3-(3,4-dimethoxyphenyl)prop-2-ynoic Acid

Base Information

• Chemical Name: 3-(3,4-dimethoxyphenyl)prop-2-ynoic Acid
• CAS No.: 22511-06-4
• Molecular Formula: C11H10O4
• Molecular Weight: 206.198
• Hs Code.: 2918990090
• European Community (EC) Number: 621-181-8
• DSSTox Substance ID: DTXSID20395329
• Wikidata: Q72468393
• Mol file: 22511-06-4.mol

Synonyms:22511-06-4;3-(3,4-dimethoxyphenyl)prop-2-ynoic Acid;3-(3,4-Dimethoxyphenyl)propiolic acid;3-(3,4-DIMETHOXY-PHENYL)-PROPYNOIC ACID;3-(3,4-Dimethoxyphenyl)propiolicacid;SCHEMBL2536982;DTXSID20395329;3,4-Dimethoxyphenylpropiolic acid;NFYMTYGXJXAZEG-UHFFFAOYSA-N;MFCD00228854;3-(3,4-Dimethoxyphenyl)propalic acid;AKOS012950210;(3,4-Dimethoxy-phenyl)-propynoic acid;3,4-dimethoxyphenylacetylencarboxylic acid;J-510573

Chemical Property of 3-(3,4-dimethoxyphenyl)prop-2-ynoic Acid

Chemical Property:

• Melting Point: 154℃
• Boiling Point: 369℃
• Flash Point: 146℃
• PSA: 55.76000
• Density: 1.27
• LogP: 1.13990
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 206.05790880
• Heavy Atom Count: 15
• Complexity: 286

Purity/Quality:

99% ^*data from raw suppliers

3-(3,4-DIMETHOXY-PHENYL)-PROPYNOIC ACID Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3-(3,4-dimethoxyphenyl)prop-2-ynoic Acid

There total 13 articles about 3-(3,4-dimethoxyphenyl)prop-2-ynoic 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: 97.0%

(3,4-dimethoxyphenyl)propynoic acid methyl ester (62497-24-9) → 3,4-dimethoxyphenylpropiolic acid (22511-06-4)

Guidance literature:

(3,4-dimethoxyphenyl)propynoic acid methyl ester; With lithium hydroxide monohydrate; In tetrahydrofuran; methanol; water; at 20 ℃;

With hydrogenchloride; In water; ethyl acetate; at 0 ℃; for 1h; pH=4;

DOI:10.1016/j.ejmech.2010.09.003

Reference yield: 82.0%

carbon dioxide (124-38-9,18923-20-1) + 4-ethynylveratrole (4302-52-7) → 3,4-dimethoxyphenylpropiolic acid (22511-06-4)

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; at 60 ℃; for 14h; under 760.051 Torr; Reagent/catalyst; Solvent;

Reference yield: 52.2%

2,3-dibromo-3-(3,4-dimethoxyphenyl)propionic acid ethyl ester → 3,4-dimethoxyphenylpropiolic acid (22511-06-4)

Guidance literature:

With ethanol; potassium hydroxide; at 82 ℃; for 10h;

upstream raw materials:

2,3-dibromo-3-(3',4'-dimethoxy)-phenyl ethyl propanoate

(3,4-dimethoxyphenyl)propynoic acid methyl ester

ethyl (E)-3,4-dimethoxycinnamate

3,4-dimethoxy-trans-cinnamic acid

Downstream raw materials:

6,7-dimethoxy-1-(3',4'-dimethoxyphenyl)naphthalene-2,3-dicarboxylic anhydride

(3,4-dimethoxyphenyl)propynoic acid methyl ester

4-ethynylveratrole

sinensetin

Refernces

• 1、 Wang, Bing,Li, Na,Liu, Teng,Sun, Jie,Wang, Xiaojing. "Synthesis and biological evaluation of novel neoflavonoid derivatives as potential antidiabetic agents". . p. 34448 - 34460. Retrieved 2017/07/22.
• 2、 Sun, Jie,Ding, Wei-Xian,Hong, Xiao-Ping,Zhang, Ke-Yun,Zou, Yong. "Synthesis and antimicrobial activities of 4-aryl-3,4-dihydrocoumarins and 4-arylcoumarins". . p. 16 - 22. Retrieved 2012/07/28.