2-Cyano-3-(4-fluoro-phenyl)-acrylic acid

Base Information

• Chemical Name: 2-Cyano-3-(4-fluoro-phenyl)-acrylic acid
• CAS No.: 118409-66-8
• Molecular Formula: C10H6FNO2
• European Community (EC) Number: 802-515-3
• Mol file: 118409-66-8.mol

Synonyms:2-cyano-3-(4-fluorophenyl)prop-2-enoic acid;2-Cyano-3-(4-fluoro-phenyl)-acrylic acid;118409-66-8;EN300-06605;Z44303394;2-cyano-3-(4-fluoro-phenyl)-acrylic acid, AldrichCPR

Chemical Property of 2-Cyano-3-(4-fluoro-phenyl)-acrylic acid

Chemical Property:

• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 191.03825660
• Heavy Atom Count: 14
• Complexity: 295

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=CC=C1C=C(C#N)C(=O)O)F
• Isomeric SMILES: C1=CC(=CC=C1/C=C(/C#N)\C(=O)O)F

Technology Process of 2-Cyano-3-(4-fluoro-phenyl)-acrylic acid

There total 14 articles about 2-Cyano-3-(4-fluoro-phenyl)-acrylic 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: 94.0%

(E)-tert-butyl 2-cyano-3-(4-fluorophenyl)acrylate → (E)-2-cyano-3-(4-fluorophenyl)-2-propenoic acid (122520-74-5,118409-66-8)

Guidance literature:

With trifluoroacetic acid; at 20 ℃; for 1.5h;

DOI:10.1021/acs.jmedchem.6b01285

Reference yield: 88.0%

4-Fluorobenzoic acid (456-22-4) + cyanoacetic acid (372-09-8) → (E)-2-cyano-3-(4-fluorophenyl)-2-propenoic acid (122520-74-5,118409-66-8)

Guidance literature:

With piperidine; In ethanol; at 60 ℃; for 3h;

Reference yield: 63.0%

ethyl 2-cyano-3-(4-fluorophenyl)acrylate (50737-52-5,18861-57-9) → 2-cyano-3-(4-fluorophenyl)-2-propenoic acid (118409-66-8)

Guidance literature:

ethyl 2-cyano-3-(4-fluorophenyl)acrylate; With potassium hydroxide; In ethanol; at 20 ℃; for 24h;

With hydrogenchloride; In water;

upstream raw materials:

4-fluorobenzaldehyde

cyanoacetic acid

4-Fluorobenzoic acid

ethyl (E)-2-cyano-3-(4-fluorophenyl)-2-propenoate

Downstream raw materials:

isobutyl 2-(tert-butylcarbamoyl)-3-(4-fluorophenyl)acrylate

Refernces

• 1、 Meyer, Maximilian,Peri?, Milica,Sch?mberg, Fritz,Vilotijevi?, Ivan. "trans-Selective hydrocyanation of ynoates, ynones and ynoic acids catalyzed by nucleophilic phosphines". supporting information. . Retrieved 2021/10/04.
• 2、 -. "COMPOSITIONS AND METHODS FOR MODULATING HAIR GROWTH". Page/Page column 78-79. . Retrieved 2020/07/21.