3-Cyanophenylacetic acid

Base Information

• Chemical Name: 3-Cyanophenylacetic acid
• CAS No.: 1878-71-3
• Molecular Formula: C9H7 N O2
• Molecular Weight: 161.16
• Hs Code.: 29269090
• European Community (EC) Number: 628-562-8
• DSSTox Substance ID: DTXSID30364021
• Nikkaji Number: J487.387D
• Wikidata: Q82147794
• Mol file: 1878-71-3.mol

Synonyms:2-(3-cyanophenyl)acetic Acid;1878-71-3;3-Cyanophenylacetic acid;Benzeneacetic acid, 3-cyano-;(3-cyanophenyl)acetic acid;(3-cyano-phenyl)-acetic acid;MFCD06411079;m-Cyanophenylacetic acid;3-cyano phenyl acetic acid;2-(3-cyanophenyl)aceticAcid;SCHEMBL335418;2-(3-cyanophenyl) acetic acid;3-Cyanophenylacetic acid, 95%;DTXSID30364021;AKOS010056415;CS-W005265;DS-2435;FS-2465;SY031851;FT-0690381;EN300-100008;A856773;AE-562/43460503;J-012092;Z982130150

Chemical Property of 3-Cyanophenylacetic acid

Chemical Property:

• Vapor Pressure: 2.97E-05mmHg at 25°C
• Melting Point: 113-117 °C(lit.)
• Refractive Index: 1.576
• Boiling Point: 342.1°Cat760mmHg
• PKA: 4.08±0.10(Predicted)
• Flash Point: 160.7°C
• PSA: 61.09000
• Density: 1.26g/cm³
• LogP: 1.18538
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 161.047678466
• Heavy Atom Count: 12
• Complexity: 216

Purity/Quality:

97% ^*data from raw suppliers

2-(3-Cyanophenyl)aceticacid ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22-43
• Safety Statements: 36/37

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3-Cyanophenylacetic acid

There total 10 articles about 3-Cyanophenylacetic 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: 86.0%

carbon dioxide (124-38-9,18923-20-1) + 3-(Fluoromethyl)benzonitrile (16473-20-4) → 2-(3-cyanophenyl)acetic acid (1878-71-3)

Guidance literature:

With triethylsilane; (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile; caesium carbonate; In dimethyl sulfoxide; at 25 - 30 ℃; for 16h; under 760.051 Torr; Inert atmosphere; Schlenk technique; Sealed tube; Irradiation;

DOI:10.1016/j.chempr.2021.08.004

Reference yield: 82.0%

carbon dioxide (124-38-9,18923-20-1) + 3-(hydrazonomethyl)benzonitrile → 2-(3-cyanophenyl)acetic acid (1878-71-3)

Guidance literature:

With 1,1'-bis-(diphenylphosphino)ferrocene; [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂; caesium carbonate; cesium fluoride; In N,N-dimethyl-formamide; at 80 ℃; for 24h; under 760.051 Torr; chemoselective reaction;

DOI:10.1039/c8sc01299g

Reference yield:

m-cyano-α-diazoacetophenone (52797-99-6) → 2-(3-cyanophenyl)acetic acid (1878-71-3)

Guidance literature:

With silver trifluoroacetate; triethylamine; In tetrahydrofuran; water; at 20 - 25 ℃;

upstream raw materials:

3-amino phenylacetic acid

potassium cyanide

methanol

1-Naphthylmethyl 3-cyanophenylacetate

Downstream raw materials:

4'-methoxy-α'-oxo-bibenzyl-3-carbonitrile

(3-cyano-phenyl)-acetyl chloride

3-Cyanobenzyl-4'-methylphenylketon

methyl 2-(3-cyano-phenyl)-2-methyl-propionate