4-Methylphthalonitrile

Base Information

• Chemical Name: 4-Methylphthalonitrile
• CAS No.: 63089-50-9
• Molecular Formula: C9H6 N2
• Molecular Weight: 142.16
• Hs Code.: 2926909090
• European Community (EC) Number: 628-124-6
• DSSTox Substance ID: DTXSID90370062
• Nikkaji Number: J1.022.173K
• Wikidata: Q72495511
• Mol file: 63089-50-9.mol

Synonyms:4-methylphthalonitrile

Chemical Property of 4-Methylphthalonitrile

Chemical Property:

• Appearance/Colour: WHITE TO OFF-WHITE SOLID, POWDER, CRYSTALS, CRYSTALLINE POWDER AND/OR CHUNKS
• Vapor Pressure: 0.000209mmHg at 25°C
• Melting Point: 118-121 ºC
• Refractive Index: 1.555
• Boiling Point: 326.9 °C at 760 mmHg
• Flash Point: 163.5 °C
• PSA: 47.58000
• Density: 1.12 g/cm³
• LogP: 1.73836
• Storage Temp.: room temp
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 142.053098200
• Heavy Atom Count: 11
• Complexity: 226

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-Methylphthalonitrile 99% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 20/21/22
• Safety Statements: 36-36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC(=C(C=C1)C#N)C#N

Technology Process of 4-Methylphthalonitrile

There total 13 articles about 4-Methylphthalonitrile 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: 92.0%

dicyanozinc (557-21-1) + Trifluoro-methanesulfonic acid 5-methyl-2-trifluoromethanesulfonyloxy-phenyl ester → 4-methylphthalonitrile (63089-50-9)

Guidance literature:

1,1'-bis-(diphenylphosphino)ferrocene; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In N,N-dimethyl-formamide; at 70 ℃;

DOI:10.1055/s-1998-1914

Reference yield: 24.0%

heptamethyldisilazane (920-68-3) + 2-cyano-1,4-benzenedicarbonitrile (10347-14-5) → 4-methylphthalonitrile (63089-50-9) + 2,4-dicyanotoluene (1943-88-0) + 2-methyl-1,4-dicyanobenzene (55984-93-5) + 5-Methyl-1,2,4-benzenetricarbonitrile (88830-20-0)

Guidance literature:

In acetonitrile; for 2h; Irradiation;

Reference yield: 24.0%

Hexamethyldisiloxane (107-46-0) + 2-cyano-1,4-benzenedicarbonitrile (10347-14-5) → 4-methylphthalonitrile (63089-50-9) + 2,4-dicyanotoluene (1943-88-0) + 2-methyl-1,4-dicyanobenzene (55984-93-5) + 5-Methyl-1,2,4-benzenetricarbonitrile (88830-20-0)

Guidance literature:

In acetonitrile; for 2h; Irradiation;

upstream raw materials:

2-amino-5-methylbenzonitrile

5-methyl-2-cyanoaniline

tetramethylsilane

2-cyano-1,4-benzenedicarbonitrile

Downstream raw materials:

4-formyl-1,2-dicyanobenzene

5-methyl-3-iminoisoindolin-1-one

6-methyl-3-iminoisoindolin-1-one

3-aza-2-pentene

Refernces

• 1、 Mella, Mariella,d'Alessandro, Nicola,Freccero, Mauro,Albini, Angelo. "Photochemical Reaction of Arenecarbonitriles in the Presence of Alkylsilanes, Silyl Ethers and Silyl Amines". . p. 515 - 519. Retrieved 2007/10/02.