METHYL 3-(TRIMETHYLSILYL)PROPIOLATE

Base Information

• Chemical Name: METHYL 3-(TRIMETHYLSILYL)PROPIOLATE
• CAS No.: 42201-71-8
• Molecular Formula: C7H12O2Si
• Molecular Weight: 156.257
• Hs Code.: 2931900090
• Mol file: 42201-71-8.mol

Synonyms:METHYL 3-(TRIMETHYLSILYL)PROPIOLATE;Methyl(trimethylsilyl)propiolate,98%;(trimethylsilyl)propiolic acid methyl ester;methyl 3-(trimethylsilyl)propynoate

Chemical Property of METHYL 3-(TRIMETHYLSILYL)PROPIOLATE

Chemical Property:

• Vapor Pressure: 2.38mmHg at 25°C
• Refractive Index: 1.429
• Boiling Point: 160.5°Cat760mmHg
• Flash Point: 42.4°C
• PSA: 26.30000
• Density: 0.937g/cm³
• LogP: 1.04020

Purity/Quality:

98%, ^*data from raw suppliers

Methyl3-(Trimethylsilyl)propiolate ≥97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Methyl (trimethylsilyl)propiolate is used as the intermediates of OLED, pharmaceuticals.

Technology Process of METHYL 3-(TRIMETHYLSILYL)PROPIOLATE

There total 9 articles about METHYL 3-(TRIMETHYLSILYL)PROPIOLATE 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: 95.0%

methyl chloroformate (79-22-1) + trimethylsilylacetylene (1066-54-2) → methyl (trimethylsilyl)propiolate (42201-71-8)

Guidance literature:

trimethylsilylacetylene; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 0.5h; Inert atmosphere;

methyl chloroformate; at 20 ℃; for 2.5h; Temperature; Reagent/catalyst; Inert atmosphere;

Reference yield: 95.0%

chloro-trimethyl-silane (75-77-4) + propynoic acid methyl ester (922-67-8) → methyl (trimethylsilyl)propiolate (42201-71-8)

Guidance literature:

In dichloromethane; at 20 ℃;

Reference yield: 76.0%

N-phenyl-N-((trifluoromethyl)sulfonyl)-3-(trimethylsilyl)propiolamide + sodium methylate (124-41-4) → methyl (trimethylsilyl)propiolate (42201-71-8)

Guidance literature:

In methanol; at 50 ℃; for 2h;

DOI:10.1016/j.tet.2019.05.027

upstream raw materials:

diazomethane

3-(trimethylsilyl)prop-2-ynoic acid

3-(trimethylsilyl)propynoyl chloride

chloro-trimethyl-silane

Downstream raw materials:

methyl 4,5-dimethylthiophene-3-carboxylate

silthiofam

1-benzyl-1H-[1,2,3]triazole-4-carboxylic acid methyl ester

methyl (E)-2-[(o-methoxyphenyl)-(p-tolylsulfonylamino)methyl]-3-(p-tolylsulfonylamino)prop-2-enoate

Refernces

• 1、 Chan, Jessica Z.,Yesilcimen, Ahmet,Cao, Min,Zhang, Yuyang,Zhang, Bochao,Wasa, Masayuki. "Direct Conversion of N-Alkylamines to N-Propargylamines through C-H Activation Promoted by Lewis Acid/Organocopper Catalysis: Application to Late-Stage Functionalization of Bioactive Molecules". supporting information. p. 16493 - 16505. Retrieved 2020/10/26.
• 2、 -. "A pesticide silicon saisai fungus amine synthesis method". Paragraph 0026; 0027; 0028; 0035; 0036; 0037; 0043-0045. . Retrieved 2019/05/28.