(E)-2-oxo-4-phenylbut-3-enoic acid

Base Information

• Chemical Name: (E)-2-oxo-4-phenylbut-3-enoic acid
• CAS No.: 17451-19-3
• Molecular Formula: C10H8 O3
• Molecular Weight: 176.172
• Hs Code.: 2918300090
• NSC Number: 53200
• DSSTox Substance ID: DTXSID40901608
• Nikkaji Number: J1.260.834I,J1.635.412K
• Mol file: 17451-19-3.mol

Synonyms:17451-19-3;(E)-2-oxo-4-phenylbut-3-enoic acid;2-Oxo-4-phenyl-but-3-enoic acid;2-oxo-4-phenylbut-3-enoic acid;1914-59-6;2-oxo-4-phenyl-3-butenoic acid;MFCD00196835;(E)-2-oxo-4-phenyl-but-3-enoic acid;3-Butenoic acid, 2-oxo-4-phenyl-, (3E)-;(3E)-2-OXO-4-PHENYLBUT-3-ENOIC ACID;3-Butenoic acid, 2-oxo-4-phenyl-;NSC53200;NoName_741;SCHEMBL1620754;SCHEMBL1620755;2-oxo-4-phenylbut-3-enoicacid;DTXSID40901608;NSC-53200;AKOS005256778;(E)-2-Oxo-4-phenyl-3-butenoic acid;(3E)-2-Oxo-4-phenyl-3-butenoic acid #;CS-0235779;EN300-1608872;A904197

Chemical Property of (E)-2-oxo-4-phenylbut-3-enoic acid

Chemical Property:

• Vapor Pressure: 0.000139mmHg at 25°C
• Boiling Point: 319.7°Cat760mmHg
• Flash Point: 161.3°C
• PSA: 54.37000
• Density: 1.27g/cm³
• LogP: 1.35350
• XLogP3: 1.8
• 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:

97% ^*data from raw suppliers

2-Oxo-4-phenylbut-3-enoicacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (E)-2-oxo-4-phenylbut-3-enoic acid

There total 18 articles about (E)-2-oxo-4-phenylbut-3-enoic 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: 91.0%

benzaldehyde (100-52-7) + 2-oxo-propionic acid (127-17-3) → benzylidene pyruvic acid (17451-19-3)

Guidance literature:

With potassium hydroxide; In methanol; at 15 - 25 ℃; Temperature; Inert atmosphere;

Reference yield: 60.0%

(3E)-1-(3,5-dimethyl-1H-pyrazol-1-yl)-4-phenyl-2-(phenylimino)but-3-en-1-one → benzylidene pyruvic acid (17451-19-3)

Guidance literature:

With hydrogenchloride; water; In tetrahydrofuran; at 0 - 40 ℃; for 17h;

DOI:10.1021/acs.orglett.9b01913

Reference yield: 52.0%

2-oxo-4-phenylbut-3-enoic acid potassium salt (118806-93-2) → benzylidene pyruvic acid (17451-19-3)

Guidance literature:

With hydrogenchloride; In water; at 40 ℃;

upstream raw materials:

silver(I) cyanide

cinnamoyl chloride

Oxalacetic acid

benzaldehyde

Downstream raw materials:

3-Phenyl-1-propanol

2-hydroxy-4-phenylbutanoic acid

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

3-(4-amino-phenylimino)-1-phenyl-buten-⁽¹⁾-oic acid-⁽⁴⁾