3-[Cyano(phenyl)methyl]benzoic acid

Base Information

• Chemical Name: 3-[Cyano(phenyl)methyl]benzoic acid
• CAS No.: 18908-55-9
• Molecular Formula: C15H11NO2
• Molecular Weight: 237.258
• NSC Number: 113998
• DSSTox Substance ID: DTXSID80297097
• Mol file: 18908-55-9.mol

Synonyms:18908-55-9;3-[cyano(phenyl)methyl]benzoic acid;NSC113998;DTXSID80297097;NSC-113998

Chemical Property of 3-[Cyano(phenyl)methyl]benzoic acid

Chemical Property:

• Vapor Pressure: 4.77E-08mmHg at 25°C
• Refractive Index: 1.615
• Boiling Point: 426.9 °C at 760 mmHg
• Flash Point: 212 °C
• Density: 1.235 g/cm³
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 237.078978594
• Heavy Atom Count: 18
• Complexity: 338

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3-[Cyano(phenyl)methyl]benzoic acid

There total 3 articles about 3-[Cyano(phenyl)methyl]benzoic acid 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:

phenylacetonitrile (140-29-4) + Lithium; 2-bromo-benzoate → 3-(α-phenylcyanomethyl)benzoic acid (18908-55-9) + benzoic acid (65-85-0,8013-63-6) + 3-benzyl-2-cyanobenzoic acid

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; hexane; at -70 - 20 ℃; Mechanism; Product distribution; other substituted bromobenzoic acid lithium salts, other arylacetonitriles, other reaction temperature, various reaction time;

DOI:10.1021/jo9711293

Reference yield:

phenylacetonitrile (140-29-4) + 2-bromobenzoic-acid (88-65-3) → 3-(α-phenylcyanomethyl)benzoic acid (18908-55-9) + benzoic acid (65-85-0,8013-63-6) + 3-benzyl-2-cyanobenzoic acid

Guidance literature:

With lithium diisopropyl amide; Yield given. Multistep reaction. Yields of byproduct given; 1.) THF, hexane, -70 deg C, 10 min, 2.) THF, hexane, -70 deg C -> room temperature;

DOI:10.1021/jo9711293

Reference yield:

→ 3-(α-phenylcyanomethyl)benzoic acid (18908-55-9)

Guidance literature:

DOI:10.1021/jo01255a005

upstream raw materials:

phenylacetonitrile

2-bromobenzoic-acid

Refernces