3-Bromo-2-nitro-benzo[b]thiophene

Base Information

• Chemical Name: 3-Bromo-2-nitro-benzo[b]thiophene
• CAS No.: 17402-78-7
• Molecular Formula: C8H4BrNO2S
• Molecular Weight: 258.095
• Hs Code.: 2934999090
• European Community (EC) Number: 683-551-5
• NSC Number: 167741
• DSSTox Substance ID: DTXSID80304856
• Nikkaji Number: J656.688J
• Wikidata: Q82051122
• Mol file: 17402-78-7.mol

Synonyms:17402-78-7;3-bromo-2-nitro-1-benzothiophene;3-Bromo-2-nitro-benzo[b]thiophene;3-bromo-2-nitrobenzo[b]thiophene;Benzo[b]thiophene,3-bromo-2-nitro-;Benzo[b]thiophene, 3-bromo-2-nitro-;3-Bromo-2-nitrobenzothiophene;NSC167741;SCHEMBL1514331;DTXSID80304856;2-nitro-3-bromobenzo(b)thiophene;NEVPNAJUHZJMLO-UHFFFAOYSA-N;MFCD00230100;STK387230;AKOS004903207;NSC-167741;CS-0056219;FT-0728793;D72930

Chemical Property of 3-Bromo-2-nitro-benzo[b]thiophene

Chemical Property:

• Vapor Pressure: 0.00016mmHg at 25°C
• Refractive Index: 1.737
• Boiling Point: 341.3 °C at 760 mmHg
• Flash Point: 160.2 °C
• PSA: 74.06000
• Density: 1.829 g/cm³
• LogP: 4.09520
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 256.91461
• Heavy Atom Count: 13
• Complexity: 221

Purity/Quality:

98%min ^*data from raw suppliers

3-Bromo-2-nitrobenzo[b]thiophene 95%+ ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=C(S2)[N+](=O)[O-])Br

Technology Process of 3-Bromo-2-nitro-benzo[b]thiophene

There total 3 articles about 3-Bromo-2-nitro-benzo[b]thiophene 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: 97.0%

3-Bromothianaphthene (7342-82-7) → 3-bromo-2-nitro-1-benzothiophene (17402-78-7)

Guidance literature:

With nitric acid; acetic acid; at 60 ℃; for 0.5h;

Reference yield:

Benzo[b]thiophene (95-15-8,11095-43-5) → 3-bromo-2-nitro-1-benzothiophene (17402-78-7)

Guidance literature:

Multi-step reaction with 2 steps

1: N-Bromosuccinimide; acetic acid / chloroform / 52 h / 0 - 20 °C

2: nitric acid; trifluoroacetic acid / dichloromethane / 0 °C

With N-Bromosuccinimide; nitric acid; acetic acid; trifluoroacetic acid; In dichloromethane; chloroform;

Reference yield:

→ 3-bromo-2-nitro-1-benzothiophene (17402-78-7)

Guidance literature:

DOI:10.1007/BF00764526 DOI:10.1139/v66-343

upstream raw materials:

3-Bromothianaphthene

Benzo[b]thiophene

Downstream raw materials:

2-nitro-3-aminobenzothiophene

(4-Chloro-2-methyl-phenyl)-(2-nitro-benzo[b]thiophen-3-yl)-amine

(4-Fluoro-phenyl)-(2-nitro-benzo[b]thiophen-3-yl)-amine

2-nitro-3-N-benzylaminobenzothiophene

Refernces

• 1、 Zhao, Jian-Qiang,Yang, Lei,You, Yong,Wang, Zhen-Hua,Xie, Ke-Xin,Zhang, Xiao-Mei,Xu, Xiao-Ying,Yuan, Wei-Cheng. "Phosphine-catalyzed dearomative (3 + 2) annulation of 2-nitrobenzofurans and nitrobenzothiophenes with allenoates". . p. 5294 - 5304. Retrieved 2019.
• 2、 Zhao, Jian-Qiang,Zhou, Shun,Yang, Lei,Du, Hong-Yan,You, Yong,Wang, Zhen-Hua,Zhou, Ming-Qiang,Yuan, Wei-Cheng. "Catalytic Asymmetric Dearomative 1,3-Dipolar Cycloaddition of 2-Nitrobenzothiophenes and Isatin-Derived Azomethine Ylides". supporting information. p. 8600 - 8605. Retrieved 2021/11/13.