4-Aminophthalonitrile

Base Information

• Chemical Name: 4-Aminophthalonitrile
• CAS No.: 56765-79-8
• Molecular Formula: C8H5N3
• Molecular Weight: 143.148
• Hs Code.: 29269090
• European Community (EC) Number: 260-370-6
• NSC Number: 309814
• DSSTox Substance ID: DTXSID0069127
• Nikkaji Number: J254.869K
• Wikidata: Q72441013
• Mol file: 56765-79-8.mol

Synonyms:4-Aminophthalonitrile;56765-79-8;3,4-Dicyanoaniline;4-aminobenzene-1,2-dicarbonitrile;1,2-Benzenedicarbonitrile, 4-amino-;MFCD00041741;EINECS 260-370-6;4-Amino-1,2-benzenedicarbonitrile;NSC309814;4-Amino-phthalonitril;4-amino-phthalonitrile;4-Aminophthalonitrile, 98%;SCHEMBL204121;DTXSID0069127;AMY17995;AC1886;AKOS006221424;NSC 309814;NSC-309814;AC-19042;AS-15656;SY010539;A1166;FT-0614265;4-Aminophthalonitrile, 98% (UN # 3276);EN300-82112;W-105504

Chemical Property of 4-Aminophthalonitrile

Chemical Property:

• Appearance/Colour: orange crystalline powder.
• Vapor Pressure: 4.34E-07mmHg at 25°C
• Melting Point: 179-181 °C(lit.)
• Refractive Index: 1.612
• Boiling Point: 414.8 °C at 760 mmHg
• PKA: -0.09±0.10(Predicted)
• Flash Point: 204.7 °C
• PSA: 73.60000
• Density: 1.26 g/cm³
• LogP: 1.59336
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: soluble in Methanol
• Water Solubility.: Insoluble
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 143.048347172
• Heavy Atom Count: 11
• Complexity: 228

Purity/Quality:

99.9% ^*data from raw suppliers

4-Aminophthalonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T, Xi
• Hazard Codes: T,Xi
• Statements: 24/25-36/37/38-25-24
• Safety Statements: 45-36/37-28A-22-36-26

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 4-Aminophthalonitrile

There total 20 articles about 4-Aminophthalonitrile 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-Nitrophthalonitrile (31643-49-9) → 3,4-dicyanoaniline (56765-79-8)

Guidance literature:

With sodium tetrahydroborate; In methanol; water; at 20 ℃; for 0.0125h; chemoselective reaction; Sealed tube; Green chemistry;

DOI:10.1039/c5nj01492a

Reference yield: 97.0%

→ 3,4-dicyanoaniline (56765-79-8)

Guidance literature:

In methanol; water; at 20 ℃; for 0.0833333h;

With ammonia borane; In methanol; water; at 20 ℃;

Reference yield: 91.0%

zinc(II) cyanide (557-21-1) + 3,4-dibromoaniline (615-55-4) → 3,4-dicyanoaniline (56765-79-8)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; polymethylhydroxysilane; In N,N-dimethyl acetamide; at 110 ℃; for 2h;

DOI:10.1055/s-2008-1078269

upstream raw materials:

4-Nitrophthalonitrile

4-nitrophthalic acid

4-nitrophthalic amide

4-nitrophthalic acid chloride

Downstream raw materials:

4-(4-Nitro-2,6-bis-trifluoromethyl-phenylamino)-phthalonitrile

3,4-dicyanosulfonanilide

N-(3,4-Dicyano-phenyl)-2,4-dioxo-4-phenyl-butyramide

N-(3,4-Dicyano-phenyl)-4-(4-methoxy-phenyl)-2,4-dioxo-butyramide

Refernces

• 1、 Takamatsu, Masayuki,Fukase, Koichi,Tanaka, Katsunori. "Bio-inspired domino reduction of nitroarenes by acrolein-amine conjugates in one-pot operation". . p. 811 - 813. Retrieved 2017.
• 2、 Dubbert, Justin,H?ing, Alexander,Knauer, Shirley K.,Riek, Nathalie,Voskuhl, Jens. "Supramolecular subphthalocyanine complexes-cellular uptake and phototoxicity". . p. 7653 - 7656. Retrieved 2020.
• 3、 -. "Porphyrin phthalocyanine covalent bifunctional graphene nonlinear nano hybrid material and preparation method thereof". Paragraph 0048; 0053; 0054. . Retrieved 2021/10/02.
• 4、 Chen, Yanli,Gao, Wen,Kong, Xia,Li, Xiyou,Liu, Qi,Liu, Xue,Shen, Jingshun,Sun, Qiqi,Xing, Chuanwang,Zhang, Yuexing. "A high-performance photoelectrochemical sensor for the specific detection of H2O2and glucose based on an organic conjugated microporous polymer". supporting information. p. 26216 - 26225. Retrieved 2021/12/13.