Propanedinitrile, [1-(4-methylphenyl)-3-oxo-3-phenylpropyl]-

Base Information

• Chemical Name: Propanedinitrile, [1-(4-methylphenyl)-3-oxo-3-phenylpropyl]-
• CAS No.: 77609-07-5
• Molecular Formula: C19H16N2O
• Molecular Weight: 288.349
• DSSTox Substance ID: DTXSID30455943
• Nikkaji Number: J1.183.486H
• Mol file: 77609-07-5.mol

Synonyms:77609-07-5;Propanedinitrile, [1-(4-methylphenyl)-3-oxo-3-phenylpropyl]-;DTXSID30455943;[1-(4-Methylphenyl)-3-phenyl-3-oxopropyl]malononitrile

Chemical Property of Propanedinitrile, [1-(4-methylphenyl)-3-oxo-3-phenylpropyl]-

Chemical Property:

• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 288.126263138
• Heavy Atom Count: 22
• Complexity: 450

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C(CC(=O)C2=CC=CC=C2)C(C#N)C#N

Technology Process of Propanedinitrile, [1-(4-methylphenyl)-3-oxo-3-phenylpropyl]-

There total 4 articles about Propanedinitrile, [1-(4-methylphenyl)-3-oxo-3-phenylpropyl]- 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%

4-methyl-chalcone (4224-87-7) + malononitrile (109-77-3) → 2-(1-(4-methylphenyl)-3-oxo-3-phenylpropyl)malononitrile (77609-07-5)

Guidance literature:

With dimethyl sulfoxide; at 20 ℃; for 12h; Inert atmosphere; Molecular sieve;

DOI:10.1246/cl.2008.1204

Reference yield: 95.0%

(E)-3-(4-methylphenyl)-1-phenyl-2-propen-1-one (22252-14-8,72758-77-1,4224-87-7) + malononitrile (109-77-3) → 2-(1-(4-methylphenyl)-3-oxo-3-phenylpropyl)malononitrile (77609-07-5)

Guidance literature:

With lithium nitrate/natural phosphate; In methanol; at 20 ℃; for 0.583333h;

DOI:10.1080/10426500601160397

Reference yield:

4-methyl-benzaldehyde (104-87-0) → 2-(1-(4-methylphenyl)-3-oxo-3-phenylpropyl)malononitrile (77609-07-5)

Guidance literature:

Multi-step reaction with 2 steps

1: SmI₃ / tetrahydrofuran / 2 h / 20 °C

2: tetrahydrofuran / Heating

With samarium (III) iodide; In tetrahydrofuran;

DOI:10.1081/SCC-120016312

upstream raw materials:

4-methyl-chalcone

malononitrile

(E)-3-(4-methylphenyl)-1-phenyl-2-propen-1-one

4-methyl-benzaldehyde

Downstream raw materials:

3-cyano-4-(4-methyl-phenyl)-6-phenyl-1,2-dihydro-pyridine-2-one

(S)-2-[1-(4-methylphenyl)-3-oxo-3-phenylpropyl]malononitrile

4-oxo-4-phenyl-2-p-tolyl-butyric acid methyl ester