Benzoic acid, 3-[(1E)-2-carboxyethenyl]-

Base Information

• Chemical Name: Benzoic acid, 3-[(1E)-2-carboxyethenyl]-
• CAS No.: 115974-98-6
• Molecular Formula: C10H8O4
• Molecular Weight: 192.171
• DSSTox Substance ID: DTXSID40353668
• Mol file: 115974-98-6.mol

Synonyms:Benzoic acid, 3-[(1E)-2-carboxyethenyl]-;115974-98-6;3-(2-carboxyethenyl)benzoic acid;CBDivE_005704;DTXSID40353668

Chemical Property of Benzoic acid, 3-[(1E)-2-carboxyethenyl]-

Chemical Property:

• XLogP3: 2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 192.04225873
• Heavy Atom Count: 14
• Complexity: 257

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Benzoic acid, 3-[(1E)-2-carboxyethenyl]-

There total 7 articles about Benzoic acid, 3-[(1E)-2-carboxyethenyl]- 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: 98.0%

acrylic acid (79-10-7) + 3-Iodobenzoic acid (618-51-9) → 3-[(E)-2-carboxyvinyl]-benzoic acid (115974-98-6)

Guidance literature:

With palladium diacetate; potassium acetate; potassium carbonate; In water; at 50 ℃; for 1h;

DOI:10.1016/0022-328X(89)85235-0

Reference yield: 96.0%

m-bromobenzoic acid (585-76-2) + acrylic acid (79-10-7) → 3-[(E)-2-carboxyvinyl]-benzoic acid (115974-98-6)

Guidance literature:

With C₃₂H₂₆Cl₂N₈O₄Pd₂; potassium carbonate; In methanol; water; for 0.333333h; Reagent/catalyst; Schlenk technique; Heating;

DOI:10.1021/acs.inorgchem.0c01035

Reference yield: 95.0%

methyl (E)-3-(3-methoxy-3-oxoprop-1-en-1-yl)benzoate (197658-21-2) → 3-[(E)-2-carboxyvinyl]-benzoic acid (115974-98-6)

Guidance literature:

methyl (E)-3-(3-methoxy-3-oxoprop-1-en-1-yl)benzoate; In methanol; for 4h; Reflux; Alkaline conditions;

With hydrogenchloride; In methanol; water; pH=> 2;

DOI:10.1039/c7cy00564d

upstream raw materials:

acrylic acid

3-Iodobenzoic acid

m-bromobenzoic acid

malonic acid

Downstream raw materials:

3-(2-carboxyethyl)benzoic acid

methyl (E)-3-(3-methoxy-3-oxoprop-1-en-1-yl)benzoate

Refernces

• 1、 Zhan, Kan,Lu, Ping,Dong, Jian,Hou, Xu. "Polymer hydrogel confined palladium nanoparticles as recyclable catalysts for Suzuki and Heck cross-coupling reactions". . p. 1630 - 1634. Retrieved 2020.
• 2、 Bumagin, Nikolay A.,Kletskov, Alexey V.,Petkevich, Sergey K.,Kolesnik, Iryna A.,Lyakhov, Alexander S.,Ivashkevich, Ludmila S.,Baranovsky, Alexander V.,Kurman, Peter V.,Potkin, Vladimir I.. "Substituted 1-(isoxazol-3-yl)methyl-1H-1,2,3-triazoles: Synthesis, palladium(II) complexes, and high-turnover catalysis in aqueous media". . p. 3578 - 3588. Retrieved 2018/05/28.