(2E)-3-(4-ethoxy-3-methoxyphenyl)acrylic acid

Base Information

• Chemical Name: (2E)-3-(4-ethoxy-3-methoxyphenyl)acrylic acid
• CAS No.: 58168-81-3
• Molecular Formula: C12H14O4
• Molecular Weight: 222.24
• European Community (EC) Number: 654-132-4
• Nikkaji Number: J494.798C
• Mol file: 58168-81-3.mol

Synonyms:(2E)-3-(4-ethoxy-3-methoxyphenyl)acrylic acid;58168-81-3;144878-40-0;4-Ethoxy-3-Methoxycinnamic Acid;(2E)-3-(4-ethoxy-3-methoxyphenyl)prop-2-enoic acid;(E)-3-(4-ethoxy-3-methoxyphenyl)prop-2-enoic acid;3-(4-ethoxy-3-methoxyphenyl)acrylic acid;(E)-3-(4-ETHOXY-3-METHOXYPHENYL)ACRYLIC ACID;MFCD00016849;SCHEMBL3690896;BBL000246;STK319213;AKOS000109189;3-(4-ethoxy-3-methoxyphenyl)acrylicacid;VS-00519;BB 0244822;CS-0116978;CS-0369018;EN300-08913;EN300-832899;A853277;(E)-3-(4-Ethoxy-3-methoxy-phenyl)-acrylic acid;J-008021;Z2315575629;4-BENZYLOXY-5-BROMO-2-(PYRROLIDIN-1-YL)PYRIMIDINE

Chemical Property of (2E)-3-(4-ethoxy-3-methoxyphenyl)acrylic acid

Chemical Property:

• Melting Point: 205 °C
• Boiling Point: 378.5±27.0 °C(Predicted)
• PKA: 4.54±0.10(Predicted)
• PSA: 55.76000
• Density: 1.172±0.06 g/cm3(Predicted)
• LogP: 2.19170
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 222.08920892
• Heavy Atom Count: 16
• Complexity: 249

Purity/Quality:

97% ^*data from raw suppliers

4-ETHOXY-3-METHOXYCINNAMIC ACID ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOC1=C(C=C(C=C1)C=CC(=O)O)OC
• Isomeric SMILES: CCOC1=C(C=C(C=C1)/C=C/C(=O)O)OC

Technology Process of (2E)-3-(4-ethoxy-3-methoxyphenyl)acrylic acid

There total 5 articles about (2E)-3-(4-ethoxy-3-methoxyphenyl)acrylic 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:

malonic acid (141-82-2) + 4-ethoxy-3-methoxybenzaldehyde (120-25-2) → 4-ethoxy-3-methoxycinnamic acid (58168-81-3)

Guidance literature:

malonic acid; 4-ethoxy-3-methoxybenzaldehyde; With piperidine; pyridine; Reflux;

With hydrogenchloride; In water; at 25 ℃;

DOI:10.3390/molecules14104166

Reference yield:

methyl 4-ethoxy-3-methoxycinnamate (10240-21-8) → 4-ethoxy-3-methoxycinnamic acid (58168-81-3)

Guidance literature:

With sodium hydroxide; at 80 ℃; for 0.5h;

DOI:10.1016/S0031-9422(00)98527-3

Reference yield:

methyl ferulate (22329-76-6,34298-89-0,2309-07-1) → 4-ethoxy-3-methoxycinnamic acid (58168-81-3)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / butanone / 80 °C

2: sodium hydroxide; water / ethanol / Reflux

With water; potassium carbonate; sodium hydroxide; In ethanol; butanone;

DOI:10.1021/acs.jafc.1c05521

upstream raw materials:

methyl 4-ethoxy-3-methoxycinnamate

Methyl ferulate

malonic acid

4-ethoxy-3-methoxybenzaldehyde

Downstream raw materials:

methyl 4-ethoxy-3-methoxycinnamate

C₁₂H₁₃ClO₃

3-(4-ethoxy-3-methoxyphenyl)-2-propen-1-ol

3-(4-ethoxy-3-methoxyphenyl)-propionic acid