2-(Thiophen-2-ylmethylene)malononitrile

Base Information

• Chemical Name: 2-(Thiophen-2-ylmethylene)malononitrile
• CAS No.: 28162-32-5
• Molecular Formula: C8H4 N2 S
• Molecular Weight: 160.199
• Hs Code.: 2934999090
• NSC Number: 659144,506471
• UNII: 4UV12O1HY0
• DSSTox Substance ID: DTXSID10182427
• Nikkaji Number: J147.661K
• Mol file: 28162-32-5.mol

Synonyms:28162-32-5;2-(thiophen-2-ylmethylene)malononitrile;2-(2-Thienylmethylene)malononitrile;2-(thiophen-2-ylmethylidene)propanedinitrile;(2-thienylmethylene)malononitrile;MALONONITRILE, (2-THIENYLMETHYLENE)-;2-Thienylmethylenemalononitrile;2-Thiophenemethylenemalononitrile;(2-thienylmethylene)methane-1,1-dicarbonitrile;NSC 506471;4UV12O1HY0;2-(Thiophen-2-yl)malononitrile;NSC659144;2-(2-thienylmethylene)propanedinitrile;NSC-506471;NSC-659144;propanedinitrile, (2-thienylmethylene)-;2-[(thiophen-2-yl)methylidene]propanedinitrile;NSC506471;(thiophen-2-ylmethylidene)propanedinitrile;UNII-4UV12O1HY0;SCHEMBL1172997;DTXSID10182427;(2-thienyl)methylidenemalononitrile;EM-464;MFCD00114006;STK061162;2-(2-thienylmethylidene)malononitrile;AKOS000281437;2-thiophene-2-ylmethylene malononitrile;MALONONITRILE, (2-THENYLIDENE)-;LS-89009;(2-THIENYLMETHYLENE)PROPANEDINITRILE;THIOPHENE, 2-(2,2-DICYANOVINYL)-;1,1-DICYANO-2-(THIEN-2-YL)ETHENE;CS-0155522;FT-0680592;2-(thiophen-2-yl-methylene)-propanedinitrile;C74452;2-((THIOPHEN-2-YL)METHYLENE)MALONONITRILE;7T-0099;PROPANEDINITRILE, 2-(2-THIENYLMETHYLENE)-;J-506632;F0192-0846

Chemical Property of 2-(Thiophen-2-ylmethylene)malononitrile

Chemical Property:

• Vapor Pressure: 0.000672mmHg at 25°C
• Melting Point: 91 °C
• Boiling Point: 308.6°C at 760 mmHg
• Flash Point: 140.5°C
• PSA: 75.82000
• Density: 1.302g/cm³
• LogP: 2.17866
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 160.00951931
• Heavy Atom Count: 11
• Complexity: 244

Purity/Quality:

99% ^*data from raw suppliers

2-(2-Thienylmethylene)malononitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CSC(=C1)C=C(C#N)C#N

Technology Process of 2-(Thiophen-2-ylmethylene)malononitrile

There total 8 articles about 2-(Thiophen-2-ylmethylene)malononitrile 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: 39.0%

thiophene-2-carbaldehyde (98-03-3) + Dodecanal (112-54-9) + malononitrile (109-77-3) → (E)-2-(dodec-1-en-1-yl)thiophene + C22H27N3S + 2-(2-thienyl)-1-cyanoacrylonitrile (28162-32-5)

Guidance literature:

thiophene-2-carbaldehyde; Dodecanal; malononitrile; With acetic acid; In acetonitrile; for 0.166667h;

With ammonium acetate; In acetonitrile; at 80 ℃; for 8h;

DOI:10.1016/j.tetlet.2013.01.008

Reference yield:

2-cyano-3-thiophen-2-yl-thioacrylamide (39145-35-2) → 2-(2-thienyl)-1-cyanoacrylonitrile (28162-32-5) + C18H18N4O2S + (E)-2-(4-Methyl-5-phenylazo-thiazol-2-yl)-3-thiophen-2-yl-acrylonitrile

Guidance literature:

With sodium hydroxide; 1-(N-phenylhydrazono)-1-chloropropanone; In ethanol; Ambient temperature;

DOI:10.1080/10426509808032458

Reference yield:

2-cyano-3-thiophen-2-yl-thioacrylamide (39145-35-2) → 2-(2-thienyl)-1-cyanoacrylonitrile (28162-32-5) + bis-1-<1-(4-methyl)phenylhydrazono-2-oxo>propyl sulfide + 2-(4-methyl-5-p-tolylazo-thiazol-2-yl)-3-thiophen-2-yl-acrylonitrile

Guidance literature:

With sodium hydroxide; In ethanol; Ambient temperature;

DOI:10.1080/10426509808032458

upstream raw materials:

2-cyano-3-thiophen-2-yl-thioacrylamide

1-(N-phenylhydrazono)-1-chloropropanone

2-(2-phenylhydrazono)-2-chloro-1-phenylethanone

thiophene-2-carbaldehyde

Downstream raw materials:

1-cyano-2-(1-thiophenyl)-benzene

2-amino-3-cyano-4,6-di-(2'-thienyl)-pyridine

4-thenylidene-2-thioxoimidazolidin-5-one

5-<2-thienylmethylene>-2,4,6 (1H,3H,5H)pyrimidinetrione

Refernces

• 1、 Zohdi, Hussein F.,Rateb, Nora M.,Abdelhamid, Abdou O.. "Reactions with hydrazonoyl halides XIX1: Synthesis of some pyrazole and 5-arylazothiazole derivatives". . p. 103 - 117. Retrieved 2007/10/03.