1-(3-nitrophenyl)-1H-pyrazole

Base Information

• Chemical Name: 1-(3-nitrophenyl)-1H-pyrazole
• CAS No.: 25688-18-0
• Molecular Formula: C9H7N3O2
• Molecular Weight: 189.173
• Hs Code.: 2933199090
• DSSTox Substance ID: DTXSID10477582
• Nikkaji Number: J1.492.470A
• Wikidata: Q82310370
• Mol file: 25688-18-0.mol

Synonyms:1-(3-nitrophenyl)-1H-pyrazole;25688-18-0;1-(3-NITROPHENYL)PYRAZOLE;1-(3-Nitrophenyl)pyrazol;SCHEMBL2643542;DTXSID10477582;WTFRZFHXSRGFQB-UHFFFAOYSA-N;MFCD12192642;AKOS009582339;CS-0450420;C74332;EN300-204740;Z431509908

Chemical Property of 1-(3-nitrophenyl)-1H-pyrazole

Chemical Property:

• Melting Point: 94.5-95 °C
• Boiling Point: 323.6±25.0 °C(Predicted)
• PKA: -0.60±0.12(Predicted)
• PSA: 63.64000
• Density: 1.33±0.1 g/cm3(Predicted)
• LogP: 2.30370
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 189.053826475
• Heavy Atom Count: 14
• Complexity: 217

Purity/Quality:

99% ^*data from raw suppliers

1-(3-Nitrophenyl)-1H-pyrazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)[N+](=O)[O-])N2C=CC=N2

Technology Process of 1-(3-nitrophenyl)-1H-pyrazole

There total 9 articles about 1-(3-nitrophenyl)-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: 98.0%

NH-pyrazole (288-13-1) + m-nitrobromobenzene (585-79-5) → 1-(3-nitrophenyl)-1H-pyrazole (25688-18-0)

Guidance literature:

With caesium carbonate; copper(I) oxide; In N,N-dimethyl-formamide; at 110 ℃; for 18h;

DOI:10.1002/adsc.200700408

Reference yield: 95.0%

NH-pyrazole (288-13-1) + m-iodonitrobenzene (645-00-1) → 1-(3-nitrophenyl)-1H-pyrazole (25688-18-0)

Guidance literature:

With caesium carbonate; copper(I) bromide; In dimethyl sulfoxide; at 80 ℃; for 24h;

DOI:10.1021/jo0712291

Reference yield: 84.0%

malonaldehydebis(dimethylacetal) (102-52-3) + 3-nitrophenylhydrazine (619-27-2) → 1-(3-nitrophenyl)-1H-pyrazole (25688-18-0)

Guidance literature:

In ethanol; for 1h; Heating;

DOI:10.1016/S0040-4020(01)00340-4

upstream raw materials:

3-nitrophenylhydrazine

epichlorohydrin

NH-pyrazole

3-fluoro-1-nitrobenzene

Downstream raw materials:

1-(3-nitrophenyl)-1H-pyrazole-4-carbaldehyde

1-(3-nitro-phenyl)-1H-pyrazole-4-carboxylic acid

2,4,6-tris(3-(1H-pyrazol-1-yl)phenyl)-1,3,5-triazine

3-(1H-pyrazol-1-yl)benzonitrile

Refernces

• 1、 Zhang, Dong,Gao, Di,Cai, Jinlin,Wu, Xiaoyu,Qin, Hong,Qiao, Kai,Liu, Chengkou,Fang, Zheng,Guo, Kai. "The ruthenium-catalyzed: Meta -selective C-H nitration of various azole ring-substituted arenes". supporting information. p. 9065 - 9069. Retrieved 2019/10/28.
• 2、 Fan, Zhoulong,Ni, Jiabin,Zhang, Ao. "Meta-Selective CAr-H Nitration of Arenes through a Ru3(CO)12-Catalyzed Ortho-Metalation Strategy". supporting information. p. 8470 - 8475. Retrieved 2016/07/26.