5-Nitrothiophene-2-carbonitrile

Base Information

• Chemical Name: 5-Nitrothiophene-2-carbonitrile
• CAS No.: 16689-02-4
• Molecular Formula: C5H2N2O2S
• Molecular Weight: 154.149
• Hs Code.: 29349990
• Mol file: 16689-02-4.mol

Synonyms:5-Nitro-2-cyanothiophene;5-Nitro-2-thiophenecarbonitrile;2-Cyano-5-nitrothiophene;2-Nitro-5-cyanothiophene;

Chemical Property of 5-Nitrothiophene-2-carbonitrile

Chemical Property:

• Vapor Pressure: 0.00558mmHg at 25°C
• Melting Point: 42-46 °C
• Refractive Index: 1.611
• Boiling Point: 273.9 °C at 760 mmHg
• Flash Point: 119.4 °C
• PSA: 97.85000
• Density: 1.5 g/cm³
• LogP: 2.05118
• Storage Temp.: 2-8°C

Purity/Quality:

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

5-Nitrothiophene-2-carbonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-37/38-41
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-Nitrothiophene-2-carbonitrile

There total 17 articles about 5-Nitrothiophene-2-carbonitrile 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: 90.0%

5-nitrothiophene-2-aldoxime (104416-19-5) → 5-nitro-2-thienyl cyanide (16689-02-4)

Guidance literature:

5-nitrothiophene-2-aldoxime; With 2-chloro-1-methyl-pyridinium iodide; In dichloromethane; at 20 ℃; for 0.166667h;

With triethylamine; In dichloromethane; at 20 ℃; for 1.5h;

DOI:10.1081/SCC-120034158

Reference yield: 83.0%

5-nitrothiophene-2-carbaldehyde oxime (6030-18-8) → 5-nitro-2-thienyl cyanide (16689-02-4)

Guidance literature:

With (E)-ethyl 2-cyano-2-(2-nitrophenylsulfonyloxyimino)acetate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 20 ℃; Inert atmosphere;

DOI:10.1016/j.tetlet.2013.05.149

Reference yield: 76.0%

5-nitro-2-thiophenecarboxaldehyde (4521-33-9) → 5-nitro-2-thienyl cyanide (16689-02-4)

Guidance literature:

With 1-methyl-pyrrolidin-2-one; hydroxylamine hydrochloride; at 100 ℃; for 0.5h; microwave irradiation;

DOI:10.1016/S0040-4020(99)00816-9

upstream raw materials:

thiophene-2-carbonitrile

5-nitrothiophene-2-aldoxime

sodium cyanide

5-nitro-2-thienyltrimethylammonium bromide

Downstream raw materials:

(5-fluorothiophen-2-yl)formyl chloride

5-fluorothiophene-2-carboxylic acid

5-(2-methylphenyloxy)-thiophen-2-carbonitrile

5-(3-trifluoromethylphenyloxy)-thiophen-2-carbonitrile

Refernces

• 1、 Dev, Dharm,Palakurthy, Nani Babu,Kumar, Nitesh,Mandal, Bhubaneswar. "An unexpected involvement of ethyl-2-cyano-2-(hydroxyimino) acetate cleaved product in the promotion of the synthesis of nitriles from aldoximes: A mechanistic perception". supporting information. p. 4397 - 4400. Retrieved 2013/07/26.
• 2、 Garcia, M. Helena,Mendes, Paulo J.,Robalo, M. Paula,Dias, A. Rom?o,Campo, Jochen,Wenseleers, Wim,Goovaerts, Etienne. "Compromise between conjugation length and charge-transfer in nonlinear optical η5-monocyclopentadienyliron(II) complexes with substituted oligo-thiophene nitrile ligands: Synthesis, electrochemical studies and first hyperpolarizabilities". . p. 3027 - 3041. Retrieved 2008/02/02.