3-Oxo-3-phenylpropanoic acid

Base Information

• Chemical Name: 3-Oxo-3-phenylpropanoic acid
• CAS No.: 614-20-0
• Molecular Formula: C9H8 O3
• Molecular Weight: 164.161
• Hs Code.: 2918300090
• NSC Number: 97769
• UNII: C0Z4E3K13K
• DSSTox Substance ID: DTXSID70210316
• Nikkaji Number: J79.740E
• Wikidata: Q27103879
• Metabolomics Workbench ID: 51836
• ChEMBL ID: CHEMBL3546292
• Mol file: 614-20-0.mol

Synonyms:3-keto-3-phenylpropionic acid

Chemical Property of 3-Oxo-3-phenylpropanoic acid

Chemical Property:

• Vapor Pressure: 1.81E-05mmHg at 25°C
• Melting Point: 98-100 °C(lit.)
• Boiling Point: 349.1 °C at 760 mmHg
• PKA: 2.76±0.32(Predicted)
• Flash Point: 179.1 °C
• PSA: 54.37000
• Density: 1.242 g/cm³
• LogP: 1.34400
• Storage Temp.: 2-8°C
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 164.047344113
• Heavy Atom Count: 12
• Complexity: 180

Purity/Quality:

99%, ^*data from raw suppliers

3-Oxo-3-phenylpropanoicacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3-Oxo-3-phenylpropanoic acid

There total 75 articles about 3-Oxo-3-phenylpropanoic 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: 90.0%

bis(trimethylsilyl) malonate (18457-04-0) + benzoyl chloride (98-88-4) → 3-oxo-3-phenylpropionic acid (614-20-0)

Guidance literature:

bis(trimethylsilyl) malonate; With n-butyllithium; In diethyl ether; hexane; at -78 - 0 ℃;

benzoyl chloride; at 0 ℃; for 0.166667h;

DOI:10.1081/SCC-100000576

Reference yield: 79.0%

acetophenone (98-86-2) → 3-oxo-3-phenylpropionic acid (614-20-0)

Guidance literature:

In N,N-dimethyl-formamide; at 15 ℃; for 20h;

DOI:10.1039/c39830001487

Reference yield: 78.0%

methyl 3-oxo-3-phenylpropionate (614-27-7) → 3-oxo-3-phenylpropionic acid (614-20-0)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane; water; at 0 - 20 ℃; for 12h;

DOI:10.1016/j.ejmech.2018.02.077

upstream raw materials:

(E)-3-Bromo-3-phenyl-acrylic acid

diethyl benzoylmalonate

α-iodo-trans-cinnamic acid

ethyl β-ethoxycinnamate

Downstream raw materials:

1-phenyl-3-(piperidin-1-yl)propan-1-one

phenyl-glyoxal-2-(2-chloro-phenylhydrazone)

3-hydroxy-3-(4-methoxyphenyl)-1-phenylpropane-1-one

2-phenylquinoline-3-carboxylic acid

Refernces

• 1、 Kumari, Anita,Kaur, Jasneet,Bhardwaj, Vimal K.,Chimni, Swapandeep Singh. "Organocatalytic Asymmetric Decarboxylative Addition of β-Ketoacids to Methyleneindolinones Derivatives". . p. 4081 - 4088. Retrieved 2018.
• 2、 -. "Synthetic method of lobeline hydrochloride". Paragraph 0006; 0027; 0030; 0032; 0034. . Retrieved 2021/06/09.
• 3、 Chen, Liang,Yan, Qiang,Zeng, Rongjin. "CO2-Folded Single-Chain Nanoparticles as Recyclable, Improved Carboxylase Mimics". supporting information. p. 18418 - 18422. Retrieved 2020/08/21.