2-Nitro-5-chlorobenzofuran

Base Information

• Chemical Name: 2-Nitro-5-chlorobenzofuran
• CAS No.: 30335-66-1
• Molecular Formula: C8H4 Cl N O3
• Molecular Weight: 197.578
• NSC Number: 170706
• DSSTox Substance ID: DTXSID60305407
• Nikkaji Number: J3.323.669G
• Wikidata: Q82052035
• Mol file: 30335-66-1.mol

Synonyms:NSC170706;30335-66-1;DTXSID60305407;NSC-170706

Chemical Property of 2-Nitro-5-chlorobenzofuran

Chemical Property:

• Vapor Pressure: 0.0011mmHg at 25°C
• Boiling Point: 310.4°Cat760mmHg
• Flash Point: 141.5°C
• Density: 1.518g/cm³
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 196.9879707
• Heavy Atom Count: 13
• Complexity: 218

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=C1Cl)C=C(O2)[N+](=O)[O-]

Technology Process of 2-Nitro-5-chlorobenzofuran

There total 5 articles about 2-Nitro-5-chlorobenzofuran 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: 57.0%

potassium trinitromethanide (14268-23-6) + 1-(5-chloro-2-hydroxyphenyl)-N,N,N-trimethylmethanaminium iodide (6296-65-7) → nitro-2 chloro-5 benzofuranne (30335-66-1)

Guidance literature:

With triethylamine; In acetonitrile; for 0.666667h; Inert atmosphere; Reflux;

DOI:10.1021/jo402543s

Reference yield:

C8H8ClNO3 → nitro-2 chloro-5 benzofuranne (30335-66-1)

Guidance literature:

With [bis(acetoxy)iodo]benzene; tetra-(n-butyl)ammonium iodide; triethylamine; In acetonitrile; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1016/j.chempr.2017.06.015

Reference yield:

5-chloro-2-hydroxy-β-nitrostyrene (61131-68-8) → nitro-2 chloro-5 benzofuranne (30335-66-1)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium tetrahydroborate; methanol / 0 - 20 °C / Inert atmosphere

2: triethylamine; tetra-(n-butyl)ammonium iodide; [bis(acetoxy)iodo]benzene / acetonitrile / 2 h / 20 °C / Inert atmosphere

With methanol; sodium tetrahydroborate; [bis(acetoxy)iodo]benzene; tetra-(n-butyl)ammonium iodide; triethylamine; In acetonitrile;

DOI:10.1016/j.chempr.2017.06.015

upstream raw materials:

potassium trinitromethanide

1-(5-chloro-2-hydroxyphenyl)-N,N,N-trimethylmethanaminium iodide

5-chloro-2-hydroxy-β-nitrostyrene

5-chlorosalicyclaldehyde

Refernces

• 1、 Chen, Yayun,He, Jiajia,Jiang, Chunhui,Ren, Xiaoyu,Su, Zhishan,Wang, Tianli,Xiao, Kai,Zhang, Hongkui,Zhuang, Cheng. "Regio- and Stereoselective Cascade of β,γ-Unsaturated Ketones by Dipeptided Phosphonium Salt Catalysis: Stereospecific Construction of Dihydrofuro-Fused [2,3-b] Skeletons". supporting information. p. 19860 - 19870. Retrieved 2021/08/06.
• 2、 Liang, Lei,Niu, Hong-Ying,Wang, Dong-Chao,Yang, Xin-He,Qu, Gui-Rong,Guo, Hai-Ming. "Facile synthesis of chiral [2,3]-fused hydrobenzofuran: Via asymmetric Cu(i)-catalyzed dearomative 1,3-dipolar cycloaddition". supporting information. p. 553 - 556. Retrieved 2019/01/10.