1-(2-Bromophenyl)-1H-pyrazole

Base Information

• Chemical Name: 1-(2-Bromophenyl)-1H-pyrazole
• CAS No.: 87488-84-4
• Molecular Formula: C₉H₇BrN₂
• Molecular Weight: 223.072
• Hs Code.: 2933199090
• DSSTox Substance ID: DTXSID00383668
• Nikkaji Number: J3.576.703G
• Wikidata: Q82175458
• Mol file: 87488-84-4.mol

Synonyms:1-(2-Bromophenyl)-1H-pyrazole;87488-84-4;1-(2-bromophenyl)pyrazole;1-(2-Bromo-phenyl)-1H-pyrazole;SCHEMBL4815370;DTXSID00383668;QNDJHGODPWAKAO-UHFFFAOYSA-N;AMY33263;MFCD06659065;AKOS009563090;AB25920;PS-7804;1-(2-bromophenyl)-1H-pyrazole, AldrichCPR;CS-0060463;FT-0646825;J3.576.703G;EN300-1897183;A842243;J-502955

Chemical Property of 1-(2-Bromophenyl)-1H-pyrazole

Chemical Property:

• Vapor Pressure: 0.00251mmHg at 25°C
• Refractive Index: 1.64
• Boiling Point: 296.6 °C at 760 mmHg
• PKA: -0.31±0.10(Predicted)
• Flash Point: 133.2 °C
• PSA: 17.82000
• Density: 1.5 g/cm³
• LogP: 2.63480
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 221.97926
• Heavy Atom Count: 12
• Complexity: 152

Purity/Quality:

98% ^*data from raw suppliers

1-(2-Bromophenyl)pyrazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)N2C=CC=N2)Br

Technology Process of 1-(2-Bromophenyl)-1H-pyrazole

There total 3 articles about 1-(2-Bromophenyl)-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: 86.0%

NH-pyrazole (288-13-1) + o-fluorobromobenzene (1072-85-1) → 1-(2-bromophenyl)pyrazole (87488-84-4)

Guidance literature:

NH-pyrazole; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; for 0.25h;

o-fluorobromobenzene; In N,N-dimethyl-formamide; mineral oil; for 0.5h; Reflux;

DOI:10.1016/j.jorganchem.2011.08.013

Reference yield:

NH-pyrazole (288-13-1) + bromobenzene (108-86-1,52753-63-6) → 1-(2-bromophenyl)pyrazole (87488-84-4) + 1-(4-bromophenyl)-1H-pyrazole (13788-92-6)

Guidance literature:

With C₂₄H₄₂N₃⁽¹⁺⁾*ClO₄^(1-); lithium perchlorate; acetic acid; In acetonitrile; at 20 ℃; for 96h; Overall yield = 35 percent; Overall yield = 31.2 mg; Electrochemical reaction; Sealed tube; Irradiation;

DOI:10.1002/anie.201906381

Reference yield:

malonaldehydebis(dimethylacetal) (102-52-3) + 2-bromophenylhydrazine (16732-66-4) → 1-(2-bromophenyl)pyrazole (87488-84-4)

Guidance literature:

With hydrogenchloride; In ethanol; water; Heating;

DOI:10.1002/mrc.2773

upstream raw materials:

malonaldehydebis(dimethylacetal)

2-bromophenylhydrazine

NH-pyrazole

o-fluorobromobenzene

Refernces

• 1、 Onodera, Shunsuke,Togashi, Ryo,Ishikawa, Soya,Kochi, Takuya,Kakiuchi, Fumitoshi. "Catalytic, Directed C-C Bond Functionalization of Styrenes". supporting information. p. 7345 - 7349. Retrieved 2020/08/19.
• 2、 Das, Amrita,Ghosh, Indrajit,K?nig, Burkhard. "Synthesis of pyrrolo[1,2-a] quinolines and ullazines by visible light mediated one- and twofold annulation of N-arylpyrroles with arylalkynes". supporting information. p. 8695 - 8698. Retrieved 2016/07/15.