4-Fluoro-a-oxo-benzeneacetic acid

Base Information

• Chemical Name: 4-Fluoro-a-oxo-benzeneacetic acid
• CAS No.: 2251-76-5
• Molecular Formula: C8H5FO3
• Molecular Weight: 168.124
• Hs Code.: 2918300090
• Mol file: 2251-76-5.mol

Synonyms:4-Fluoro-a-oxo-benzeneacetic acid;2-(4-fluorophenyl)-2-oxoacetic acid

Chemical Property of 4-Fluoro-a-oxo-benzeneacetic acid

Chemical Property:

• Melting Point: 98-100 °C
• Boiling Point: 113-114 °C(Press: 15 Torr)
• PKA: 2.11±0.54(Predicted)
• PSA: 54.37000
• Density: 1.403±0.06 g/cm3(Predicted)
• LogP: 1.09300
• Storage Temp.: 2-8°C

Purity/Quality:

99.5% ^*data from raw suppliers

4-?Fluoro-?α-?oxobenzeneaceticAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: 4-?Fluoro-?α-?oxobenzeneacetic Acid is involved in preparation of aryl ketones via palladium-catalyzed decarboxylative acylation of arenes with a-oxocarboxylic acids.

Technology Process of 4-Fluoro-a-oxo-benzeneacetic acid

There total 23 articles about 4-Fluoro-a-oxo-benzeneacetic 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: 95.0%

ethyl 4-fluorobenzoylformate (1813-94-1) → 2-(4-fluorophenyl)-2-oxoacetic acid (2251-76-5)

Guidance literature:

With sodium hydroxide; In water; at 20 ℃; for 1h; Inert atmosphere;

DOI:10.1039/c6ob00739b

Reference yield: 94.7%

p-fluoro-2-(hydroxyimino)-2-phenylacetonitrile (94593-83-6) → 2-(4-fluorophenyl)-2-oxoacetic acid (2251-76-5)

Guidance literature:

With sulfuric acid; at 100 ℃; for 7h;

Reference yield: 94.0%

4-fluoromandelic acid (32222-45-0,52923-25-8,52950-15-9,395-33-5) → 2-(4-fluorophenyl)-2-oxoacetic acid (2251-76-5)

Guidance literature:

With 2-azatricyclo[3.3.1.1^3,7]decan-2-ol; sodium nitrite; In acetonitrile; at 20 ℃; for 2h;

DOI:10.1021/acs.joc.0c01302

upstream raw materials:

fluorobenzene

Ethyl oxalyl chloride

4-fluoromandelic acid

p-fluorobenzoyl cyanide

Downstream raw materials:

ethyl 4-fluorobenzoylformate

2‐(4‐fluorophenyl)‐N,N‐dimethyl‐2‐oxoacetamide

2-(4-fluorophenyl)-N-(3-(N,N-dimethylaminocarbonylphenyl))-2-oxoacetamide

4-fluorophenylglyoxylic acid chloride

Refernces

• 1、 Huskey, Su-Er W.,Forseth, Ry R.,Li, Hongmei,Jian, Zhigang,Catoire, Alexandre,Zhang, Jin,Ray, Tapan,He, Handan,Flarakos, Jimmy,Mangold, James B.. "Utilization of stable isotope labeling to facilitate the identification of polar metabolites of KAF156, an antimalarial agent". . p. 1697 - 1708. Retrieved 2016.
• 2、 He, Min,Yu, Xiaoqiang,Wang, Yi,Li, Fei,Bao, Ming. "Self-Assembled 2,3-Dicyanopyrazino Phenanthrene Aggregates as a Visible-Light Photocatalyst". . p. 5016 - 5025. Retrieved 2021/04/12.
• 3、 Sun, Bin,Shi, Rongcheng,Zhang, Kesheng,Tang, Xiaoli,Shi, Xiayue,Xu, Jiayun,Yang, Jin,Jin, Can. "Photoinduced homolytic decarboxylative acylation/cyclization of unactivated alkenes with α-keto acid under external oxidant and photocatalyst free conditions: access to quinazolinone derivatives". supporting information. p. 6050 - 6053. Retrieved 2021/06/21.