3-Cyano-3-phenylpropanoic acid

Base Information

• Chemical Name: 3-Cyano-3-phenylpropanoic acid
• CAS No.: 14387-18-9
• Molecular Formula: C10H9 N O2
• Molecular Weight: 175.187
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID50458279,DTXSID70901636
• Nikkaji Number: J1.561.943K
• Mol file: 14387-18-9.mol

Synonyms:3-CYANO-3-PHENYLPROPANOIC ACID;14387-18-9;3-cyano-3-phenylpropanoicacid;MFCD03032627;NoName_770;beta-Cyanobenzenepropionic acid;3-cyano-3-phenylpropionic acid;SCHEMBL1343883;3-cyano-3-phenylpro-pionic acid;DTXSID50458279;DTXSID70901636;GMPNSKPTQXVWAF-UHFFFAOYSA-N;AKOS006279139;NS-01440;CS-0156514;E77195

Chemical Property of 3-Cyano-3-phenylpropanoic acid

Chemical Property:

• Melting Point: 75 °C(Solv: benzene (71-43-2))
• Boiling Point: 336.5±30.0 °C(Predicted)
• PKA: 3.69±0.10(Predicted)
• PSA: 61.09000
• Density: 1.216±0.06 g/cm3(Predicted)
• LogP: 1.76848
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 175.063328530
• Heavy Atom Count: 13
• Complexity: 222

Purity/Quality:

99% ^*data from raw suppliers

3-Cyano-3-phenylpropanoicacid ^*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(CC(=O)O)C#N

Technology Process of 3-Cyano-3-phenylpropanoic acid

There total 10 articles about 3-Cyano-3-phenylpropanoic 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: 81.0%

phenylacetonitrile (140-29-4) + chloroacetic acid (79-11-8) → 3-cyano-3-phenyl propionic acid (14387-18-9)

Guidance literature:

chloroacetic acid; With potassium carbonate; In N,N-dimethyl-formamide;

phenylacetonitrile; With potassium hydroxide; In N,N-dimethyl-formamide; at 20 - 25 ℃; for 2h;

DOI:10.1055/s-2001-15235

Reference yield:

aqueous DMF + ethyl cinnamate (4192-77-2) → 3-cyano-3-phenyl propionic acid (14387-18-9)

Guidance literature:

With sodium hydroxide; ammonium chloride; In diethyl ether; ethanol;

Reference yield:

2-benzylidenemalonic acid (584-45-2) + dicyclohexylammonium salt + N-cyclohexyl-cyclohexanamine (101-83-7) → 3-cyano-3-phenyl propionic acid (14387-18-9)

Guidance literature:

In methanol; ethanol; water; ethyl acetate;

upstream raw materials:

ethanol

potassium cyanide

diethyl benzalmalonate

3-cyano-3-phenylpropanoic acid ethyl ester

Downstream raw materials:

2-phenylsuccinic anhydride

2-phenylsuccinic acid

Cinnamic acid

3-phenyl-succinamic acid

Refernces

• 1、 Makosza,Marcinowicz. "Simple synthesis of arylsuccinic acids". . p. 1311 - 1312. Retrieved 2007/10/03.
• 2、 -. "Irreversible dopamine-β-hydroxylase inhibitors". . . Retrieved 2008/06/13.