2-Phenylbenzoylacetonitrile

Base Information

• Chemical Name: 2-Phenylbenzoylacetonitrile
• CAS No.: 270084-29-2
• Molecular Formula: C₁₅H₁₁NO
• Molecular Weight: 221.258
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID80475737
• Nikkaji Number: J1.665.875H
• Mol file: 270084-29-2.mol

Synonyms:2-PHENYLBENZOYLACETONITRILE;270084-29-2;3-([1,1'-Biphenyl]-2-yl)-3-oxopropanenitrile;3-oxo-3-(2-phenylphenyl)propanenitrile;MFCD02260809;3-{[1,1'-BIPHENYL]-2-YL}-3-OXOPROPANENITRILE;SCHEMBL4047052;DTXSID80475737;AKOS016022552;A5285;FT-0604202

Chemical Property of 2-Phenylbenzoylacetonitrile

Chemical Property:

• Vapor Pressure: 1.29E-07mmHg at 25°C
• Refractive Index: 1.581
• Boiling Point: 430.5°Cat760mmHg
• Flash Point: 214.1°C
• PSA: 40.86000
• Density: 1.128g/cm³
• LogP: 3.44998
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 221.084063974
• Heavy Atom Count: 17
• Complexity: 308

Purity/Quality:

97% ^*data from raw suppliers

2-phenylbenzoylacetonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=CC=CC=C2C(=O)CC#N

Technology Process of 2-Phenylbenzoylacetonitrile

There total 5 articles about 2-Phenylbenzoylacetonitrile 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: 87.0%

biphenyl-2-carboxylic acid methyl ester (16605-99-5) + acetonitrile (75-05-8,26809-02-9) → 3-([1,1'-biphenyl]-2-yl)-3-oxopropanenitrile (270084-29-2)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 80 ℃; for 1.5h;

DOI:10.1021/acs.orglett.8b01160

Reference yield: 58.0%

1-([1,1'-biphenyl]-2-yl)ethanone (2142-66-7) + P-toluenesulfonyl cyanide (19158-51-1) → 3-([1,1'-biphenyl]-2-yl)-3-oxopropanenitrile (270084-29-2)

Guidance literature:

1-([1,1'-biphenyl]-2-yl)ethanone; With n-butyllithium; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; for 0.416667h; Inert atmosphere; Cooling;

P-toluenesulfonyl cyanide; In tetrahydrofuran; at 20 ℃; for 23h; Inert atmosphere;

DOI:10.1039/c8ob01489b

Reference yield:

phenylmagnesium chloride (100-59-4) → 3-([1,1'-biphenyl]-2-yl)-3-oxopropanenitrile (270084-29-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: manganese(ll) chloride; lithium chloride / tetrahydrofuran / 0.02 h / -10 - 20 °C / Inert atmosphere

1.2: 0.08 h / 20 °C / Inert atmosphere

2.1: n-butyllithium; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 0.42 h / Inert atmosphere; Cooling

2.2: 23 h / 20 °C / Inert atmosphere

With n-butyllithium; N-ethyl-N,N-diisopropylamine; lithium chloride; manganese(ll) chloride; In tetrahydrofuran;

DOI:10.1039/c8ob01489b

upstream raw materials:

biphenyl-2-carboxylic acid methyl ester

acetonitrile

1-([1,1'-biphenyl]-2-yl)ethanone

P-toluenesulfonyl cyanide