2,3,4-Trimethoxycinnamic acid

Base Information

• Chemical Name: 2,3,4-Trimethoxycinnamic acid
• CAS No.: 33130-03-9
• Molecular Formula: C12H14O5
• Molecular Weight: 238.24
• Hs Code.: 29163990
• European Community (EC) Number: 251-388-5
• Nikkaji Number: J319.502C,J308.293H
• Metabolomics Workbench ID: 41497
• Mol file: 33130-03-9.mol

Synonyms:(Z)-3-(2,3,4-trimethoxyphenyl)acrylic acid;3-(2,3,4-trimethoxyphenyl)acrylic acid

Chemical Property of 2,3,4-Trimethoxycinnamic acid

Chemical Property:

• Appearance/Colour: Light yellow.
• Vapor Pressure: 7.43E-07mmHg at 25°C
• Melting Point: 172-174 °C
• Refractive Index: 1.4571 (estimate)
• Boiling Point: 392.2oC at 760 mmHg
• PKA: 4.54±0.15(Predicted)
• Flash Point: 149.6oC
• PSA: 64.99000
• Density: 1.209 g/cm3
• LogP: 1.81020
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 238.08412354
• Heavy Atom Count: 17
• Complexity: 276

Purity/Quality:

99% ^*data from raw suppliers

2,3,4-Trimethoxycinnamic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C(=C(C=C1)C=CC(=O)O)OC)OC
• Isomeric SMILES: COC1=C(C(=C(C=C1)/C=C/C(=O)O)OC)OC

Technology Process of 2,3,4-Trimethoxycinnamic acid

There total 2 articles about 2,3,4-Trimethoxycinnamic 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: 92.0%

malonic acid (141-82-2) + 2,3,4-trimethoxybenzaldehyde (2103-57-3) → 3-(2,3,4-trimethoxyphenyl)acrylic acid (33130-03-9)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; In N,N-dimethyl-formamide; at 100 - 110 ℃; for 1.33333h;

DOI:10.14233/ajchem.2017.20575

Reference yield:

→ 3-(2,3,4-trimethoxyphenyl)acrylic acid (33130-03-9)

Guidance literature:

Verb.Ic, Pb(OAc)4; Oxidation;

DOI:10.1246/bcsj.45.1132

Reference yield: 96.0%

3-(2,3,4-trimethoxyphenyl)acrylic acid (33130-03-9) → 3-(2,3,4-trimethoxy-phenyl)-propionic acid (33130-04-0)

Guidance literature:

With palladium on activated charcoal; hydrogen; In methanol; at 50 ℃; for 4h; under 9000.9 Torr;

DOI:10.1039/c5ra14888j

upstream raw materials:

malonic acid

2,3,4-trimethoxybenzaldehyde

Downstream raw materials:

1-(4-amino-6,7-dimethoxy-quinazolin-2-yl)-4-[3-(2,3,4-trimethoxy-phenyl)-acryloyl]-piperazine

N-(3,5-bis(trifluoromethyl)phenyl)-3-(2,3,4-trimethoxyphenyl)acrylamide

C₁₅H₁₈N₂O₄S

3-(2,3,4-trimethoxy-phenyl)-propionic acid

Refernces

• 1、 Tu, Yuanbiao,Ouyang, Yiqiang,Xu, Shan,Zhu, Yan,Li, Gen,Sun, Chao,Zheng, Pengwu,Zhu, Wufu. "Design, synthesis, and docking studies of afatinib analogs bearing cinnamamide moiety as potent EGFR inhibitors". . p. 1495 - 1503. Retrieved 2016/03/15.
• 2、 Hu, Jinhui,Yan, Jun,Chen, Jie,Pang, Yanqing,Huang, Ling,Li, Xingshu. "Synthesis, biological evaluation and mechanism study of a class of benzylideneindanone derivatives as novel anticancer agents". . p. 1318 - 1327. Retrieved 2015/07/15.