2-(1-(Thiophen-2-yl)ethylidene)malononitrile

Base Information

• Chemical Name: 2-(1-(Thiophen-2-yl)ethylidene)malononitrile
• CAS No.: 10432-44-7
• Molecular Formula: C9H6N2S
• Molecular Weight: 174.226
• Hs Code.: 2934999090
• European Community (EC) Number: 667-759-3
• NSC Number: 98302
• DSSTox Substance ID: DTXSID10294812
• Nikkaji Number: J271.373J
• Mol file: 10432-44-7.mol

Synonyms:10432-44-7;2-(1-(Thiophen-2-yl)ethylidene)malononitrile;2-[1-(2-thienyl)ethylidene]malononitrile;2-(1-thiophen-2-ylethylidene)propanedinitrile;2-[1-(thiophen-2-yl)ethylidene]propanedinitrile;thienylethylidenemalononitrile;NSC98302;Propanedinitrile,2-[1-(2-thienyl)ethylidene]-;NCIOpen2_001815;SCHEMBL5329087;DTXSID10294812;MFCD00184599;NSC-98302;AKOS002663340;[1-(2-thienyl)ethylidene]propanedi-nitrile;CS-0155170;FT-0680661;[1-(Thiophen-2-yl)ethylidene]propanedinitrile;2-(1-thiophen-2-yl-ethylidene)-malononitrile;C71176;8R-0307;J-505280

Chemical Property of 2-(1-(Thiophen-2-yl)ethylidene)malononitrile

Chemical Property:

• Vapor Pressure: 0.00144mmHg at 25°C
• Melting Point: 88-90 °C
• Refractive Index: 1.588
• Boiling Point: 296.3 °C at 760 mmHg
• Flash Point: 133 °C
• PSA: 75.82000
• Density: 1.219 g/cm³
• LogP: 2.56876
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 174.02516937
• Heavy Atom Count: 12
• Complexity: 281

Purity/Quality:

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

2-(1-(Thiophen-2-yl)ethylidene)malononitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=C(C#N)C#N)C1=CC=CS1

Technology Process of 2-(1-(Thiophen-2-yl)ethylidene)malononitrile

There total 2 articles about 2-(1-(Thiophen-2-yl)ethylidene)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: 74.0%

2-Acetylthiophene (88-15-3,97511-16-5) + malononitrile (109-77-3) → 2-[1-(thiophen-2-yl)ethylidene]malononitrile (10432-44-7)

Guidance literature:

With morpholine; In ethanol; for 3h; Reflux;

DOI:10.1515/hc-2013-0197

Reference yield:

→ 2-[1-(thiophen-2-yl)ethylidene]malononitrile (10432-44-7)

Guidance literature:

Methyl-(2-thienyl)-keton, Malonsaeuredinitril;

DOI:10.1021/jo00900a037

Reference yield: 94.0%

2-[1-(thiophen-2-yl)ethylidene]malononitrile (10432-44-7) + 2-thiocresol (137-06-4) → 7-(o-tolylthio)-5-amino-1,2-dihydro-2-methyl-2,4-di(thiophen-2-yl)-1,6-naphthyridine-8-carbonitrile

Guidance literature:

With zinc titanate; cetyltrimethylammonim bromide; In water; at 100 ℃; for 8h; Green chemistry;

DOI:10.1002/cplu.201402405

upstream raw materials:

2-Acetylthiophene

malononitrile

Downstream raw materials:

1-amino-2-nitro-3-phenyl-5-(2'-thienyl)-6-benzenecarbonitrile

2-amino-4,6-di(thiophen-2-yl)isophthalonitrile

2-Amino-4-benzo[1,3]dioxol-5-yl-6-thiophen-2-yl-isophthalonitrile

2-[(Z)-3-(1,5-Dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)-1-thiophen-2-yl-allylidene]-malononitrile

Refernces

• 1、 Attaryan, H. S.,Hakobyan, R. M.,Hayotsyan, S. S.,Melikyan, G. S.. "Synthesis of Substituted 4-(Thiophen-2-yl)nicotinonitriles". . p. 356 - 360. Retrieved 2020.
• 2、 Althagafi, Ismail,Elagamy, Amr,Kumar, Abhinav,Pratap, Ramendra,Shally,Shaw, Ranjay. "A [5 + 1] annulation strategy for the synthesis of multifunctional biaryls and: P -teraryls from 1,6-Michael acceptor ketene dithioacetals". . p. 6407 - 6417. Retrieved 2020/09/07.