2-Methyl-2-phenylmalononitrile

Base Information

• Chemical Name: 2-Methyl-2-phenylmalononitrile
• CAS No.: 86164-70-7
• Molecular Formula: C10H8N2
• Molecular Weight: 156.187
• DSSTox Substance ID: DTXSID50591271
• Nikkaji Number: J1.259.112H
• Wikidata: Q82485013
• Mol file: 86164-70-7.mol

Synonyms:2-Methyl-2-phenylmalononitrile;86164-70-7;Methyl(phenyl)propanedinitrile;SCHEMBL7030622;DTXSID50591271;MFCD07780267;AKOS006285911;Propanedinitrile, 2-methyl-2-phenyl-;SY316980

Chemical Property of 2-Methyl-2-phenylmalononitrile

Chemical Property:

• PSA: 47.58000
• LogP: 1.99146
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 156.068748264
• Heavy Atom Count: 12
• Complexity: 228

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-Methyl-2-phenylmalononitrile

There total 5 articles about 2-Methyl-2-phenylmalononitrile 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%

2-phenylmalononitrile (3041-40-5) + methyl iodide (74-88-4) → 2-methyl-2-phenylmalononitrile (86164-70-7)

Guidance literature:

With potassium carbonate; In dimethyl sulfoxide; at 23 ℃; for 2h; Inert atmosphere;

DOI:10.1021/jacs.9b11208

Reference yield: 95.0%

2,2-dimethylmalononitrile (7321-55-3) + phenylacetonitrile (140-29-4) + methyl iodide (74-88-4) → 2-methyl-2-phenylmalononitrile (86164-70-7)

Guidance literature:

phenylacetonitrile; With methylmagnesium bromide; lithium chloride; In tetrahydrofuran; diethyl ether; at 20 ℃; for 0.5h; Inert atmosphere;

2,2-dimethylmalononitrile; In tetrahydrofuran; diethyl ether; at 80 ℃; for 6h; Inert atmosphere;

methyl iodide; In tetrahydrofuran; diethyl ether; N,N-dimethyl-formamide; at 80 ℃; for 16h; Inert atmosphere;

DOI:10.1016/j.tet.2019.05.004

Reference yield: 89.0%

2-methylmalononitrile (3696-36-4) + Diphenyliodonium triflate (66003-76-7) → 2-methyl-2-phenylmalononitrile (86164-70-7)

Guidance literature:

2-methylmalononitrile; With potassium tert-butylate; In dichloromethane; at 0 ℃; for 0.0833333h; Schlenk technique; Inert atmosphere;

Diphenyliodonium triflate; In dichloromethane; at 0 - 20 ℃; for 1.08333h; Schlenk technique; Inert atmosphere;

DOI:10.1055/s-0036-1589061

upstream raw materials:

2-phenylmalononitrile

methyl iodide

2-methylmalononitrile

Diphenyliodonium triflate

Downstream raw materials:

2,2'-dimethyl-1,1'-biphenyl

2-Methylbenzonitrile

1-phenylethyl cyanide

2-methylphenyl bromide