4-(4-Chlorophenyl)-2-oxo-3-butenoic acid

Base Information

• Chemical Name: 4-(4-Chlorophenyl)-2-oxo-3-butenoic acid
• CAS No.: 33185-97-6
• Molecular Formula: C10H7 Cl O3
• Molecular Weight: 210.617
• Nikkaji Number: J418.373H
• ChEMBL ID: CHEMBL3247420
• Mol file: 33185-97-6.mol

Synonyms:4-(4-chlorophenyl)-2-oxo-3-butenoic acid;4-(4-chlorophenyl)-2-oxo-3-butenoic acid, (E)-isomer;4-(4-chlorophenyl)-2-oxo-3-butenoic acid, 1-(14)C-labeled, (E)-isomer;4-CPOB

Chemical Property of 4-(4-Chlorophenyl)-2-oxo-3-butenoic acid

Chemical Property:

• Vapor Pressure: 8.78E-06mmHg at 25°C
• Boiling Point: 359.1°Cat760mmHg
• Flash Point: 171°C
• PSA: 54.37000
• Density: 1.398g/cm³
• LogP: 2.00690
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 210.0083718
• Heavy Atom Count: 14
• Complexity: 252

Purity/Quality:

99%min ^*data from raw suppliers

(E)-4-(4-CHLOROPHENYL)-2-OXO-3-BUTENOIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C=CC(=O)C(=O)O)Cl
• Isomeric SMILES: C1=CC(=CC=C1/C=C/C(=O)C(=O)O)Cl

Technology Process of 4-(4-Chlorophenyl)-2-oxo-3-butenoic acid

There total 14 articles about 4-(4-Chlorophenyl)-2-oxo-3-butenoic 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: 70.0%

sodium 4-(4-chlorophenyl)-2-oxobut-3-enoate → (E)-4-(4'-chlorophenyl)-2-oxo-3-buteneoic acid (33185-97-6,42393-06-6)

Guidance literature:

With hydrogenchloride; In water; Product distribution / selectivity;

Reference yield: 48.0%

potassium 4-(4-chlorophenyl)-2-oxobut-3-enoate (1000400-63-4) → 4-(4-chlorophenyl)-2-oxo-3-butenoic acid (33185-97-6)

Guidance literature:

With hydrogenchloride; In water; at 40 ℃;

Reference yield: 43.0%

4-chlorobenzaldehyde (104-88-1) + 2-oxo-propionic acid (127-17-3) → (E)-4-(4'-chlorophenyl)-2-oxo-3-buteneoic acid (33185-97-6,42393-06-6)

Guidance literature:

With potassium hydroxide; In methanol; at 40 ℃;

DOI:10.1016/S0040-4020(01)86506-6

upstream raw materials:

oxalyl dichloride

para-chloroacetophenone

sodium 4-chlorobenzylidenepyruvate

4-chlorobenzaldehyde

Refernces

• 1、 Miyamura, Hiroyuki,Yasukawa, Tomohiro,Zhu, Zhiyuan,Kobayashi, Shū. "Asymmetric 1,4-Addition of Arylboronic Acids to β,γ-Unsaturated α-Ketoesters using Heterogeneous Chiral Metal Nanoparticle Systems". supporting information. p. 353 - 359. Retrieved 2019/12/15.
• 2、 Suzuki, Toshihiro,Takizawa, Noboru. "Purification and enzymatic characterization of trans-o-hydroxybenzylidenepyruvate hydratase-aldolase from Rhodococcus opacus and enzymatic formation of α, β-unsaturated ketones". . p. 1884 - 1888. Retrieved 2019/09/18.