2-Bromo-5-nitrothiophene

Base Information

• Chemical Name: 2-Bromo-5-nitrothiophene
• CAS No.: 13195-50-1
• Molecular Formula: C4H2BrNO2S
• Molecular Weight: 208.035
• Hs Code.: 29349990
• European Community (EC) Number: 236-155-8
• NSC Number: 511505
• DSSTox Substance ID: DTXSID50157275
• Nikkaji Number: J213.741K
• Wikidata: Q72448770
• Mol file: 13195-50-1.mol

Synonyms:2-Bromo-5-nitrothiophene;13195-50-1;5-bromo-2-nitrothiophene;Thiophene, 2-bromo-5-nitro-;76216-72-3;C4H2BrNO2S;EINECS 236-155-8;MFCD00022493;2-Bromo-5-nitro-thiophene;NSC511505;5-bromo-2-nitro-thiophene;SCHEMBL721463;C4-H2-Br-N-O2-S;DTXSID50157275;2-Bromo-5-nitrothiophene, 97%;AMY20173;BBL104353;FD7097;GEO-00528;STL414606;AKOS005255443;CS-W002127;NSC 511505;NSC-511505;PS-3267;SY003503;SY286147;FT-0611501;FT-0691575;EN300-50349;A806341;A847109;W-200100;Z600427368

Chemical Property of 2-Bromo-5-nitrothiophene

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 0.0295mmHg at 25°C
• Melting Point: 44-48 °C(lit.)
• Refractive Index: 1.647
• Boiling Point: 253.2 °C at 760 mmHg
• Flash Point: 106.9 °C
• PSA: 74.06000
• Density: 1.945 g/cm³
• LogP: 2.94200
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 206.89896
• Heavy Atom Count: 9
• Complexity: 126

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Bromo-5-nitrothiophene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(SC(=C1)Br)[N+](=O)[O-]
• Uses: 2-Bromo-5-nitrothiophene may be used in the preparation of:3-bromo-4-(5-nitro-2-thienyl)-6-ethoxypyridine5-chloro-2-methoxy-4-(5-nitrothien-2-yl)-pyridine5-(5-nitrothien-2-yl)pyrimidine2-methoxy-5-(5-nitrothien-2-yl)pyrimidine

Technology Process of 2-Bromo-5-nitrothiophene

There total 4 articles about 2-Bromo-5-nitrothiophene 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: 66.0%

2-bromothiophene (1003-09-4) → 2-bromo-5-nitrothiophene (13195-50-1,76216-72-3)

Guidance literature:

With nitric acid; acetic anhydride; at 0 ℃;

DOI:10.1039/b003818k

Reference yield: 66.0%

→ 2-bromo-5-nitrothiophene (13195-50-1,76216-72-3)

Guidance literature:

Reference yield:

2-nitrothiophene (609-40-5) + bromine (7726-95-6) → 2-bromo-5-nitrothiophene (13195-50-1,76216-72-3) + 2,3-dibromo-5-nitro-thiophene (40492-18-0) + Tetrabromothiophene (3958-03-0)

Guidance literature:

DOI:10.1021/ja01279a021

upstream raw materials:

2-bromothiophene

2-nitrothiophene

bromine

Downstream raw materials:

2-Nitro-5-(3-trifluoromethyl-phenoxy)-thiophene

2-(4-Fluoro-3-methyl-phenoxy)-5-nitro-thiophene

2-(2-Chloro-5-trifluoromethyl-phenoxy)-5-nitro-thiophene

2-(3,5-Bis-trifluoromethyl-phenoxy)-5-nitro-thiophene

Refernces

• 1、 Freidlin, G. N.,Glushkova, A. A.,Solop, K. A.. "INVESTIGATION OF THE KINETICS OF THE NITRATION OF THIOPHENE DERIVATIVES". . p. 127 - 130. Retrieved 1982.
• 2、 Seed,Toyne,Goodby,Hird. "Synthesis, transition temperatures, and optical properties of various 2,6-disubstituted naphthalenes and related 1-benzothiophenes with butylsulfanyl and cyano or isothiocyanato terminal groups". . p. 2069 - 2080. Retrieved 2007/10/03.
• 3、 -. "Naphthyl organic compounds". . . Retrieved 2008/06/13.