2-Propenoic acid, 3-(2-fluorophenyl)-, Methyl ester, (E)-

Base Information

• Chemical Name: 2-Propenoic acid, 3-(2-fluorophenyl)-, Methyl ester, (E)-
• CAS No.: 104201-65-2
• Molecular Formula: C10H9FO2
• Molecular Weight: 180.179
• Hs Code.: 2916399090
• Mol file: 104201-65-2.mol

Synonyms:2-Propenoic acid, 3-(2-fluorophenyl)-, Methyl ester, (E)-;Methyl (2E)-3-(2-fluorophenyl)prop-2-enoate

Chemical Property of 2-Propenoic acid, 3-(2-fluorophenyl)-, Methyl ester, (E)-

Chemical Property:

• PSA: 26.30000
• LogP: 2.01190

Purity/Quality:

98% ^*data from raw suppliers

Methyl(E)-3-(2-fluorophenyl)prop-2-enoate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Propenoic acid, 3-(2-fluorophenyl)-, Methyl ester, (E)-

There total 14 articles about 2-Propenoic acid, 3-(2-fluorophenyl)-, Methyl ester, (E)- 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: 94.0%

→ methyl (2E)-3-(2-fluorophenyl)prop-2-enoate (104201-65-2)

Guidance literature:

In tetrahydrofuran; at 20 ℃; for 24h; Inert atmosphere;

Reference yield: 92.0%

1-Fluoro-2-iodobenzene (348-52-7) + acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) → methyl (2E)-3-(2-fluorophenyl)prop-2-enoate (104201-65-2)

Guidance literature:

With triethylamine; In neat (no solvent); at 120 ℃; for 0.666667h; Catalytic behavior; Inert atmosphere;

DOI:10.1039/c7nj05014c

Reference yield: 91.0%

methanol (67-56-1) + carbon monoxide (201230-82-2) + (2-fluorophenyl)acetylene (766-49-4) → methyl 2-(2-fluorophenyl)acrylate (1402743-25-2) + methyl (2E)-3-(2-fluorophenyl)prop-2-enoate (104201-65-2)

Guidance literature:

With palladium(II) acetylacetonate; toluene-4-sulfonic acid; 1,2-bis[di(t-butyl)phosphinomethyl]benzene; at 120 ℃; for 20h; under 30003 Torr; regioselective reaction; Sealed tube;

DOI:10.1021/jacs.8b05852

upstream raw materials:

1-Fluoro-2-iodobenzene

acrylic acid methyl ester

methanol

2-fluorocinnamic acid

Downstream raw materials:

methyl 2,3-dibromo-3-(2-fluorophenyl)propanoate

methyl 3-(2-fluorophenyl)propanoate

methyl 2-(2-fluorophenyl)cyclopropanecarboxylate

(E)-3-(2-fluorophenyl)-prop-2-en-1-ol

Refernces

• 1、 Larionova, Natalia A.,Ondozabal, Jun Miyatake,Cambeiro, Xacobe C.. "Reduction of Electron-Deficient Alkenes Enabled by a Photoinduced Hydrogen Atom Transfer". supporting information. p. 558 - 564. Retrieved 2020/12/07.
• 2、 Wang, Mei-Ling,Xu, Hui,Li, Han-Yuan,Ma, Biao,Wang, Zhen-Yu,Wang, Xing,Dai, Hui-Xiong. "Mizoroki-Heck Reaction of Unstrained Aryl Ketones via Ligand-Promoted C-C Bond Olefination". supporting information. p. 2147 - 2152. Retrieved 2021/04/05.