4-Carboxycinnamic acid

Base Information

• Chemical Name: 4-Carboxycinnamic acid
• CAS No.: 19675-63-9
• Molecular Formula: C₁₀H₈O₄
• Molecular Weight: 192.171
• Hs Code.: 2917399090
• European Community (EC) Number: 243-220-4
• Nikkaji Number: J225.247C,J27.542E
• Wikidata: Q27093193
• Metabolomics Workbench ID: 146734
• Mol file: 19675-63-9.mol

Synonyms:4-(2-Carboxyvinyl)benzoic acid;19675-63-9;4-CARBOXYCINNAMIC ACID;(e)-4-(2-carboxyvinyl)benzoic acid;p-carboxycinnamic acid;56148-65-3;4-[(E)-2-carboxyethenyl]benzoic acid;SCHEMBL70240;(e)-4-(2-carboxyvinyl)benzoicacid;Benzoic acid,4-(2-carboxyethenyl)-;MFCD00016543;AKOS015891150;DB02126;DS-5467;PD008531;4-Carboxycinnamic acid, predominantly trans;CS-0129532;D70259;4-[(1E)-2-carboxyeth-1-en-1-yl]benzoic acid;A813868;Q27093193

Chemical Property of 4-Carboxycinnamic acid

Chemical Property:

• Appearance/Colour: cream fine powder
• Vapor Pressure: 5.13E-08mmHg at 25°C
• Melting Point: >300°C
• Refractive Index: 1.4440 (estimate)
• Boiling Point: 426 °C at 760 mmHg
• PKA: 4.12±0.10(Predicted)
• Flash Point: 225.6 °C
• PSA: 74.60000
• Density: 1.396 g/cm³
• LogP: 1.48260
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 192.04225873
• Heavy Atom Count: 14
• Complexity: 249

Purity/Quality:

99% ^*data from raw suppliers

4-(2-Carboxyvinyl)benzoicAcid ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C=CC(=O)O)C(=O)O
• Isomeric SMILES: C1=CC(=CC=C1/C=C/C(=O)O)C(=O)O
• Uses: 4-(2-Carboxyvinyl)benzoic Acid is used in preparation of Polycarboxylic Acid water reducer with good dispersion and slump resistance.

Technology Process of 4-Carboxycinnamic acid

There total 13 articles about 4-Carboxycinnamic 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: 100.0%

4-iodobenzoic acid (619-58-9) + acrylic acid (79-10-7) → 4-(2-carboxyvinyl)benzoic acid (19675-63-9,56148-65-3)

Guidance literature:

With D-glucose; palladium diacetate; triethylamine; In water; acetonitrile; at 100 ℃; for 16h; Sealed tube;

DOI:10.1039/c5ra25712c

Reference yield: 96.0%

4-Bromobenzoic acid (586-76-5) + acrylic acid (79-10-7) → 4-(2-carboxyvinyl)benzoic acid (19675-63-9,56148-65-3)

Guidance literature:

With C₅₅H₇₁Cl₂N₃PPd; potassium carbonate; In 5,5-dimethyl-1,3-cyclohexadiene; at 120 ℃; for 2h; Reagent/catalyst; Schlenk technique;

Reference yield: 93.0%

malonic acid (141-82-2) + 4-Carboxybenzaldehyde (619-66-9) → 4-(2-carboxyvinyl)benzoic acid (19675-63-9,56148-65-3)

Guidance literature:

With piperidine; In pyridine; at 90 ℃; for 3h;

DOI:10.1002/chem.201200456

upstream raw materials:

malonic acid

4-Carboxybenzaldehyde

4-ethoxycarbonyl-cinnamic acid

acetic anhydride

Downstream raw materials:

4-Ethynyl-benzoic acid

(p-Carboxyphenyl)-propiolsaeure

Refernces

• 1、 -. "Triptycene carbene palladium compound and application thereof". Paragraph 0092-0099. . Retrieved 2021/05/08.
• 2、 -. "Triptycene carbene palladium pyridine complex and application thereof". Paragraph 0052-0058. . Retrieved 2021/06/12.