(E)-5-nitrothiophene-2-carbaldehyde oxime

Base Information

• Chemical Name: (E)-5-nitrothiophene-2-carbaldehyde oxime
• CAS No.: 6030-18-8
• Molecular Formula: C5H4N2O3S
• Molecular Weight: 172.1619
• NSC Number: 511998
• Mol file: 6030-18-8.mol

Synonyms:5-nitro-2-thiophenecarbaldehyde oxime;104416-19-5;(E)-5-nitrothiophene-2-carbaldehyde oxime;NSC511998;6030-18-8;SCHEMBL4887343;CCG-43015;STK027280;AKOS000487531;NSC-511998;NCGC00341665-01;VU0510756-1;AB01333874-02;(E)-N-hydroxy-1-(5-nitrothiophen-2-yl)methanimine;SR-01000632969-1;F3146-2989

Chemical Property of (E)-5-nitrothiophene-2-carbaldehyde oxime

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 313.7°Cat760mmHg
• Flash Point: 143.5°C
• Density: 1.61g/cm³
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 171.99426317
• Heavy Atom Count: 11
• Complexity: 179

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(SC(=C1)[N+](=O)[O-])C=NO
• Isomeric SMILES: C1=C(SC(=C1)[N+](=O)[O-])/C=N/O

Technology Process of (E)-5-nitrothiophene-2-carbaldehyde oxime

There total 1 articles about (E)-5-nitrothiophene-2-carbaldehyde oxime 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: 98.0%

5-nitro-2-thiophenecarboxaldehyde (4521-33-9) → 5-nitrothiophene-2-carbaldehyde oxime (6030-18-8)

Guidance literature:

With hydroxylamine hydrochloride; potassium carbonate; In water; Reflux;

DOI:10.2174/1570180816666181227115738

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: 46.0%

5-nitrothiophene-2-carbaldehyde oxime (6030-18-8) + benzaldehyde (100-52-7) → 3-(5-nitro-2-thienyl)-5-phenyl-1,4,2-dioxazole (1222194-50-4)

Guidance literature:

With sodium hypochlorite; triethylamine; In dichloromethane; water; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1016/j.ejmech.2009.12.051

upstream raw materials:

5-nitro-2-thiophenecarboxaldehyde

Downstream raw materials:

3-(5-nitro-2-thienyl)-5-phenyl-1,4,2-dioxazole

5-(4-chloro phenyl)-5-methyl-3-(5-nitro-2-thienyl)-1,4,2-dioxazole

2-[3-(5-nitro-2-thienyl)-1,4,2dioxazol-5-yl]phenol

5-methyl-3-(5-nitro-2-thienyl)-5-phenyl-[1,4,2]dioxazole

Refernces

• 1、 Calixto, Stephane Lima,Carvalho, Guilherme da Silva Louren?o,Coimbra, Elaine Soares,Granato, Juliana da Trindade,Louren?o, Maria Cristina da Silva,Wardell, James,da Costa, Cristiane Fran?a,de Souza, Marcus Vinicius Nora. "Synthesis and SAR study of simple aryl oximes and nitrofuranyl derivatives with potent activity against Mycobacterium tuberculosis". . p. 12 - 20. Retrieved 2020/02/06.
• 2、 Irfan, Iram,Sawangjaroen, Nongyao,Bhat, Abdul R.,Azam, Amir. "New dioxazole derivatives: Synthesis and effects on the growth of Entamoeba histolytica and Giardia intestinalis". experimental part. p. 1648 - 1653. Retrieved 2010/05/18.