3-(o-Methoxyphenyl)-2-phenylacrylic acid

Base Information

• Chemical Name: 3-(o-Methoxyphenyl)-2-phenylacrylic acid
• CAS No.: 20890-72-6
• Molecular Formula: C16H14O3
• Molecular Weight: 254.285
• Hs Code.: 2918990090
• NSC Number: 90816
• UNII: BT9Z63AVPF
• Nikkaji Number: J940.642E
• Wikidata: Q27274870
• Mol file: 20890-72-6.mol

Synonyms:20890-72-6;(Z)-3-(2-Methoxyphenyl)-2-phenylacrylic acid;3-(o-Methoxyphenyl)-2-phenylacrylic acid;BT9Z63AVPF;(Z)-3-(2-methoxyphenyl)-2-phenylprop-2-enoic acid;Acrylic acid, 3-(o-methoxyphenyl)-2-phenyl-;3-(o-Methoxyphenyl)-2-phenylacrylic acid, (Z)-;3-(o-Methoxyphenyl)-2-phenylacrylic acid cis-form [MI];Benzeneacetic acid, .alpha.-[(2-methoxyphenyl)methylene]-;Bilicoline;UNII-BT9Z63AVPF;Benzeneacetic acid, alpha-((2-methoxyphenyl)methylene)-;NSC90816;NSC-90816;AKOS001027577;1022 A. N.;(Z)-3-(2-Methoxyphenyl)-2-phenylacrylicacid;(Z)-2-Phenyl-3-(2-methoxyphenyl)acrylic acid;(Z)-3-(O-methoxyphenyl)-2-phenylacrylic acid;A879361;SR-01000031999;SR-01000031999-1;Q27274870;Z56823403;Benzeneacetic acid, alpha-((2-methoxyphenyl)methylene)-, (alphaZ)-;BENZENEACETIC ACID, .ALPHA.-((2-METHOXYPHENYL)METHYLENE)-, (.ALPHA.Z)-

Chemical Property of 3-(o-Methoxyphenyl)-2-phenylacrylic acid

Chemical Property:

• Vapor Pressure: 2.91E-06mmHg at 25°C
• Melting Point: 187-189oC
• Boiling Point: 374.2oC at 760 mmHg
• Flash Point: 135.9oC
• PSA: 46.53000
• Density: 1.204g/cm3
• LogP: 3.32040
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 254.094294304
• Heavy Atom Count: 19
• Complexity: 329

Purity/Quality:

98%min ^*data from raw suppliers

3-(2-Methoxyphenyl)-2-phenylacrylic acid >95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=CC=C1C=C(C2=CC=CC=C2)C(=O)O
• Isomeric SMILES: COC1=CC=CC=C1/C=C(/C2=CC=CC=C2)\C(=O)O

Technology Process of 3-(o-Methoxyphenyl)-2-phenylacrylic acid

There total 9 articles about 3-(o-Methoxyphenyl)-2-phenylacrylic 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: 69.0%

3-phenylcumarin (955-10-2) + methyl iodide (74-88-4) → Z-3-(o-methoxyphenyl)-2-phenyl propenoic acid (20890-72-6)

Guidance literature:

3-phenylcumarin; With potassium hydroxide; In dimethyl sulfoxide; at 40 ℃; for 1.5h;

methyl iodide; In dimethyl sulfoxide; at 20 ℃; for 22h;

DOI:10.1080/00397910008087187

Reference yield: 49.0%

phenylacetic acid (103-82-2) + ortho-anisaldehyde (135-02-4) → (E)-2-phenyl-3-(2-methoxyphenyl)propenoic acid (20890-72-6,25333-25-9,21140-85-2)

Guidance literature:

With acetic anhydride; triethylamine; for 5h; Heating;

DOI:10.1080/00397910008087187

Reference yield:

phenylacetic acid (103-82-2) + ortho-anisaldehyde (135-02-4) → (E)-2-phenyl-3-(2-methoxyphenyl)propenoic acid (20890-72-6,25333-25-9,21140-85-2) + Z-3-(o-methoxyphenyl)-2-phenyl propenoic acid (20890-72-6)

Guidance literature:

With acetic anhydride; triethylamine; for 4h; Heating;

DOI:10.1246/bcsj.53.179

upstream raw materials:

phenylacetic acid

ortho-anisaldehyde

(E)-3-(2-hydroxyphenyl)-2-phenyl-prop-2-enoic acid

dimethyl sulfate

Downstream raw materials:

2-phenylbenzofuran

3-(acetoxymethyl)-2-phenylbenzofuran

2-acetoxy-1-phenyl-2-(2-methoxyphenyl)ethanone

5-acetoxy-4-(2-methoxyphenyl)-5-phenyl-2(5H)-furanone

Refernces

• 1、 Felfoeldi, Karoly,Sutyinszky, Maria,Nagy, Nora,Palinko, Istvan. "Synthesis of E- and Z-o-methoxy-substituted 2,3-diphenyl propenoic acids and its methyl esters". . p. 1543 - 1553. Retrieved 2007/10/03.
• 2、 Palinko, Istvan,Burrichter, Arwed,Rasul, Golam,Toeroek, Bela,Prakash, G. K. Surya,Olah, George A.. "Protonation and ring closure of stereoisomeric α-substituted cinnamic acids in superacidic media studied by 13C NMR spectroscopy and computations". . p. 379 - 385. Retrieved 2007/10/03.