DL-2-(4-Carboxyphenyl)propionic Acid

Base Information

• Chemical Name: DL-2-(4-Carboxyphenyl)propionic Acid
• CAS No.: 67381-50-4
• Molecular Formula: C10H10O4
• Molecular Weight: 194.187
• Mol file: 67381-50-4.mol

Synonyms:4-(1-Carboxyethyl)benzoic acid;

Chemical Property of DL-2-(4-Carboxyphenyl)propionic Acid

Chemical Property:

• Vapor Pressure: 8.77E-07mmHg at 25°C
• Melting Point: 225-227°C
• Boiling Point: 390.1°C at 760 mmHg
• PKA: 4.11±0.10(Predicted)
• Flash Point: 203.9°C
• PSA: 74.60000
• Density: 1.324g/cm³
• LogP: 1.57290
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Slightly), Methanol (Slightly)

Purity/Quality:

98% ^*data from raw suppliers

4-Carboxy-α-methylbenzeneaceticAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 4-Carboxy-α-methylbenzeneacetic acid is a degradation product of Ibuprofen (I140000) arising from oxidative and thermal treatments. Ibuprofen impurity.

Technology Process of DL-2-(4-Carboxyphenyl)propionic Acid

There total 7 articles about DL-2-(4-Carboxyphenyl)propionic 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: 86.0%

4-(1-methoxycarbonyl-ethyl)-benzoic acid methyl ester (77959-48-9) → (±)-4-(1-carboxyethyl)benzoic acid (67381-50-4)

Guidance literature:

4-(1-methoxycarbonyl-ethyl)-benzoic acid methyl ester; With water; sodium hydroxide; In methanol; at 20 ℃; for 8h;

With hydrogenchloride; In water; pH=2;

Reference yield: 56.0%

carbon monoxide (201230-82-2) + 4-ethenylbenzoic acid (1075-49-6) → (±)-4-(1-carboxyethyl)benzoic acid (67381-50-4)

Guidance literature:

With iron(III) chloride; water; palladium diacetate; triphenylphosphine; In 1,4-dioxane; at 80 ℃; for 10h; under 37503.8 Torr; regioselective reaction; Sealed tube; Inert atmosphere; Autoclave;

DOI:10.1039/c8cc01190g

Reference yield: 4.0%

4-n-chlorophenylacetylene (873-73-4) + carbon monoxide (201230-82-2) → hydratropic acid (492-37-5,2328-24-7) + 2-(4-Chloro-phenyl)-propionic acid (938-95-4) + (±)-4-(1-carboxyethyl)benzoic acid (67381-50-4)

Guidance literature:

With potassium hydroxide; polyethylene glycol (PEG-400); potassium cyanide; nickel cyanide; cobalt(II) chloride; In toluene; at 90 ℃; for 24h; under 760 Torr;

DOI:10.1016/S0040-4039(00)74325-5

upstream raw materials:

(R,S)-2-(4'-methylphenyl) propionic acid

4-n-chlorophenylacetylene

carbon monoxide

4-(1-methoxycarbonyl-ethyl)-benzoic acid methyl ester

Downstream raw materials:

C₁₁H₁₂O₄

4-(1-methoxycarbonyl-ethyl)-benzoic acid methyl ester

Refernces

• 1、 Rubasinghege, Gayan,Gurung, Rubi,Rijal, Hom,Maldonado-Torres, Sabino,Chan, Andrew,Acharya, Shishir,Rogelj, Snezna,Piyasena, Menake. "Abiotic degradation and environmental toxicity of ibuprofen: Roles of mineral particles and solar radiation". . p. 22 - 32. Retrieved 2017/12/26.
• 2、 Chakma, Sankar,Moholkar, Vijayanand S.. "Investigations in sono-enzymatic degradation of ibuprofen". . p. 485 - 494. Retrieved 2015/11/24.