beta-Benzoylacrylic acid

Base Information

• Chemical Name: beta-Benzoylacrylic acid
• CAS No.: 583-06-2
• Molecular Formula: C10H8O3
• Molecular Weight: 176.172
• Hs Code.: 2918300090
• Mol file: 583-06-2.mol

Synonyms:benzoylacrylic acid;beta-benzoylacrylic acid

Chemical Property of beta-Benzoylacrylic acid

Chemical Property:

• Appearance/Colour: Yellow to yellow-brown cryst. needles or powde
• Vapor Pressure: 5.23E-05mmHg at 25°C
• Melting Point: 94-97 °C(lit.)
• Refractive Index: 1.5036 (estimate)
• Boiling Point: 333.9 °C at 760 mmHg
• PKA: 3.43±0.10(Predicted)
• Flash Point: 170 °C
• PSA: 54.37000
• Density: 1.238 g/cm³
• LogP: 1.51010
• Storage Temp.: 2-8°C
• Water Solubility.: Insoluble in water.
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 176.047344113
• Heavy Atom Count: 13
• Complexity: 224

Purity/Quality:

99%, ^*data from raw suppliers

(E)-4-Oxo-4-phenylbut-2-enoicAcid ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=O)C=CC(=O)O
• Uses: 2-Butenoic acid, 4-oxo-4-phenyl- could react with morpholine, and obtain the 2-morpholin-4-yl-4-oxo-4-phenyl-butyric acid. This reaction needs the solvent of toluene, ethanol.

Technology Process of beta-Benzoylacrylic acid

There total 26 articles about beta-Benzoylacrylic 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: 85.0%

maleic anhydride (108-31-6) + benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1) → 3-benzoylacrylic acid (583-06-2)

Guidance literature:

With aluminum (III) chloride; at 80 ℃; for 0.5h;

DOI:10.1021/acs.orglett.7b03289

Reference yield: 81.0%

acetophenone (98-86-2) + Glyoxilic acid (298-12-4) → 3-benzoylacrylic acid (583-06-2)

Guidance literature:

With hydrogenchloride; In water; acetic acid; for 18h; Reflux;

DOI:10.1016/j.tet.2019.05.036

Reference yield:

2-hydroxy-4-oxo-4-phenylbutanoic acid (65245-10-5) → 3-benzoylacrylic acid (583-06-2)

Guidance literature:

With sulfuric acid; at 0 ℃; anschliessend in Eiswasser giessen;

upstream raw materials:

maleic anhydride

benzene

styrylacetic acid

2-hydroxy-4-oxo-4-phenylbutanoic acid

Downstream raw materials:

4-Oxo-4-phenyl-2-piperidino-butansaeure

3-(benzoyl)-2'-methylacrylanilide

vinyl β-benzoylacrylate

1-Phenyl-1,4-octanedione

Refernces

• 1、 Lu, Yufei,Li, Jing,Zhu, Yue,Shen, Jiefeng,Liu, Delong,Zhang, Wanbin. "Synthesis of chiral γ-lactones via a RuPHOX-Ru catalyzed asymmetric hydrogenation of aroylacrylic acids". supporting information. p. 3643 - 3649. Retrieved 2019/05/29.
• 2、 Lozynskyi, Andrii,Zasidko, Viktoria,Atamanyuk, Dmytro,Kaminskyy, Danylo,Derkach, Halyna,Karpenko, Olexandr,Ogurtsov, Volodymyr,Kutsyk, Roman,Lesyk, Roman. "Synthesis, antioxidant and antimicrobial activities of novel thiopyrano[2,3-d]thiazoles based on aroylacrylic acids". . p. 427 - 436. Retrieved 2017/05/29.