ketene dithioacetals using a KX-oxidant system". . p. 1109 - 1113. Retrieved 2021/01/25.