3-(4-Chlorophenyl)-3-cyanopropanoic acid

Base Information

• Chemical Name: 3-(4-Chlorophenyl)-3-cyanopropanoic acid
• CAS No.: 98923-51-4
• Molecular Formula: C₁₀H₈ClNO₂
• Molecular Weight: 209.632
• UNII: MTC9H73LV7
• DSSTox Substance ID: DTXSID60573386
• Nikkaji Number: J1.561.944I
• Mol file: 98923-51-4.mol

Synonyms:3-(4-CHLOROPHENYL)-3-CYANOPROPANOIC ACID;98923-51-4;MTC9H73LV7;SCHEMBL18382535;DTXSID60573386;MFCD09955624;4-Chloro-beta-cyanobenzenepropanoic acid;Benzenepropanoic acid, 4-chloro-beta-cyano-;CS-0365658;D84538;3-(4-CHLOROPHENYL)-3-CYANOPROPANOICACID

Chemical Property of 3-(4-Chlorophenyl)-3-cyanopropanoic acid

Chemical Property:

• PSA: 61.09000
• LogP: 2.42188
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 209.0243562
• Heavy Atom Count: 14
• Complexity: 250

Purity/Quality:

99%min ^*data from raw suppliers

3-(4-Chlorophenyl)-3-cyanopropanoicacid 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(CC(=O)O)C#N)Cl

Technology Process of 3-(4-Chlorophenyl)-3-cyanopropanoic acid

There total 4 articles about 3-(4-Chlorophenyl)-3-cyanopropanoic 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: 90.0%

chloroacetic acid (79-11-8) + p-chlorobenzyl cyanide (140-53-4) → 3-(4-chlorophenyl)-3-cyanopropanoic acid (98923-51-4)

Guidance literature:

With potassium carbonate; potassium hydroxide; In dimethyl sulfoxide; at 10 - 20 ℃; for 1.5h;

Reference yield:

C10H7ClNO2(1-)*K(1+) (1215863-47-0) → C10H8ClNO2 (1215863-51-6,98923-51-4)

Guidance literature:

With hydrogenchloride; In water; pH=1;

DOI:10.1039/b919526b

Reference yield:

(E)-3-(4-chlorophenyl)-3-cyanoacrylic acid → 3-(4-chlorophenyl)-3-cyanopropanoic acid (98923-51-4)

Guidance literature:

With methanol; sodium tetrahydroborate; at 50 - 60 ℃; for 3h;

upstream raw materials:

C₁₀H₇ClNO₂^(1-)*K⁽¹⁺⁾

chloroacetic acid

p-chlorobenzyl cyanide

Refernces

• 1、 Fryszkowska, Anna,Fisher, Karl,Gardiner, John M.,Stephens, Gill M.. "A short, chemoenzymatic route to chiral β-aryl-γ-amino acids using reductases from anaerobic bacteria". supporting information; experimental part. p. 533 - 535. Retrieved 2010/05/11.