3-Benzoylphenylacetonitrile

Base Information

• Chemical Name: 3-Benzoylphenylacetonitrile
• CAS No.: 21288-34-6
• Molecular Formula: C15H11 N O
• Molecular Weight: 221.258
• Hs Code.: 2926909090
• European Community (EC) Number: 244-315-3
• UNII: Y444TA4HYW
• DSSTox Substance ID: DTXSID50175555
• Nikkaji Number: J134.850G
• Wikidata: Q27294247
• Mol file: 21288-34-6.mol

Synonyms:3-Benzoylphenylacetonitrile;21288-34-6;2-(3-benzoylphenyl)acetonitrile;(3-Benzoylphenyl)acetonitrile;(3-Benzoylphenyl)ethanenitrile;Benzeneacetonitrile, 3-benzoyl-;Y444TA4HYW;RU 5029;RU-5029;RU5029;UNII-Y444TA4HYW;(m-benzoylphenyl)acetonitrile;SCHEMBL6158425;DTXSID50175555;M-BENZOYLPHENYLACETONITRILE;3-(CYANOMETHYL)BENZOPHENONE;3-BENZOYLBENZENEACETONITRILE;EINECS 244-315-3;MFCD00045624;AKOS022506470;ACETONITRILE, (M-BENZOYLPHENYL)-;AS-17388;KETOPROFEN IMPURITY I [EP IMPURITY];FT-0638105;A815247;Q27294247

Chemical Property of 3-Benzoylphenylacetonitrile

Chemical Property:

• Vapor Pressure: 8.3E-07mmHg at 25°C
• Boiling Point: 406.2°Cat760mmHg
• Flash Point: 199.4°C
• PSA: 40.86000
• Density: 1.141g/cm³
• LogP: 2.98368
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Sparingly), Methanol (Slightly)
• XLogP3: 2.8
• 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:

98% ^*data from raw suppliers

(3-Benzoylphenyl)acetonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=O)C2=CC=CC(=C2)CC#N
• Uses: Ketoprofen intermediate

Technology Process of 3-Benzoylphenylacetonitrile

There total 12 articles about 3-Benzoylphenylacetonitrile 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: 65.0%

3-benzoylbenzyl bromide (22071-24-5) + tetraethylammoniumcyanide (13435-20-6) → 2-(3-benzoylphenyl)acetonitrile (21288-34-6)

Guidance literature:

In dichloromethane; Heating;

DOI:10.1016/j.bmcl.2004.01.012

Reference yield: 61.0%

3-methyl benzophenone (643-65-2) + ethylene dibromide (106-93-4) → 2-(3-benzoylphenyl)acetonitrile (21288-34-6)

Guidance literature:

With sodium chloride; bromine; In dimethyl sulfoxide;

Reference yield: 36.0%

trimethylsilyl cyanide (7677-24-9) + 3-benzoylbenzyl bromide (22071-24-5) → 2-(3-benzoylphenyl)acetonitrile (21288-34-6)

Guidance literature:

With potassium carbonate; In acetonitrile; at 0 - 80 ℃;

upstream raw materials:

3-benzoylbenzyl bromide

sodium cyanide

potassium cyanide

3-Methylbenzoyl chloride

Downstream raw materials:

ketoprofen

alpha-(m-benzoylphenyl)propionitrile

2-(3-benzoylphenyl)acetic acid

[3-(Acetoxy-phenyl-methyl)-phenyl]-acetic acid

Refernces

• 1、 Lindsay-Scott, Peter J.,Clarke, Aimee,Richardson, Jeffery. "Two-step cyanomethylation protocol: Convenient access to functionalized aryl- and heteroarylacetonitriles". . p. 476 - 479. Retrieved 2015/03/05.
• 2、 -. "Oxyiminoalkanoic acid derivatives with hypoglycemic and hypolipidemic activity". . . Retrieved 2008/06/13.