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

Base Information

• Chemical Name: (4-METHOXY-PHENYL)-PROPYNOIC ACID ETHYL ESTER
• CAS No.: 51718-85-5
• Molecular Formula: C12H12O3
• Molecular Weight: 204.225
• Hs Code.: 2918990090
• DSSTox Substance ID: DTXSID90482558
• Nikkaji Number: J497.691F
• Wikidata: Q82319009
• Mol file: 51718-85-5.mol

Synonyms:(4-METHOXY-PHENYL)-PROPYNOIC ACID ETHYL ESTER

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

Chemical Property:

• Vapor Pressure: 0.001mmHg at 25°C
• Refractive Index: 1.532
• Boiling Point: 306.285°C at 760 mmHg
• Flash Point: 132.862°C
• PSA: 35.53000
• Density: 1.127g/cm³
• LogP: 1.60980
• Storage Temp.: 2-8°C
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 204.078644241
• Heavy Atom Count: 15
• Complexity: 263

Purity/Quality:

98%Min ^*data from raw suppliers

(4-Methoxy-phenyl)-propynoicacidethylester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C#CC1=CC=C(C=C1)OC

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

There total 33 articles about (4-METHOXY-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: 97.0%

para-iodoanisole (696-62-8) + propynoic acid ethyl ester (623-47-2) → ethyl 3-(4-methoxyphenyl)propynoate (51718-85-5)

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: 93.0%

chloroformic acid ethyl ester (541-41-3) + 4-methoxyphenylacetylen (768-60-5) → ethyl 3-(4-methoxyphenyl)propynoate (51718-85-5)

Guidance literature:

4-methoxyphenylacetylen; With n-butyllithium; In tetrahydrofuran; hexane; for 0.5h; Inert atmosphere; Sealed tube; Cooling with acetone-dry ice;

chloroformic acid ethyl ester; In tetrahydrofuran; hexane; at 20 ℃; for 16h; Inert atmosphere; Sealed tube; Cooling with acetone-dry ice;

DOI:10.1021/jacs.1c01354

Reference yield: 92.0%

(α-ethoxycarbonyl-α-4-methoxybenzoylmethylene)triphenylphosphorane (40886-58-6) → ethyl 3-(4-methoxyphenyl)propynoate (51718-85-5)

Guidance literature:

at 500 ℃; under 0.1 - 1 Torr;

upstream raw materials:

ethanol

3-(4-methoxyphenyl)propynoic acid

carbon monoxide

[(4-methoxyphenyl)ethynyl](phenyl)iodonium tosylate

Downstream raw materials:

5-methoxy-4,6-bis-(4-methoxy-phenyl)-pyran-2-one

Dimethyloxosulfonium-3-ethoxycarbonyl-2-(p-methoxy-phenyl)-allylid

3-Hydroxy-5-(4-methoxyphenyl)isoxazole

1-(1'-Phthalazinyl)-3-p-methoxyphenyl-5-pyrazolone