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

Base Information

• Chemical Name: (3-CHLORO-PHENYL)-PROPYNOIC ACID ETHYL ESTER
• CAS No.: 58686-68-3
• Molecular Formula: C11H9ClO2
• Molecular Weight: 208.644
• Mol file: 58686-68-3.mol

Synonyms:(3-CHLORO-PHENYL)-PROPYNOIC ACID ETHYL ESTER

Chemical Property of (3-CHLORO-PHENYL)-PROPYNOIC ACID ETHYL ESTER

Chemical Property:

• Vapor Pressure: 0.000876mmHg at 25°C
• Refractive Index: 1.555
• Boiling Point: 304.4°C at 760 mmHg
• Flash Point: 127°C
• PSA: 26.30000
• Density: 1.22g/cm³
• LogP: 2.25460

Purity/Quality:

95% ^*data from raw suppliers

ethyl3-(3-chlorophenyl)prop-2-ynoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (3-CHLORO-PHENYL)-PROPYNOIC ACID ETHYL ESTER

There total 7 articles about (3-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: 93.0%

3-iodochlorobenzene (625-99-0) + propynoic acid ethyl ester (623-47-2) → ethyl 3-(3-chlorophenyl)propiolate (58686-68-3)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; potassium carbonate; In 1,2-dimethoxyethane; at 40 ℃; for 22h; Inert atmosphere; Schlenk technique; Sealed tube;

DOI:10.1016/j.dyepig.2017.04.049

Reference yield: 79.0%

3-(3-Chloro-phenyl)-3-oxo-2-(triphenyl-λ5-phosphanylidene)-propionic acid ethyl ester → ethyl 3-(3-chlorophenyl)propiolate (58686-68-3)

Guidance literature:

at 250 ℃; for 3h; under 0.1 Torr;

Reference yield: 52.0%

→ ethyl 3-(3-chlorophenyl)propiolate (58686-68-3)

Guidance literature:

upstream raw materials:

ethanol

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

m-chlorophenylacetylene

chloroformic acid ethyl ester

Downstream raw materials:

(Z)-ethyl 3-chloro-3-(3-chlorophenyl)-2-((4-oxooxetan-2-yl)methyl)acrylate

ethyl 3-(3-chlorophenyl)-2-fluoro-3-oxopropanoate

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

Refernces

• 1、 Niedballa, Jonas,Reiss, Guido J.,Müller, Thomas J. J.. "Consecutive Three-Component Coupling-Addition Synthesis of β-Amino Enoates and 3-Hydroxypyrazoles via Ethyl 3-Arylpropiolates". supporting information. p. 5019 - 5024. Retrieved 2020/07/24.
• 2、 Zeng, Xiaojun,Lu, Zhichao,Liu, Shiwen,Hammond, Gerald B.,Xu, Bo. "Gold-catalyzed Fluorination of Alkynyl Esters and Ketones: Efficient Access to Fluorinated 1,3-Dicarbonyl Compounds". supporting information. p. 4062 - 4066. Retrieved 2017/11/30.