2-Propenoic acid, 3-(3-methoxyphenyl)-

Base Information

• Chemical Name: 2-Propenoic acid, 3-(3-methoxyphenyl)-
• CAS No.: 6099-04-3
• Molecular Formula: C10H10O3
• Molecular Weight: 178.188
• Hs Code.: 2916399090
• DSSTox Substance ID: DTXSID501035148
• Mol file: 6099-04-3.mol

Synonyms:2-Propenoic acid, 3-(3-methoxyphenyl)-;3-(3-methoxyphenyl)prop-2-enoic acid;metamethoxycinnamic acid;3-methoxy cinnamic acid;TimTec1_001568;CHEBI:182382;DTXSID501035148;AKOS017278252;FT-0616001;FT-0679177

Chemical Property of 2-Propenoic acid, 3-(3-methoxyphenyl)-

Chemical Property:

• Appearance/Colour: White to light brown fine crystalline powder
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 116-119 °C(lit.)
• Refractive Index: 1.591
• Boiling Point: 329.9 °C at 760 mmHg
• PKA: pK1:4.376 (25°C)
• Flash Point: 132.6 °C
• PSA: 46.53000
• Density: 1.195 g/cm³
• LogP: 1.79300
• Storage Temp.: 2-8°C
• Solubility.: almost transparency in Methanol
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 178.062994177
• Heavy Atom Count: 13
• Complexity: 198

Purity/Quality:

98%, ^*data from raw suppliers

3-Methoxycinnamic Acid ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=CC(=C1)C=CC(=O)O
• Uses: 3-Methoxycinnamic acid is a key intermediate in the synthesis of phosphatidylcholines containing cinnamic acids that exhibits antiproliferative properties against human cancer cell lines.

Technology Process of 2-Propenoic acid, 3-(3-methoxyphenyl)-

There total 36 articles about 2-Propenoic acid, 3-(3-methoxyphenyl)- 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: 94.8%

malonic acid (141-82-2) + 3-methoxy-benzaldehyde (591-31-1) → trans-3-methoxycinnamic acid (6099-04-3,17570-26-2)

Guidance literature:

With piperidine; pyridine;

DOI:10.1021/jo00279a014

Reference yield: 92.0%

3-methoxy-1-iodobenzene (766-85-8) + acrylic acid (79-10-7) → trans-3-methoxycinnamic acid (6099-04-3,17570-26-2)

Guidance literature:

With potassium carbonate; In water; for 12h; Inert atmosphere; Reflux;

DOI:10.1039/c4nj01581a

Reference yield: 90.0%

3-methoxyphenyl bromide (2398-37-0) + acrylic acid (79-10-7) → trans-3-methoxycinnamic acid (6099-04-3,17570-26-2)

Guidance literature:

With potassium carbonate; In water; for 12h; Inert atmosphere; Reflux;

DOI:10.1039/c4nj01581a

upstream raw materials:

(3-methoxy-benzylidene)-malonic acid

sodium acetate

acetic anhydride

3-methoxy-benzaldehyde

Downstream raw materials:

3-(3-methoxyphenyl)-3-phenylpropanoic acid

2'-hydroxy-4',5'-dimethyl-3-methoxychalcone

5,6-dimethyl-4-(3'-methoxyphenyl)-3,4-dihydrocoumarin

6,7-dimethyl-4-(3'-methoxyphenyl)-3,4-dihydrocoumarin

Refernces

• 1、 Li, Peng-Xiao,Liu, Guo-Yun,Liu, Ren-Min,Liu, Yue,Mu, Wen-Wen,Sun, Ya-Lei,Yang, Jie. "Design, Synthesis, and Anticancer Activity of Cinnamoylated Barbituric Acid Derivatives". . . Retrieved 2022/01/13.
• 2、 Zhou, Yu,Fu, Yan,Yin, Wanchao,Li, Jian,Wang, Wei,Bai, Fang,Xu, Shengtao,Gong, Qi,Peng, Tao,Hong, Yu,Zhang, Dong,Zhang, Dan,Liu, Qiufeng,Xu, Yechun,Xu, H. Eric,Zhang, Haiyan,Jiang, Hualiang,Liu, Hong. "Kinetics-Driven Drug Design Strategy for Next-Generation Acetylcholinesterase Inhibitors to Clinical Candidate". . p. 1844 - 1855. Retrieved 2021/03/01.