(4-CHLORO-PHENYL)-PROPYNOIC ACID ETHYL ESTER

Base Information

• Chemical Name: (4-CHLORO-PHENYL)-PROPYNOIC ACID ETHYL ESTER
• CAS No.: 20026-96-4
• Molecular Formula: C11H9ClO2
• Molecular Weight: 208.644
• Hs Code.: 2916399090
• Mol file: 20026-96-4.mol

Synonyms:Propiolicacid, (p-chlorophenyl)-, ethyl ester (7CI,8CI);Ethyl(4-chlorophenyl)propiolate;Ethyl (p-chlorophenyl)propiolate;Ethyl4-chlorophenylpropynoate;(4-Chloro-phenyl)-propynoic acid ethyl ester;Ethyl 3-(4-chlorophenyl)prop-2-ynoate;

Chemical Property of (4-CHLORO-PHENYL)-PROPYNOIC ACID ETHYL ESTER

Chemical Property:

• Vapor Pressure: 0.00172mmHg at 25°C
• Melting Point: 43-44 °C
• Refractive Index: 1.555
• Boiling Point: 293.5 °C at 760 mmHg
• Flash Point: 120.7 °C
• PSA: 26.30000
• Density: 1.22 g/cm³
• LogP: 2.25460
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

97%+ ^*data from raw suppliers

Ethyl3-(4-Chlorophenyl)propiolate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (4-CHLORO-PHENYL)-PROPYNOIC ACID ETHYL ESTER

There total 20 articles about (4-CHLORO-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: 92.0%

3-(4-Chloro-phenyl)-3-oxo-2-(triphenyl-λ5-phosphanylidene)-propionic acid ethyl ester (40886-60-0) → ethyl 3-(4-chlorophenyl)propiolate (20026-96-4)

Guidance literature:

at 500 ℃; under 0.1 - 1 Torr;

Reference yield: 88.0%

4-Chlorophenylboronic acid (1679-18-1) + propynoic acid ethyl ester (623-47-2) → ethyl 3-(4-chlorophenyl)propiolate (20026-96-4)

Guidance literature:

With copper(l) iodide; air; caesium carbonate; silver(l) oxide; In dichloromethane; at 80 ℃; for 36h;

DOI:10.1016/j.tetlet.2009.06.093

Reference yield: 88.0%

chloroformic acid ethyl ester (541-41-3) + 1-chloro-4-(2,2-dibromovinyl)benzene (77295-59-1) → ethyl 3-(4-chlorophenyl)propiolate (20026-96-4)

Guidance literature:

1-chloro-4-(2,2-dibromovinyl)benzene; With n-butyllithium; In tetrahydrofuran; at 0 ℃; for 1h; Schlenk technique; Inert atmosphere;

chloroformic acid ethyl ester; In tetrahydrofuran; at 0 - 20 ℃; Schlenk technique; Inert atmosphere;

DOI:10.1039/C8OB01848K

upstream raw materials:

3-(4-Chloro-phenyl)-3-oxo-2-(triphenyl-λ⁵-phosphanylidene)-propionic acid ethyl ester

(Z)-2-Bromo-3-(4-chloro-phenyl)-acrylic acid ethyl ester

4-chloro-benzoyl chloride

4-Chlorophenylboronic acid

Downstream raw materials:

6-(4-chlorophenyl)-2-methylhexa-3,5-diyn-2-ol

3-(4-chlorophenyl)propioloyl chloride

ethyl 5-(4-chlorophenyl)-3-oxo-2-triphenylphosphoranylidenepent-4-ynoate

6-(N-(4-bromo-3-fluoro-2-(trifluoromethyl)benzyl)methylsulfonamido)-2-(4-chlorophenyl)-5-cyclopropyl-N-methylpyrazolo[1,5-a]pyridine-3-carboxamide

Refernces

• 1、 Cocoletzi-Xochitiotzi, Ana Patricia,Hernández-Hernández, Miguel,Medina-Mercado, Ignacio,Jiménez-Martínez, Williams De Jesús,Mastranzo, Virginia Maricela,Porcel, Susana. "Gold-catalyzed partial hydrogenation of activated alkynes mediated by triphenylphosphine". supporting information. p. 2379 - 2386. Retrieved 2020/08/19.
• 2、 Xia, Xiao-Feng,Zhao, Mingming,He, Wei,Zou, Lianghua,San, Xinxin,Wang, Dawei. "Metal-Free Oxidative [5+1] Cyclization of 1,5-Enynes for the Synthesis of Pyrazine 1-Oxide". supporting information. p. 3621 - 3626. Retrieved 2020/08/05.