Fumaronitrile

Base Information

• Chemical Name: Fumaronitrile
• CAS No.: 764-42-1
• Molecular Formula: C4H2N2
• Molecular Weight: 78.0733
• Hs Code.: 29269090
• European Community (EC) Number: 212-122-3
• NSC Number: 17555
• UN Number: 3439
• DSSTox Substance ID: DTXSID7025342
• Nikkaji Number: J35.154G,J707.802A
• Wikidata: Q72468576
• ChEMBL ID: CHEMBL1451833
• Mol file: 764-42-1.mol

Synonyms:fumarodinitrile;fumaronitrile

Chemical Property of Fumaronitrile

Chemical Property:

• Appearance/Colour: brown crystalline solid
• Vapor Pressure: 0.635mmHg at 25°C
• Melting Point: 93-95 °C(lit.)
• Refractive Index: 1.4920 (589.3 nm 20℃)
• Boiling Point: 187.3 °C at 760 mmHg
• Flash Point: 82.6 °C
• PSA: 47.58000
• Density: 1.041 g/cm³
• LogP: 0.58976
• Storage Temp.: 2-8°C
• Solubility.: ethanol: soluble50 (mg/mL; colorless to yellow)
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 78.021798072
• Heavy Atom Count: 6
• Complexity: 119
• Transport DOT Label: Poison

Purity/Quality:

99% ^*data from raw suppliers

Fumaronitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 23/25
• Safety Statements: 36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Nitriles
• Canonical SMILES: C(=CC#N)C#N
• Isomeric SMILES: C(=C/C#N)\C#N

Technology Process of Fumaronitrile

There total 70 articles about Fumaronitrile 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: 86.0%

cyanomethylene triphenylphosphorane (16640-68-9) → triphenylphosphine sulfide (3878-45-3) + 1,2-Dicyanoethylene (764-42-1)

Guidance literature:

With sulfur; In toluene; for 3h; Heating;

DOI:10.1246/bcsj.61.4323

Reference yield: 64.0%

acrylonitrile (107-13-1,25014-41-9) → 1,2-Dicyanoethylene (764-42-1)

Guidance literature:

With 1-ethenyl-4-methylbenzene; 3-butyl-1-methyl-1H-imidazol-3-ium hexafluorophosphate; Grubbs-type ruthenium; at 50 ℃; for 12h;

DOI:10.1016/j.tetlet.2006.02.114

Reference yield: 54.5%

cyanomethylene triphenylphosphorane (16640-68-9) → Triphenylphosphine selenide (3878-44-2) + 1,2-Dicyanoethylene (764-42-1)

Guidance literature:

With selenium; In toluene; for 3h; Heating;

DOI:10.1016/S0040-4039(00)96936-3

upstream raw materials:

fumaramide

7-oxabicyclo[2.2.1]hept-5-en-2,3-dicarbonitrile

sodium cyanide

2-Chloroacrylonitrile

Downstream raw materials:

morpholino-succinonitrile

hydrogen cyanide

fumaramide

bicyclo<2.2.1>hept-5,6-ene-2α,3β-dicarbonitrile

Refernces

• 1、 Guo, Yingying,Song, Shuaishuai,Zheng, Ya,Li, Renjie,Peng, Tianyou. "Synthesis and characterization of an A2BC type phthalocyanine and its visible-light-responsive photocatalytic H2 production performance on graphitic carbon nitride". supporting information. p. 14071 - 14079. Retrieved 2016/11/05.
• 2、 -. "PROCESS FOR PRODUCING ISOTHIAZOLE DERIVATIVE". Page/Page column 6-7. . Retrieved 2012/03/10.