2-(4-Formylphenyl)propionic acid

Base Information

• Chemical Name: 2-(4-Formylphenyl)propionic acid
• CAS No.: 43153-07-7
• Molecular Formula: C10H10 O3
• Molecular Weight: 178.188
• Hs Code.: 2918300090
• UNII: 600T0F0PX0
• Nikkaji Number: J3.657.513A
• Wikidata: Q27263128
• Mol file: 43153-07-7.mol

Synonyms:43153-07-7;2-(4-formylphenyl)propanoic Acid;2-(4-Formylphenyl)propionic acid;Ibuprofen Impurity K;(2RS)-2-(4-Formylphenyl)propanoic acid;2-(p-Formylphenyl)propionic Acid;Ibuprofen impurity K [EP];4-formylphenylpropanoic acid;(+/-)-2-(4-Formylphenyl)propanoic acid;UNII-600T0F0PX0;RAC 2-(4-FORMYLPHENYL)PROPIONIC ACID;600T0F0PX0;Benzeneacetic acid, 4-formyl-alpha-methyl-;(2RS)-2-(4-Formylphenyl)propanoic Acid;Ibuprofen Imp. K (EP);(Ibuprofen Impurity K);SCHEMBL693837;2-(4-formylphenyl)propanoicAcid;IAXYHYOWEQQFMC-UHFFFAOYSA-N;rac 2-(4-Formylphenyl)propionic Acid (Ibuprofen Impurity K);rac 2-(4-Formylphenyl)propionic Acid(Ibuprofen Impurity K);MFCD08275588;AKOS006287446;IBUPROFEN IMPURITY K [EP IMPURITY];HY-131260;CS-0131913;FT-0668852;J3.657.513A;EN300-749508;F19307;BENZENEACETIC ACID, 4-FORMYL-.ALPHA.-METHYL-;Q27263128;Z1198177006;Ibuprofen Imp. K (EP): 2-(4-Formylphenyl)propionic Acid;(2RS)-2-(4-Formylphenyl)propionic acid, pharmaceutical impurity standard

Chemical Property of 2-(4-Formylphenyl)propionic acid

Chemical Property:

• Boiling Point: 352.3±17.0 °C(Predicted)
• PKA: 4.11±0.10(Predicted)
• PSA: 54.37000
• Density: 1.222±0.06 g/cm3(Predicted)
• LogP: 1.68720
• Storage Temp.: -20°C Freezer, Under Inert Atmosphere
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 178.062994177
• Heavy Atom Count: 13
• Complexity: 192

Purity/Quality:

99% ^*data from raw suppliers

rac2-(4-Formylphenyl)propionicAcid(IbuprofenImpurityK) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C1=CC=C(C=C1)C=O)C(=O)O
• Uses: rac 2-(4-Formylphenyl)propionic Acid (Ibuprofen EP Impurity K) is a degradation product of Ibuprofen arising from oxidative and thermal treatments. Ibuprofen impurity K. Degradation product of Ibuprofen arising from oxidative and thermal treatments. Ibuprofen Impurity K

Technology Process of 2-(4-Formylphenyl)propionic acid

There total 10 articles about 2-(4-Formylphenyl)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: 63.0%

2-(4-ethenylphenyl)-1,3-dioxolane (19693-76-6) + carbon dioxide (124-38-9,18923-20-1) → 2-(4-formylphenyl)propanoic acid (43153-07-7)

Guidance literature:

With manganese; nickel(II) chloride hexahydrate; 4,4’-di-tert-butyl-6-methyl-2,2’-bipyridine; water; In N,N-dimethyl acetamide; at 0 ℃; under 760.051 Torr; chemoselective reaction; Schlenk technique;

DOI:10.1021/jacs.7b07637

Reference yield: 37.1%

ibuprofen (15687-27-1,58560-75-1) → 4-(2-methyl-1-propyl)benzaldehyde (40150-98-9) + 1-(4-isobutyl-phenyl)-ethanone (38861-78-8) + 2-(4-formylphenyl)propanoic acid (43153-07-7) + 1-ethyl-4-(2-methylpropyl)benzene (100319-40-2) + 1-(4-isobutylphenyl)ethanol (40150-92-3) + 2-(4'-isobutyrylphenyl)propionic acid (65813-55-0)

Guidance literature:

With 1,3,6,8-tetrahydro-2,4,5,7-pyrimido<5,4-g>pteridinetetrone; oxygen; In acetonitrile; for 3h; Product distribution; Mechanism; Ambient temperature; Irradiation; other reagents;

DOI:10.1039/c39910000601

Reference yield:

2-[(p-chloromethyl)phenyl]propionic acid (80530-55-8) → 2-(4-formylphenyl)propanoic acid (43153-07-7)

Guidance literature:

2-[(p-chloromethyl)phenyl]propionic acid; With hexamethylenetetramine; In chloroform; at 63 - 65 ℃; for 6h;

With hydrogenchloride; In chloroform; water; for 2h; Concentration; Solvent; Temperature; Reagent/catalyst; Reflux;

upstream raw materials:

ethyl 2-(4-formylphenyl)propionate

ibuprofen

2-(4-chloromethylphenyl)-propionic ethyl ester

ethyl 2-phenylpropanoate

Downstream raw materials:

2-[4-(1-Hydroxy-propyl)-phenyl]-propionic acid

2-(4-(1-hydroxyethyl)phenyl)propanoic acid

2-4-[(2-oxo-cyclohexylidene)methyl]phenylpropionic acid

4-formyldihydrocinnamic acid

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、 -. "Preparation method of loxoprofen sodium ring opened impurity". Paragraph 0012; 0016; 0018; 0020; 0022; 0024; 0026. . Retrieved 2017/12/09.