2-Oxo-4-phenylbutyric acid

Base Information

• Chemical Name: 2-Oxo-4-phenylbutyric acid
• CAS No.: 710-11-2
• Molecular Formula: C10H10O3
• Molecular Weight: 178.188
• Hs Code.: 2918300090
• European Community (EC) Number: 211-916-7
• DSSTox Substance ID: DTXSID10221224
• Nikkaji Number: J193.081H
• Wikidata: Q72498896
• ChEMBL ID: CHEMBL16281
• Mol file: 710-11-2.mol

Synonyms:2-oxo-4-phenylbutanoic acid;710-11-2;2-Oxo-4-phenylbutyric acid;2-Oxo-4-phenyl-butyric acid;CHEMBL16281;EINECS 211-916-7;MFCD00969471;2-Oxo-4-phenylbutanoate;2-Oxo-4-phenylbutanoicacid;2-oxo-4-phenyl-butanoic acid;Benzenebutanoic acid, alpha-oxo-;benzylpyruvic acid;oxobenzenebutanoic acid;4-phenyl-2-oxobutyric acid;4-phenyl-2-oxobutanoic acid;Benzenebutanoic acid, a-oxo-;2-oxo-4-phenyl butyric acid;SCHEMBL258545;4-Phenyl-2-Ketobutanoic Acid;DTXSID10221224;CHEBI:181422;2-OXO-4-PHENYL-BUTYRICACID;BDBM50125828;AKOS005174543;AC-3539;CS-W019322;DS-3613;2-oxo-4-phenyl-butyric acid, AldrichCPR;FT-0632864;O0389;C20327;EN300-143516;W-104537;Z1201620725

Chemical Property of 2-Oxo-4-phenylbutyric acid

Chemical Property:

• Appearance/Colour: White crystal
• Vapor Pressure: 0.000199mmHg at 25°C
• Melting Point: 47.0 to 51.0 °C
• Refractive Index: 1.547
• Boiling Point: 314.4 °C at 760 mmHg
• PKA: 2.53±0.54(Predicted)
• Flash Point: 158.1 °C
• PSA: 54.37000
• Density: 1.212 g/cm³
• LogP: 1.27290
• Storage Temp.: 0-10°C
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 178.062994177
• Heavy Atom Count: 13
• Complexity: 192

Purity/Quality:

99% ^*data from raw suppliers

2-Oxo-4-phenylbutanoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CCC(=O)C(=O)O

Technology Process of 2-Oxo-4-phenylbutyric acid

There total 49 articles about 2-Oxo-4-phenylbutyric 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: 100.0%

t-butyl 2-oxo-4-phenylbutanoate → 2-oxo-4-phenylbutyric acid (710-11-2)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃;

DOI:10.1021/acs.jmedchem.0c00522

Reference yield: 99.0%

2-hydroxy-4-methyl-2-phenethylmorpholin-3-one → 2-oxo-4-phenylbutyric acid (710-11-2)

Guidance literature:

With hydrogenchloride; for 2h; Heating;

DOI:10.1246/bcsj.69.2079

Reference yield: 95.0%

2-hydroxy-4-phenylbutanoic acid (4263-93-8,111611-91-7) → 2-oxo-4-phenylbutyric acid (710-11-2)

Guidance literature:

With 2-azatricyclo[3.3.1.1^3,7]dec-2-yloxidanyl; sodium nitrite; In aq. phosphate buffer; water; acetonitrile; at 25 ℃; for 2h; Solvent; Reagent/catalyst; chemoselective reaction;

DOI:10.1021/acs.orglett.6b01964

upstream raw materials:

ethyl 4-phenylbut-2-enoate

C₁₀H₁₁NO₂

2-hydroxy-4-phenylbut-3-enoic acid

1-Hydroxy-2-phenyl-cyclopropancarbonsaeure-ethylester

Downstream raw materials:

3-benzyl-quinoline-2,4-dicarboxylic acid

4-benzyl-1,5-diphenyl-pyrrolidine-2,3-dione

3-benzyl-2-phenyl-quinoline-4-carboxylic acid

4-benzyl-5-(4-methoxy-phenyl)-dihydro-furan-2,3-dione

Refernces

• 1、 Pickl, Mathias,Marín-Valls, Roser,Joglar, Jesús,Bujons, Jordi,Clapés, Pere. "Chemoenzymatic Production of Enantiocomplementary 2-Substituted 3-Hydroxycarboxylic Acids from l-α-Amino Acids". . p. 2866 - 2876. Retrieved 2021/04/14.
• 2、 Burkett, Daniel J.,Wyatt, Brittney N.,Mews, Mallory,Bautista, Anson,Engel, Ryan,Dockendorff, Chris,Donaldson, William A.,St. Maurice, Martin. "Evaluation of α-hydroxycinnamic acids as pyruvate carboxylase inhibitors". . p. 4041 - 4047. Retrieved 2019/08/26.