3-Methylphthalonitrile

Base Information

• Chemical Name: 3-Methylphthalonitrile
• CAS No.: 36715-97-6
• Molecular Formula: C9H6N2
• Molecular Weight: 142.16
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID90495946
• Nikkaji Number: J1.022.174I
• Wikidata: Q72487711
• Mol file: 36715-97-6.mol

Synonyms:3-methylphthalonitrile;36715-97-6;3-METHYL-1,2-BENZENEDICARBONITRILE;3-methylbenzene-1,2-dicarbonitrile;nonanediyldiacetate;methylphthalonitrile;SCHEMBL1003690;DTXSID90495946;AKOS006308857;FT-0646153;A823340;1,2-BENZENEDICARBONITRILE, 3-METHYL- (9CI);3-METHYLPHTHALODINITRILE;3-METHYLPHTHALONITRILE

Chemical Property of 3-Methylphthalonitrile

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 142-143 °C
• Refractive Index: 1.555
• Boiling Point: 326.928 °C at 760 mmHg
• Flash Point: 163.556 °C
• PSA: 47.58000
• Density: 1.127 g/cm³
• LogP: 1.73836
• Storage Temp.: 2-8°C
• 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:

97% ^*data from raw suppliers

3-Methylphthalonitrile 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3-Methylphthalonitrile

There total 7 articles about 3-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: 88.0%

dicyanozinc (557-21-1) + 3-methyl-1,2-phenylene bis(trifluoromethanesulfonate) → 3-methylphthalonitrile (36715-97-6)

Guidance literature:

1,1'-bis-(diphenylphosphino)ferrocene; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In N,N-dimethyl-formamide; at 90 ℃;

DOI:10.1055/s-1998-1914

Reference yield:

3-methylbenzene-1,2-diol (488-17-5) → 3-methylphthalonitrile (36715-97-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / NEt₃ / CH₂Cl₂ / -20 - 20 °C

2: 88 percent / Pd₂(dba)3, dppf / dimethylformamide / 90 °C

With triethylamine; 1,1'-bis-(diphenylphosphino)ferrocene; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1055/s-1998-1914

Reference yield:

2-butynedinitrile (1071-98-3) + 1-methoxy-3-methyl-benzene (100-84-5) → 3-methylphthalonitrile (36715-97-6)

Guidance literature:

at 150 ℃;

DOI:10.1016/0040-4020(68)88107-4

upstream raw materials:

2-amino-6-methylbenzonitrile

2-butynedinitrile

1-methoxy-3-methyl-benzene

dicyanozinc

Downstream raw materials:

3-Methylphthalimide