(2-FLUORO-PHENYL)-PROPYNOIC ACID ETHYL ESTER

Base Information

• Chemical Name: (2-FLUORO-PHENYL)-PROPYNOIC ACID ETHYL ESTER
• CAS No.: 58686-74-1
• Molecular Formula: C11H9FO2
• Molecular Weight: 192.19
• Mol file: 58686-74-1.mol

Synonyms:(2-FLUORO-PHENYL)-PROPYNOIC ACID ETHYL ESTER

Chemical Property of (2-FLUORO-PHENYL)-PROPYNOIC ACID ETHYL ESTER

Chemical Property:

• Vapor Pressure: 0.008mmHg at 25°C
• Refractive Index: 1.521
• Boiling Point: 267.606°C at 760 mmHg
• Flash Point: 112.178°C
• PSA: 26.30000
• Density: 1.174g/cm³
• LogP: 1.74030

Purity/Quality:

97% ^*data from raw suppliers

(2-FLUORO-PHENYL)PROPYNOIC ACID ETHYL ESTER 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (2-FLUORO-PHENYL)-PROPYNOIC ACID ETHYL ESTER

There total 5 articles about (2-FLUORO-PHENYL)-PROPYNOIC ACID ETHYL ESTER 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: 90.0%

(2-fluorophenyl)acetylene (766-49-4) + chloroformic acid ethyl ester (541-41-3) → ethyl 3-(2-fluorophenyl)propiolate (58686-74-1)

Guidance literature:

(2-fluorophenyl)acetylene; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 0.166667h; Inert atmosphere; Sealed tube;

chloroformic acid ethyl ester; In tetrahydrofuran; at 20 ℃; Inert atmosphere; Sealed tube;

DOI:10.1039/c8ob01343h

Reference yield: 89.0%

C11H10BrFO2 → ethyl 3-(2-fluorophenyl)propiolate (58686-74-1)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; N,N-dimethyl-formamide; at 60 - 80 ℃; for 22h;

DOI:10.1016/j.cclet.2012.05.015

Reference yield:

chloroformic acid ethyl ester (541-41-3) + 2-Fluorobenzaldehyde (446-52-6) → ethyl 3-(2-fluorophenyl)propiolate (58686-74-1)

Guidance literature:

2-Fluorobenzaldehyde; With carbon tetrabromide; triphenylphosphine; In dichloromethane; at 20 ℃;

With n-butyllithium; In tetrahydrofuran; at 0 ℃; for 0.5h;

chloroformic acid ethyl ester; In tetrahydrofuran; at 0 ℃; for 2h;

DOI:10.1016/j.ejmech.2014.11.017

upstream raw materials:

chloroformic acid ethyl ester

2-Fluorobenzaldehyde

1-Fluoro-2-iodobenzene

propynoic acid ethyl ester

Downstream raw materials:

7-hydroxy-4-(2-fluoro-phenyl)-2H-1-benzopyran-2-one

(2E)-3-(2-fluorophenyl)prop-2-enoic acid ethyl ester

3-(2-fluorophenyl)prop-2-ynoic acid

Refernces

• 1、 Zi, You,Sch?mberg, Fritz,Seifert, Fabian,G?rls, Helmar,Vilotijevic, Ivan. "Trans -Hydroboration vs. 1,2-reduction: Divergent reactivity of ynones and ynoates in Lewis-base-catalyzed reactions with pinacolborane". supporting information. p. 6341 - 6349. Retrieved 2018/09/10.
• 2、 Ohashi, Masao,Gamo, Kanae,Tanaka, Yuta,Waki, Minoru,Beniyama, Yoko,Matsuno, Kenji,Wada, Jun,Tenta, Masafumi,Eguchi, Jun,Makishima, Makoto,Matsuura, Nobuyasu,Oyama, Takuji,Miyachi, Hiroyuki. "Structural design and synthesis of arylalkynyl amide-type peroxisome proliferator-activated receptor γ3 (PPAR γ3)-selective antagonists based on the helix12-folding inhibition hypothesis". . p. 53 - 67. Retrieved 2015/01/08.