2-Propynoic acid, 3-(2-methylphenyl)-, methyl ester

Base Information

• Chemical Name: 2-Propynoic acid, 3-(2-methylphenyl)-, methyl ester
• CAS No.: 7517-82-0
• Molecular Formula: C₁₁H₁₀O₂
• Molecular Weight: 174.199
• European Community (EC) Number: 964-447-1
• Nikkaji Number: J2.199.330A
• Mol file: 7517-82-0.mol

Synonyms:Methyl 3-(2-methylphenyl)prop-2-ynoate;7517-82-0;2-Propynoic acid, 3-(2-methylphenyl)-, methyl ester;Methyl 3-(o-tolyl)propiolate;SCHEMBL15841077;o-Tolyl-propynoic acid methyl ester;AKOS013859464;Methyl3-(2-methylphenyl)prop-2-ynoate;CS-0346676;EN300-743565

Chemical Property of 2-Propynoic acid, 3-(2-methylphenyl)-, methyl ester

Chemical Property:

• Boiling Point: 269.9±19.0 °C(Predicted)
• Density: 1.09±0.1 g/cm3(Predicted)
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 174.068079557
• Heavy Atom Count: 13
• Complexity: 243

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC=CC=C1C#CC(=O)OC

Technology Process of 2-Propynoic acid, 3-(2-methylphenyl)-, methyl ester

There total 13 articles about 2-Propynoic acid, 3-(2-methylphenyl)-, methyl 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: 84.0%

methyl 3-oxo-3-(o-tolyl) propanoate (147501-26-6) → methyl 3-(2-methylphenyl)-2-propynoate (7517-82-0)

Guidance literature:

methyl 3-oxo-3-(o-tolyl) propanoate; With lithium hexamethyldisilazane; In tetrahydrofuran; ethylbenzene; at -70 ℃; for 0.5h; Inert atmosphere;

With diethyl chlorophosphate; In tetrahydrofuran; ethylbenzene; at -78 - 20 ℃; for 0.5h; Inert atmosphere;

With lithium hexamethyldisilazane; In tetrahydrofuran; ethylbenzene; at -78 ℃; for 1h; Inert atmosphere;

DOI:10.1139/cjc-2016-0181

Reference yield: 73.0%

carbon dioxide (124-38-9,18923-20-1) + trimethyl[(2-methylphenyl)ethynyl]silane (3989-15-9) + methyl iodide (74-88-4) → methyl 3-(2-methylphenyl)-2-propynoate (7517-82-0)

Guidance literature:

carbon dioxide; With cesium fluoride; In N,N-dimethyl-formamide; at 120 ℃; Inert atmosphere;

trimethyl[(2-methylphenyl)ethynyl]silane; In N,N-dimethyl-formamide; at 20 ℃; Inert atmosphere;

methyl iodide; In N,N-dimethyl-formamide; at 20 ℃; for 13h; Inert atmosphere;

DOI:10.1021/acs.orglett.1c01171

Reference yield: 62.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + 3-(2-methylphenyl)prop-2-ynoic acid (7515-27-7) → methyl 3-(2-methylphenyl)-2-propynoate (7517-82-0)

Guidance literature:

DOI:10.1039/P19810003214

upstream raw materials:

diazomethane

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

1-ethynyl-2-methylbenzene

trimethyl[(2-methylphenyl)ethynyl]silane

Downstream raw materials:

3-(2'-methylphenyl)-(Z)-propenoic acid methyl ester