2-Ethylisophthalonitrile

Base Information

• Chemical Name: 2-Ethylisophthalonitrile
• CAS No.: 41052-95-3
• Molecular Formula: C₁₀H₈N₂
• Molecular Weight: 156.187
• DSSTox Substance ID: DTXSID701299926
• Mol file: 41052-95-3.mol

Synonyms:2-ethylisophthalonitrile;SCHEMBL16771350;DTXSID701299926;2-Ethyl-1,3-benzenedicarbonitrile;2-ethyl-benzene-1,3-dicarbonitrile;41052-95-3

Chemical Property of 2-Ethylisophthalonitrile

Chemical Property:

• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 156.068748264
• Heavy Atom Count: 12
• Complexity: 215

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCC1=C(C=CC=C1C#N)C#N

Technology Process of 2-Ethylisophthalonitrile

There total 7 articles about 2-Ethylisophthalonitrile 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: 85.0%

benzene-1,3-dicarbonitrile (626-17-5) + ethyl iodide (75-03-6) → 2,6-dicyano-1-ethylbenzene (41052-95-3)

Guidance literature:

benzene-1,3-dicarbonitrile; With N,N,N,N,-tetramethylethylenediamine; lithium diisopropyl amide; In tetrahydrofuran; hexane; for 2h;

ethyl iodide; In tetrahydrofuran; hexane; for 2h;

DOI:10.1002/chem.201704411

Reference yield:

Isophthalaldehyde (626-19-7) → 2,6-dicyano-1-ethylbenzene (41052-95-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 92 percent

2: 1) lithium diisopropylamide / 1) THF, 1h

3: 1) lithium diisopropylamide / tetramethylethylenediamine / 1) THF, -78 deg C, 1h 2) 2h

With N,N,N,N,-tetramethylethylenediamine; lithium diisopropyl amide;

DOI:10.1021/jo01302a002

Reference yield:

2-methylbenzene-1,3-dicarboxaldehyde (51689-50-0) → 2,6-dicyano-1-ethylbenzene (41052-95-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent

2: 1) lithium diisopropylamide / 1) THF, -78 deg C, 1h

With lithium diisopropyl amide;

DOI:10.1021/jo01302a002

upstream raw materials:

benzene-1,3-dicarbonitrile

methyl iodide

2,6-dicyanotoluene

N'-[1-[3-(Dimethyl-hydrazonomethyl)-2-methyl-phenyl]-meth-(E)-ylidene]-N,N-dimethyl-hydrazine

Refernces

• 1、 Krizan, Timothy D.,Martin, J. C.. "Directed Ortho Lithiation of Isophthalonitrile. New Methodology for the Synthesis of 1,2,3-Trisubstituted Benzenes". . p. 2681 - 2682. Retrieved 2007/10/02.