2-(3-Cyano-4,5,5-trimethylfuran-2-ylidene)propanedinitrile

Base Information

• Chemical Name: 2-(3-Cyano-4,5,5-trimethylfuran-2-ylidene)propanedinitrile
• CAS No.: 171082-32-9
• Molecular Formula: C11H9N3O
• Molecular Weight: 199.212
• DSSTox Substance ID: DTXSID60433759
• Nikkaji Number: J679.689C
• Wikidata: Q82247974
• ChEMBL ID: CHEMBL1914584
• Mol file: 171082-32-9.mol

Synonyms:171082-32-9;2-(3-cyano-4,5,5-trimethylfuran-2-ylidene)propanedinitrile;2-(3-Cyano-4,5,5-trimethylfuran-2(5H)-ylidene)malononitrile;Propanedinitrile, (3-cyano-4,5,5-trimethyl-2(5H)-furanylidene)-;CHEMBL1914584;2-[3-Cyano-4,5,5-trimethylfuran-2(5H)-ylidene]malononitrile;2-(3-cyano-4,5,5-trimethyl-2(5H)-furanylidene)propanedinitrile;2-(3-cyano-4,5,5-trimethyl-2(5H)-furanylidene]propanedinitrile;2-(3-cyano-4,5,5-trimethyl-5H-furan-2-ylidene)malononitrile;SCHEMBL404983;LCZC1700;DTXSID60433759;FLMBQNOAWLPZPJ-UHFFFAOYSA-N;BCP32004;BDBM50357195;MFCD29086918;AS-76124;CS-0129090;FT-0700827;FT-0700830;FT-0700831;FT-0700832;D95579;2-(3-cyano-4,5,5-trimethyl-2(5H)-furanylidene)malononitrile;2-(3-cyano-4,5,5-trimethyl-5H-furan-2-ylidene)-malononitrile;2-dicyanomethylene-3-cyano-4,5,5-trimethyl-2,5-dihydrofuran;3-cyano-2-dicyanomethylen-4,5,5-trimethyl-2,5-dihydrofuran;2-(3-cyano-4,5,5-trimethyl-2(5H)-furanylidene) propanedinitrile;2-(3-cyano-4,5,5-trimethyl-2,5-dihydrofuran-2-ylidene)propanedinitrile

Chemical Property of 2-(3-Cyano-4,5,5-trimethylfuran-2-ylidene)propanedinitrile

Chemical Property:

• XLogP3: 0.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 199.074561919
• Heavy Atom Count: 15
• Complexity: 504

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=C(C#N)C#N)OC1(C)C)C#N

Technology Process of 2-(3-Cyano-4,5,5-trimethylfuran-2-ylidene)propanedinitrile

There total 8 articles about 2-(3-Cyano-4,5,5-trimethylfuran-2-ylidene)propanedinitrile 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: 91.0%

3-Hydroxy-3-methyl-2-butanone (115-22-0) + malononitrile (109-77-3) → 2-dicyanomethylidene-3-cyano-4,5,5-trimethyl-2,5-dihydrofuran (171082-32-9)

Guidance literature:

With magnesium ethylate; In ethanol; at 60 ℃; for 8h;

DOI:10.1080/00397910500522066

Reference yield: 65.0%

3-Hydroxy-3-methyl-2-butanone (115-22-0) + malononitrile (109-77-3) → 2-dicyanomethylidene-3-cyano-4,5,5-trimethyl-2,5-dihydrofuran (171082-32-9) + 2-imino-4,5,5-trimethyl-2,5-dihydrofuran-3-carbonitrile (364599-35-9)

Guidance literature:

In ethanol; at 20 ℃;

DOI:10.1134/S1070428009120240

Reference yield: 34.0%

3-Hydroxy-3-methyl-2-butanone (115-22-0) + C6H5N3 → 2-dicyanomethylidene-3-cyano-4,5,5-trimethyl-2,5-dihydrofuran (171082-32-9)

Guidance literature:

With sodium ethanolate; In ethanol; for 24h;

upstream raw materials:

3-Hydroxy-3-methyl-2-butanone

malononitrile

magnesium ethylate

2-methyl-but-3-yn-2-ol

Downstream raw materials:

2-{3-cyano-4-[2-(4-{hexadecyl-[12-(4-hexadecyl-2,5-diiodo-phenyl)-dodecyl]-amino}-phenyl)-vinyl]-5,5-dimethyl-5H-furan-2-ylidene}-malononitrile

{4-[(3-acetanilidomethylene)-2-chloro-1-cyclohexen-1-yl]-(E)-ethenyl-3-cyano-5,5-dimethyl-2(5H)-furanylidene}-propanedinitrile

N-[2-(4-cyano-5-dicyanomethylene-2,2-dimethyl-2,5-dihydrofuran-3-yl)vinyl]-N-phenylacetamide

2-{3-cyano-4-[6-(N-formylanilino)-trans,trans-1,3,5-hexatrienyl]-5,5-dimethyl-2,5-dihydrofuran-2-ylidene}propanedinitrile