4-Methylisophthalonitrile

Base Information

• Chemical Name: 4-Methylisophthalonitrile
• CAS No.: 1943-88-0
• Molecular Formula: C9H6N2
• Molecular Weight: 142.16
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID30435220
• Nikkaji Number: J612.084I
• Wikidata: Q82249996
• Mol file: 1943-88-0.mol

Synonyms:4-Methylisophthalonitrile;1943-88-0;4-METHYL-ISOPHTHALONITRILE;4-methylbenzene-1,3-dicarbonitrile;SCHEMBL1003188;DTXSID30435220;BAA94388;MFCD09878877;AKOS006311407;SB34822;BS-50094;CS-0153569;FT-0744193;D82873;A880201

Chemical Property of 4-Methylisophthalonitrile

Chemical Property:

• PSA: 47.58000
• LogP: 1.73836
• Storage Temp.: Sealed in dry,Room Temperature
• 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-Methyl-isophthalonitrile 96% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 4-Methylisophthalonitrile

There total 23 articles about 4-Methylisophthalonitrile 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: 82.0%

N-cyano-N-phenyl-p-toluenesulfonamide (55305-43-6) + 3-bromo-4-methyl-benzonitrile (42872-74-2) → 2,4-dicyanotoluene (1943-88-0)

Guidance literature:

3-bromo-4-methyl-benzonitrile; With TurboGrignard; In tetrahydrofuran; at 0 ℃; for 6h; Inert atmosphere;

N-cyano-N-phenyl-p-toluenesulfonamide; In tetrahydrofuran; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1002/chem.201003388

Reference yield: 69.0%

P-toluenesulfonyl cyanide (19158-51-1) + 4-cyano-benzylzinc bromide (135579-87-2) → 2,4-dicyanotoluene (1943-88-0)

Guidance literature:

In tetrahydrofuran; at 0 - 25 ℃;

DOI:10.1016/S0040-4039(00)60640-8

Reference yield: 40.0%

benzene-1,3-dicarbonitrile (626-17-5) + dimethyl amine (124-40-3) → 9,10-dihydrophenanthrene (776-35-2) + 2,4-dicyanotoluene (1943-88-0) + N,N-dimethyl-9-amino-9,10-dihydrophenanthrene (87376-24-7)

Guidance literature:

With naphthalene; In water; acetonitrile; Irradiation;

upstream raw materials:

piperidine

(E)-Pent-2-endinitril

acetic acid

methyl vinyl ketone

Downstream raw materials:

4-bromomethylisophthalonitrile

dimethyl 4-methylbenzene-1,3-dicarboxylate

C₂₆H₂₂F₂N₂O₃

4-[2-(3-chlorophenyl)ethyl]isophthalic acid dimethyl ester

Refernces

• 1、 Fischer, Stefan,Wentsch, Heike K.,Mayer-Wrangowski, Svenja C.,Zimmermann, Markus,Bauer, Silke M.,Storch, Kirsten,Niess, Raimund,Koeberle, Solveigh C.,Grütter, Christian,Boeckler, Frank M.,Rauh, Daniel,Laufer, Stefan A.. "Dibenzosuberones as p38 mitogen-activated protein kinase inhibitors with low ATP competitiveness and outstanding whole blood activity". supporting information. p. 241 - 253. Retrieved 2013/03/13.
• 2、 Anbarasan, Pazhamalai,Neumann, Helfried,Beller, Matthias. "A novel and convenient synthesis of benzonitriles: Electrophilic cyanation of aryl and heteroaryl bromides". supporting information; experimental part. p. 4217 - 4222. Retrieved 2011/05/06.