2-Propenoic acid, 3-(3,4,5-trimethoxyphenyl)-

Base Information

• Chemical Name: 2-Propenoic acid, 3-(3,4,5-trimethoxyphenyl)-
• CAS No.: 90-50-6
• Molecular Formula: C12H14O5
• Molecular Weight: 238.24
• Hs Code.: 29189900
• DSSTox Substance ID: DTXSID7059010
• Wikidata: Q27225774
• Mol file: 90-50-6.mol

Synonyms:2-Propenoic acid, 3-(3,4,5-trimethoxyphenyl)-;CHEBI:566519;(2E)-3-(3,4,5-trimethoxyphenyl)acrylic acid;Spectrum_001918;Spectrum2_001955;Spectrum3_001258;Spectrum4_001714;Epitope ID:119693;KBioGR_002068;KBioSS_002460;SPBio_002049;DTXSID7059010;KBio2_002453;KBio2_005021;KBio2_007589;KBio3_002296;3,4,5-trimethoxyl cinnamic acid;HMS3369C15;AKOS025243273;SB67308;FT-0614169;Q27225774

Chemical Property of 2-Propenoic acid, 3-(3,4,5-trimethoxyphenyl)-

Chemical Property:

• Appearance/Colour: white to cream fine crystalline powder
• Vapor Pressure: 5.39E-07mmHg at 25°C
• Melting Point: 125-127 °C(lit.)
• Refractive Index: 1.4571 (estimate)
• Boiling Point: 396.4 °C at 760 mmHg
• PKA: 4.48±0.10(Predicted)
• Flash Point: 151.5 °C
• PSA: 64.99000
• Density: 1.209 g/cm³
• LogP: 1.81020
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 238.08412354
• Heavy Atom Count: 17
• Complexity: 262

Purity/Quality:

99% ^*data from raw suppliers

3,4,5-Trimethoxycinnamic acid 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=CC(=CC(=C1OC)OC)C=CC(=O)O
• Uses: 3-(3,4,5-Trimethoxyphenyl)acrylic acid demonstrates antioxidant activity as it was detected to inhibit lipid peroxidation in rat brain homogenates.

Technology Process of 2-Propenoic acid, 3-(3,4,5-trimethoxyphenyl)-

There total 30 articles about 2-Propenoic acid, 3-(3,4,5-trimethoxyphenyl)- 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: 97.0%

malonic acid (141-82-2) + 3,4,5-trimethoxy-benzaldehyde (86-81-7) → (E)-3,4,5-trimethoxy-cinnamic acid (20329-98-0,20329-99-1,90-50-6)

Guidance literature:

With piperidine; pyridine; for 1h; Reflux;

DOI:10.2174/1573406415666190627103013

Reference yield: 89.0%

malonic acid (141-82-2) + 3,4,5-trimethoxy-benzaldehyde (86-81-7) → 3,4,5-trimethoxy styrene (13400-02-7) + (E)-3,4,5-trimethoxy-cinnamic acid (20329-98-0,20329-99-1,90-50-6)

Guidance literature:

With pyridine; acetic acid; at 130 ℃; for 0.133333h; microwave irradiation;

DOI:10.1016/j.tet.2006.11.023

Reference yield: 83.0%

3,4,5-trimethoxycinnamaldehyde (71277-13-9,34346-90-2,71277-12-8) → (E)-3,4,5-trimethoxy-cinnamic acid (20329-98-0,20329-99-1,90-50-6)

Guidance literature:

With sodium chlorite; sodium dihydrogenphosphate; In water; dimethyl sulfoxide; at 0 - 20 ℃; for 23h; Inert atmosphere;

DOI:10.1021/acs.joc.5b01776

upstream raw materials:

ethyl trimethoxybenzoyl acetate

3,4,5-trimethoxycinnamic acid methyl ester

acetic anhydride

3,4,5-trimethoxy-benzaldehyde

Downstream raw materials:

Eudesmic acid

4-Formyl-3',4',5'-trimethoxy-stilben

3,4-methylenedioxycinnamyl 3-(3,4,5-trimethoxyphenyl)acrylate

3',4',5'-trimethoxycinnamoyl chloride

Refernces

• 1、 Gao, Ang,Jiang, Run-Chuang,Liu, Chuang-Chuang,Liu, Qi-Le,Lu, Xiao-Yu,Xia, Ze-Jie. "Dual Nickel/Ruthenium Strategy for Photoinduced Decarboxylative Cross-Coupling of α,β-Unsaturated Carboxylic Acids with Cycloketone Oxime Esters". supporting information. p. 8829 - 8842. Retrieved 2021/06/30.
• 2、 Gong, Zhaotang,Liu, Guoyun,Mu, Wenwen,Wang, Ziqing,Yang, Jie. "Meta-substituted piperlongumine derivatives attenuate inflammation in both RAW264.7 macrophages and a mouse model of colitis". . . Retrieved 2021/11/16.