2-Nitrothiophene

Base Information

• Chemical Name: 2-Nitrothiophene
• CAS No.: 609-40-5
• Molecular Formula: C4H3NO2S
• Molecular Weight: 129.139
• Hs Code.: 29349990
• European Community (EC) Number: 210-190-9
• NSC Number: 5371
• DSSTox Substance ID: DTXSID9060570
• Nikkaji Number: J1.657H
• Wikidata: Q27452741
• Mol file: 609-40-5.mol

Synonyms:Thiophene, 2-nitro-;2-Nitrothiophene 85%;2-Nitro thiophene;

Chemical Property of 2-Nitrothiophene

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 0.136mmHg at 25°C
• Melting Point: 43-45 °C(lit.)
• Refractive Index: 1.603
• Boiling Point: 224.5 °C at 760 mmHg
• Flash Point: 93.9 °C
• PSA: 74.06000
• Density: 1.422 g/cm³
• LogP: 2.17950
• Storage Temp.: Keep Cold
• Sensitive.: Light Sensitive
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 128.98844951
• Heavy Atom Count: 8
• Complexity: 101

Purity/Quality:

99% ^*data from raw suppliers

2-Nitrothiophene(TechnicalGrade) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 68-36/37/38-20/21/22
• Safety Statements: 24/25-36-26-36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CSC(=C1)[N+](=O)[O-]
• Uses: 2-Nitrothiophene is a useful compound in the synthesis of thiophene containing compounds.

Technology Process of 2-Nitrothiophene

There total 15 articles about 2-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: 88.0%

thiophene (188290-36-0,8014-23-1,25233-34-5) → 2-nitrothiophene (609-40-5)

Guidance literature:

With Vilsmeier reagent; potassium nitrate; In neat (no solvent); at 100 ℃; under 1500.15 Torr; Reagent/catalyst; Temperature; Microwave irradiation;

DOI:10.1080/15533174.2012.752395

Reference yield: 76.0%

2-thienyl lithium (2786-07-4) → 2-nitrothiophene (609-40-5)

Guidance literature:

With dinitrogen tetraoxide; In tetrahydrofuran; -190 deg C -> room temperature;

DOI:10.1021/ja963658e

Reference yield: 58.0%

2-bromo-5-nitrothiophene (13195-50-1,76216-72-3) → 2-nitrothiophene (609-40-5) + 2,2'-dinitro-5,5'-dithienyl (41085-77-2)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; palladium diacetate; In toluene; at 105 ℃; for 5h;

DOI:10.1016/S0040-4039(98)02538-6

upstream raw materials:

thiophene

nitro acetate

2-bromo-5-nitrothiophene

2-iodo-5-nitrothiophene

Downstream raw materials:

2-bromo-5-nitrothiophene

2,4-dinitrothiophene

2,5-dinitrothiophene

phenyl (2-nitro-3-thienyl)methanesulfonate

Refernces

• 1、 Sriram, Y. Hemanth,Fatima, Touheeth,Rajanna,Kumar, M. Satish,Raju, R. Madhusudan. "Potassium Periodate/NaNO2/KHSO4-Mediated Nitration of Aromatic Compounds and Kinetic Study of Nitration of Phenols in Aqueous Acetonitrile". supporting information. p. 622 - 632. Retrieved 2017/06/30.
• 2、 Kumar, M. Satish,Reddy, K. Rajendar,Rajanna,Venkanna,Krishnaiah. "Oxalylchloride/DMF as an efficient reagent for nitration of aromatic compounds and nitro decarboxylation of cinnamic acids in presence of KNO 3 or NaNO2 under conventional and nonconventional conditions". . p. 977 - 983. Retrieved 2013/06/05.