1-Ethoxy-2-(trimethylsilyl)ethyne

Base Information

• Chemical Name: 1-Ethoxy-2-(trimethylsilyl)ethyne
• CAS No.: 1000-62-0
• Molecular Formula: C7H14OSi
• Molecular Weight: 142.273
• Hs Code.: 2931900090
• Mol file: 1000-62-0.mol

Synonyms:2-ethoxy-1-(trimethylsilyl)acetylene;3-ethoxy-1-(trimethylsilyl)acetylene;InChI=1/C7H14OSi/c1-5-8-6-7-9(2,3)4/h5H2,1-4H;(ethoxyethynyl)trimethylsilane;ETHOXY(TRIMETHYLSILYL)ACETYLENE;silane,(ethoxyethynyl)trimethyl;TMS-OEt-acetylene;(trimethylsilyl)ethoxyacetylene;

Chemical Property of 1-Ethoxy-2-(trimethylsilyl)ethyne

Chemical Property:

• Boiling Point: 57.2 °C(Press: 34 Torr)
• PSA: 9.23000
• Density: 0.8276 g/cm3
• LogP: 1.86120
• Solubility.: insol H2O; freely sol most common solvents.

Purity/Quality:

98%,99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Physical properties: bp 57 °C/34 mmHg; d 0.828 g cm?3.
• Uses: Ethoxy(trimethylsilyl)acetylene is usually used as mild agent for conversion of carboxylic acids into carboxylic anhydrides;dehydrative condensation agent for carboxylic acids and amines and alcohols; trimethylsilylketene precursor;2π component in cycloaddition reactions.

Technology Process of 1-Ethoxy-2-(trimethylsilyl)ethyne

There total 4 articles about 1-Ethoxy-2-(trimethylsilyl)ethyne 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: 70.0%

chloro-trimethyl-silane (75-77-4) + 1-ethoxyacetylene (927-80-0) → trimethylsilylethoxyacetylene (1000-62-0)

Guidance literature:

1-ethoxyacetylene; With methyllithium; In diethyl ether; at 0 ℃; for 1.5h;

chloro-trimethyl-silane; In diethyl ether; at 0 - 20 ℃;

DOI:10.1021/acs.biomac.5b01088

Reference yield: 18.0%

chloro-trimethyl-silane (75-77-4) + chloroacetaldehyde diethyl acetal (621-62-5) → trimethylsilylethoxyacetylene (1000-62-0)

Guidance literature:

chloroacetaldehyde diethyl acetal; With n-butyllithium; diisopropylamine; In tetrahydrofuran; at 0 ℃; for 2.16667h; Inert atmosphere;

chloro-trimethyl-silane; In tetrahydrofuran; at 0 ℃; for 1h; Inert atmosphere;

DOI:10.1039/C8OB02622J

Reference yield:

1-ethoxyacetylene (927-80-0) → trimethylsilylethoxyacetylene (1000-62-0)

Guidance literature:

DOI:10.1016/S0040-4039(01)81751-2

upstream raw materials:

trimethylsilyl bromide

1-ethoxyacetylene

chloro-trimethyl-silane

chloroacetaldehyde diethyl acetal

Downstream raw materials:

trimethylsilanyl-acetic acid ethyl ester

methyl (trimethylsilyl)acetate

N-Phenyl-2-trimethylsilanyl-acetamide

[Rh(C₄H₇N₂O₂)2(PPh₃)(cis-CHCHOEt)]

Refernces

• 1、 Shchukovwskaya,L.L.,Pal'chik,R.I.. "-". . . Retrieved 1964.
• 2、 Coles-Taylor, Brandon L.,McCallum, Maximilian S.,Michel, Brian W.,Lee, J. Scott. "Accessing 4-oxy-substituted isoquinolinones via C-H activation and regioselective migratory insertion with electronically biased ynol ethers". supporting information. p. 8639 - 8646. Retrieved 2018/12/01.
• 3、 Mueller, Paul,Pautex, Nicole. "Generation and Trapping of Cyclopropenes from 2-Alkoxy-1,1-dichlorocyclopropanes". . p. 55 - 64. Retrieved 2007/10/02.