3-(4-Fluorophenyl)propiolic acid

Base Information

• Chemical Name: 3-(4-Fluorophenyl)propiolic acid
• CAS No.: 706-06-9
• Molecular Formula: C9H5FO2
• Molecular Weight: 164.136
• European Community (EC) Number: 862-242-0
• DSSTox Substance ID: DTXSID60413410
• Nikkaji Number: J1.957.690F
• Wikidata: Q82221489
• Mol file: 706-06-9.mol

Synonyms:3-(4-Fluorophenyl)propiolic acid;706-06-9;3-(4-fluorophenyl)prop-2-ynoic Acid;MFCD11934514;(4-fluorophenyl)propiolic acid;SCHEMBL3151444;3-(4-Fluorophenyl)propiolicacid;DTXSID60413410;(4-Fluoro-phenyl)-propynoic acid;YFYQXNQRGCVMRV-UHFFFAOYSA-N;3-(4-fluorophenyl)-propynoic acid;AKOS009097772;NS-01300;CS-0122128;EN300-300626;A914525

Chemical Property of 3-(4-Fluorophenyl)propiolic acid

Chemical Property:

• Melting Point: 155-157 °C
• Boiling Point: 295.8±32.0 °C(Predicted)
• PKA: 1.94±0.10(Predicted)
• PSA: 37.30000
• Density: 1.34±0.1 g/cm3(Predicted)
• LogP: 1.26180
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 164.02735756
• Heavy Atom Count: 12
• Complexity: 227

Purity/Quality:

97% ^*data from raw suppliers

3-(4-Fluorophenyl)propiolicacid ^*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)F

Technology Process of 3-(4-Fluorophenyl)propiolic acid

There total 22 articles about 3-(4-Fluorophenyl)propiolic 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: 99.0%

1-ethynyl-4-fluorobenzene (766-98-3) + carbon dioxide (124-38-9,18923-20-1) → 3-(4-flurophenyl)prop-2-ynoic acid (706-06-9)

Guidance literature:

With caesium carbonate; In dimethyl sulfoxide; at 50 ℃; for 16h; under 760.051 Torr; Sealed tube;

DOI:10.1039/c8nj06373g

Reference yield: 84.0%

carbon dioxide (124-38-9,18923-20-1) + 1-(4-fluorophenyl)-2-trimethylsilylacetylene (130995-12-9) → 3-(4-flurophenyl)prop-2-ynoic acid (706-06-9)

Guidance literature:

carbon dioxide; 1-(4-fluorophenyl)-2-trimethylsilylacetylene; With cesium fluoride; In dimethyl sulfoxide; at 20 ℃; for 3h; Schlenk technique;

With hydrogenchloride; In water; at 0 ℃; pH=> 1;

DOI:10.1039/c3ob40760h

Reference yield: 82.0%

1-Bromo-4-fluorobenzene (460-00-4) + Propiolic acid (471-25-0) → 3-(4-flurophenyl)prop-2-ynoic acid (706-06-9)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dimethyl sulfoxide; at 35 ℃; for 24h;

DOI:10.1002/ejoc.201201606

upstream raw materials:

carbon dioxide

1-p-Fluorphenyl-2,3,3-tribrom-cyclopropen

ethyl 3-(4-fluorophenyl)propiolate

fluorobenzene

Downstream raw materials:

methyl 3-(4-fluorophenyl)propiolate