Benzoic acid, 4-(2,2-dicyanoethenyl)-

Base Information

• Chemical Name: Benzoic acid, 4-(2,2-dicyanoethenyl)-
• CAS No.: 15725-53-8
• Molecular Formula: C11H6N2O2
• Molecular Weight: 198.181
• DSSTox Substance ID: DTXSID50416172
• Nikkaji Number: J650.166D
• ChEMBL ID: CHEMBL78174
• Mol file: 15725-53-8.mol

Synonyms:4-(2,2-dicyanoeth-1-en-1-yl)benzoic acid;Benzoic acid, 4-(2,2-dicyanoethenyl)-;benzylidenemalononitrile (BMN) deriv. 12;15725-53-8;Oprea1_449829;CHEMBL78174;BDBM4328;SCHEMBL4910902;DTXSID50416172;4-(2,2-Dicyanovinyl)benzoic acid;AKOS002951404

Chemical Property of Benzoic acid, 4-(2,2-dicyanoethenyl)-

Chemical Property:

• Melting Point: 190 °C
• Boiling Point: 431.1±35.0 °C(Predicted)
• PSA: 84.88000
• Density: 1.357±0.06 g/cm3(Predicted)
• LogP: 1.81536
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 198.042927438
• Heavy Atom Count: 15
• Complexity: 354

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C=C(C#N)C#N)C(=O)O

Technology Process of Benzoic acid, 4-(2,2-dicyanoethenyl)-

There total 2 articles about Benzoic acid, 4-(2,2-dicyanoethenyl)- 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: 99.0%

4-Carboxybenzaldehyde (619-66-9) + malononitrile (109-77-3) → (4-carboxybenzylidene)malononitrile (15725-53-8)

Guidance literature:

With activated microporous polyurethane material with BET surface area of 312 m² g^-1; In tetrahydrofuran; at 50 ℃; for 14h; Catalytic behavior;

DOI:10.1039/c6cc02578a

Reference yield:

→ (4-carboxybenzylidene)malononitrile (15725-53-8)

Guidance literature:

4-Carboxy-benzaldehyd in A., Malonsaeure-dinitril, Piperidin;

DOI:10.1139/v67-166

Reference yield: 93.0%

(4-carboxybenzylidene)malononitrile (15725-53-8) → 4-(3,3-dicyanooxiran-2-yl)benzoic acid

Guidance literature:

With pyrene-1,6-dione; oxygen; isopropyl alcohol; at 20 ℃; Irradiation; Green chemistry;

DOI:10.1039/c9gc03152a

upstream raw materials:

4-Carboxybenzaldehyde

malononitrile

Downstream raw materials:

4-(6-amino-3,5-dicyano-2-thioxo-1,2-dihydro-pyridin-4-yl)-benzoic acid

C₁₆H₁₂N₂O₂