4,5-Diaminophthalonitrile

Base Information

• Chemical Name: 4,5-Diaminophthalonitrile
• CAS No.: 129365-93-1
• Molecular Formula: C8H6N4
• Molecular Weight: 158.162
• Hs Code.: 2926909090
• European Community (EC) Number: 694-525-8
• DSSTox Substance ID: DTXSID00350279
• Nikkaji Number: J2.584.274J
• Wikidata: Q72462648
• Mol file: 129365-93-1.mol

Synonyms:4,5-Diaminophthalonitrile;129365-93-1;4,5-diaminobenzene-1,2-dicarbonitrile;1,2-Benzenedicarbonitrile, 4,5-diamino-;4,5-diamino-1,2-Benzenedicarbonitrile;1,2-Diamino-4,5-dicyanobenzene;1,2-Benzenedicarbonitrile,4,5-diamino-;MFCD02376082;1,2-Benzenedicarbonitrile, 4,5-diamino-;4,5-Diamino-1,2- benzenedicarbonitrile;4,5-Diamino-phthalonitrile;4,5-diaminophthalodinitrile;YSWG954;SCHEMBL240599;DTXSID00350279;4,5-Diaminophthalonitrile, 95%;STK661910;AKOS003646732;1,2-Diaminobenzene-4,5-dicarbonitrile;CS-W006730;FD13127;SB76000;DS-16756;SY051194;4,5-DIAMINO-2-CYANOPHENYL CYANIDE;D4329;FT-0686789;EN300-303336;A854641

Chemical Property of 4,5-Diaminophthalonitrile

Chemical Property:

• Melting Point: 264°C(lit.)
• Boiling Point: 511.5±50.0 °C(Predicted)
• PKA: -0.22±0.10(Predicted)
• PSA: 99.62000
• Density: 1.35±0.1 g/cm3(Predicted)
• LogP: 1.75676
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 0
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 158.059246208
• Heavy Atom Count: 12
• Complexity: 227

Purity/Quality:

99.3% ^*data from raw suppliers

4,5-Diaminophthalonitrile ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T
• Statements: 20/21-25-36/37/38
• Safety Statements: 26-36/37-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C(=CC(=C1N)N)C#N)C#N

Technology Process of 4,5-Diaminophthalonitrile

There total 15 articles about 4,5-Diaminophthalonitrile 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: 95.0%

5-amino-5-nitrophthalodinitrile (79319-38-3) → 4,5-diaminophthalonitrile (129365-93-1)

Guidance literature:

With hydrogenchloride; tin(ll) chloride; at 70 ℃; for 0.333333h;

Reference yield: 72.0%

copper(l) cyanide + 4,5-di-iodo-o-phenylenediamine (76179-43-6) → 4,5-diaminophthalonitrile (129365-93-1)

Guidance literature:

In 1-methyl-pyrrolidin-2-one;

DOI:10.1111/j.1751-1097.2009.00647.x

Reference yield: 70.0%

benzo[c]-[1,2,5]thiadiazole-5,6-dicarbonitrile (54512-79-7) → 4,5-diaminophthalonitrile (129365-93-1)

Guidance literature:

With iron; In acetic acid; for 0.5h; Reflux;

DOI:10.1002/asia.201300895

upstream raw materials:

5-amino-5-nitrophthalodinitrile

copper(I) cyanide

4,5-dibromo-1,2-diaminobenzene

4,5-di-iodo-o-phenylenediamine

Downstream raw materials:

2-(4-iodo-phenyl)-1H-benzoimidazole-5,6-dicarbonitrile

2-(4-fluorophenyl)-1H-benzimidazole-5,6-dicarbonitrile

2-(4-(4-Allylhepta-1,6-dien-4-yl)phenyl)-5,6-dicyanobenzimidazole

C₁₇H₈N₄

Refernces

• 1、 Burmester, Christian,Faust, Ruediger. "A reliable route to 1,2-diamino-4,5-phthalodinitrile". . p. 1179 - 1181. Retrieved 2008.
• 2、 Rusanova, Julia,Pilkington, Melanie,Decurtins, Silvio. "A novel fully conjugated phenanthroline-appended phthalocyanine: Synthesis and characterisation". . p. 2236 - 2237. Retrieved 2002.
• 3、 Zimcik, Petr,Miletin, Miroslav,Radilova, Hana,Novakova, Veronika,Kopecky, Kamil,Svec, Jaroslav,Rudolf, Emil. "Synthesis, properties and in vitro photodynamic activity of water-soluble azaphthalocyanines and azanaphthalocyanines". scheme or table. p. 168 - 175. Retrieved 2010/04/04.