3-(4-Methoxy-phenyl)-acrylic acid

Base Information

• Chemical Name: 3-(4-Methoxy-phenyl)-acrylic acid
• CAS No.: 830-09-1
• Molecular Formula: C10H10O3
• Molecular Weight: 178.188
• Hs Code.: 29173990
• DSSTox Substance ID: DTXSID4048147
• Wikidata: Q27121258
• Mol file: 830-09-1.mol

Synonyms:4-methoxy cinnamic acid

Chemical Property of 3-(4-Methoxy-phenyl)-acrylic acid

Chemical Property:

• Appearance/Colour: white fine crystalline powder
• Vapor Pressure: 2.86E-05mmHg at 25°C
• Melting Point: 173-175 °C
• Refractive Index: 1.5088 (estimate)
• Boiling Point: 342.6 °C at 760 mmHg
• PKA: pK1:4.539 (25°C)
• Flash Point: 138.6 °C
• PSA: 46.53000
• Density: 1.195 g/cm³
• LogP: 1.79300
• Storage Temp.: Refrigerator
• Solubility.: Soluble in dimethyl sulfoxide and methanol.
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 178.062994177
• Heavy Atom Count: 13
• Complexity: 190

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-Methoxycinnamic acid ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C=CC(=O)O
• Uses: 4-Methoxycinnamic acid(p-MCA) exerted antihyperglycemic/hypoglycemic effect by stimulating insulin secretion from pancreas and could be developed into a new potential for therapeutic agent used in type 2 diabetic patients. It exerts anti-hyperglycemic/ hypoglycemic effect by stimulating insulin secretion from pancreas. It could be developed into a new potential therapeutic agent used in type 2 diabetic patients.

Technology Process of 3-(4-Methoxy-phenyl)-acrylic acid

There total 79 articles about 3-(4-Methoxy-phenyl)-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: 98.0%

1-bromo-4-methoxy-benzene (104-92-7) + acrylic acid (79-10-7) → 3-(4'-methoxyphenyl)propenoic acid (830-09-1)

Guidance literature:

With potassium carbonate; palladium diacetate; tris-(o-tolyl)phosphine; In N,N,N,N,N,N-hexamethylphosphoric triamide; water; at 100 ℃; for 1.5h;

DOI:10.1007/BF00961965

Reference yield: 98.0%

methyl p-methoxycinnamate (832-01-9,3901-07-3,19310-29-3) → 3-(4'-methoxyphenyl)propenoic acid (830-09-1)

Guidance literature:

With iron(III) sulfate; water; In toluene; at 110 ℃; for 2h; Ionic liquid;

DOI:10.1039/c0nj00454e

Reference yield: 97.5%

malonic acid (141-82-2) + 4-methoxy-benzaldehyde (123-11-5) → 3-(4'-methoxyphenyl)propenoic acid (830-09-1)

Guidance literature:

With piperidine; In pyridine; at 100 - 120 ℃; for 2.25h;

DOI:10.1039/b006972h

upstream raw materials:

4-methoxycinnamaldehyde

ethyl p-methoxycinnamate

acetic anhydride

4-methoxy-benzaldehyde

Downstream raw materials:

2-(4-Methoxy-phenyl)-2,6,7,12-tetrahydro-3H-indolo[2,3-a]quinolizin-4-one

4-methoxy-benzaldehyde

4-Methoxystyrene

carbon dioxide

Refernces

• 1、 Birmingham, William R.,Galman, James L.,Parmeggiani, Fabio,Seibt, Lisa,Turner, Nicholas J.. "One-Pot Biocatalytic In Vivo Methylation-Hydroamination of Bioderived Lignin Monomers to Generate a Key Precursor to L-DOPA". . . Retrieved 2022/01/13.
• 2、 Zhang, Peng,Min, Zhihui,Gao, Yang,Bian, Jiang,Lin, Xin,He, Jie,Ye, Deyong,Li, Yilin,Peng, Chao,Cheng, Yunfeng,Chu, Yong. "Discovery of Novel Benzothiazepinones as Irreversible Covalent Glycogen Synthase Kinase 3β Inhibitors for the Treatment of Acute Promyelocytic Leukemia". . p. 7341 - 7358. Retrieved 2021/06/28.