1,3-Dicyanobenzene

Base Information

• Chemical Name: 1,3-Dicyanobenzene
• CAS No.: 626-17-5
• Molecular Formula: C8H4N2
• Molecular Weight: 128.133
• Hs Code.: 29269020
• European Community (EC) Number: 210-933-7
• ICSC Number: 1583
• NSC Number: 87880
• UN Number: 2811,3276
• UNII: 7G36N0292W
• DSSTox Substance ID: DTXSID7027259
• Nikkaji Number: J2.092C
• Wikipedia: Isophthalonitrile
• Wikidata: Q20966059
• Metabolomics Workbench ID: 55805
• ChEMBL ID: CHEMBL3182143
• Mol file: 626-17-5.mol

Synonyms:1,3-dicyanobenzene;dicyanobenzene

Chemical Property of 1,3-Dicyanobenzene

Chemical Property:

• Appearance/Colour: off-white to light brown solid
• Vapor Pressure: 0.0411mmHg at 25°C
• Melting Point: 163-165 °C(lit.)
• Refractive Index: 1.565
• Boiling Point: 239 °C at 760 mmHg
• Flash Point: 106.4 °C
• PSA: 47.58000
• Density: 1.16 g/cm³
• LogP: 1.42996
• Storage Temp.: 2-8°C
• Solubility.: 0.7g/l
• Water Solubility.: 0.7 g/L (20 ºC)
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 128.037448136
• Heavy Atom Count: 10
• Complexity: 180
• Transport DOT Label: Poison

Purity/Quality:

99% ^*data from raw suppliers

DCB ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-20/22
• Safety Statements: 22-24/25-36/37/39-26

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Nitriles
• Canonical SMILES: C1=CC(=CC(=C1)C#N)C#N
• Inhalation Risk: Evaporation at 20 °C is negligible; a nuisance-causing concentration of airborne particles can, however, be reached quickly when dispersed, especially if powdered.
• Effects of Short Term Exposure: The substance is irritating to the eyes.
• Uses: An intermediate in the manufacture of paints, varnishes, and agricultural chemicals. 1,3-Dicyanobenzene was used in the synthesis of oxazolines and 1,3-bis-(4,4-dimethyl-2-oxazolinyl)benzene.

Technology Process of 1,3-Dicyanobenzene

There total 106 articles about 1,3-Dicyanobenzene 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: 98.0%

m-xylene (108-38-3,104809-90-7) → benzene-1,3-dicarbonitrile (626-17-5) + 3-cyanobenzamide (3441-01-8) + 3-Methylbenzonitrile (620-22-4)

Guidance literature:

With ammonia; oxygen; B_0.5CrK_0.02Mo₀₀₈₆Na₀₀₀₉P_0.007V; at 350 - 420 ℃; under 1500.15 Torr; Gas phase; Heating / reflux;

Reference yield: 98.0%

3-Cyanobenzaldehyde (24964-64-5) → benzene-1,3-dicarbonitrile (626-17-5)

Guidance literature:

With hydroxylamine hydrochloride; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine; In ethyl acetate; N,N-dimethyl-formamide; at 100 ℃;

DOI:10.1055/s-0029-1218388

Reference yield: 97.0%

Isophthalaldehyde (626-19-7) → benzene-1,3-dicarbonitrile (626-17-5)

Guidance literature:

With aluminum oxide; hydroxylamine hydrochloride; methanesulfonyl chloride; at 100 ℃; for 0.5h;

DOI:10.1016/S0040-4020(02)01417-5

upstream raw materials:

isophthalic acid

isophthalamide

isophthalodiimidic acid diethyl ester

1,3-benzenedicarboxylic acid dithioamide

Downstream raw materials:

methyl 3-cyanobenzoate

2-(trimethylsilyl)isophthalonitrile

2,4,6-Tris-trimethylsilanyl-isophthalonitrile

3-(3-cyanophenyl)-2,3-dimethyl-1-butene

Refernces

• 1、 Abe, Masahiro,Nitta, Sayasa,Miura, Erina,Kimachi, Tetsutaro,Inamoto, Kiyofumi. "Nitrile Synthesis via Desulfonylative-Smiles Rearrangement". . p. 4460 - 4467. Retrieved 2022/03/15.
• 2、 Jeon, Yukwon,Lee, Chanmin,Lee, Gicheon,Kwon, Ohchan,Kim, Jinsol,Park, Sang Sun,Oh, Kyeongseok,Shul, Yong-Gun. "Thermally stable imidazole/heteropoly acid composite as a heterogeneous catalyst for m-xylene ammoxidation". . p. 287 - 302. Retrieved 2021/02/02.