1000-62-0

Usage

Uses

Used in Chemical Synthesis:
1-Ethoxy-2-(trimethylsilyl)ethyne is used as a mild agent for the conversion of carboxylic acids into carboxylic anhydrides. The trimethylsilyl group in 1-Ethoxy-2-(trimethylsilyl)ethyne helps to facilitate the reaction by temporarily protecting the carboxylic acid, allowing for a more controlled and selective synthesis process.
Used in Dehydrative Condensation:
1-Ethoxy-2-(trimethylsilyl)ethyne is used as a dehydrative condensation agent for carboxylic acids, amines, and alcohols. The presence of the ethoxy group and the trimethylsilyl group enables the compound to act as a dehydrating agent, promoting the formation of desired products by removing water or other small molecules from the reaction mixture.
Used as a Trimethylsilylketene Precursor:
1-Ethoxy-2-(trimethylsilyl)ethyne can be used as a precursor for the synthesis of trimethylsilylketene, an important intermediate in the preparation of various organic compounds. The ethyne moiety in 1-Ethoxy-2-(trimethylsilyl)ethyne can be converted into ketene through a series of reactions, providing a versatile building block for the synthesis of complex organic molecules.
Used in Cycloaddition Reactions:
1-Ethoxy-2-(trimethylsilyl)ethyne serves as a 2π component in cycloaddition reactions, a class of reactions that involve the formation of cyclic compounds from two or more unsaturated molecules. The ethyne backbone in 1-Ethoxy-2-(trimethylsilyl)ethyne can participate in these reactions, leading to the formation of novel cyclic structures with potential applications in various fields.
Physical Properties:
1-Ethoxy-2-(trimethylsilyl)ethyne has a boiling point of 57 °C at a pressure of 34 mmHg and a density of 0.828 g/cm3. These properties make it suitable for use in various chemical processes, as it can be easily manipulated and controlled under a range of conditions.

Upstream product

• 2857-97-8 trimethylsilyl bromide 
• 927-80-0 1-ethoxyacetylene 
• 75-77-4 chloro-trimethyl-silane 
• 621-62-5 chloroacetaldehyde diethyl acetal 

Downstream Products

• 4071-88-9 trimethylsilanyl-acetic acid ethyl ester 
• 129164-55-2 2-ethoxy-6-p-tolyl-3-(trimethylsilyl)-4H-pyran-4-one 
• 65384-67-0 4-hydroxy-3-(4-methylbenzoyl)-6-(4-methylphenyl)-2H-pyran-2-one 
• 7318-74-3 (dimethylamino)dimethoxy borane 
• 23184-28-3 N,N-dimethyl(trimethylsilyl)acetamide 
• 185200-20-8 [Rh(C₄H₇N₂O₂)2(PPh₃)(cis-CHCHOEt)] 
• 960502-77-6 3-ethoxy-2-trimethylsilyl-4-phenylcyclopent-2-enone 
• 960502-78-7 3-ethoxy-4-(4-methoxyphenyl)-2-trimethylsilylcyclopent-2-enone 
• 91634-02-5 5-ethoxy-1-phenyl-1H-[1,2,3]triazole 
• 4071-91-4 N-Phenyl-2-trimethylsilanyl-acetamide 
• 2916-76-9 methyl (trimethylsilyl)acetate 
• 14895-21-7 3-benzoyl-4-hydroxy-6-phenyl-2H-pyran-2-one 
• 129164-54-1 2-ethoxy-6-phenyl-3-(trimethylsilyl)-4H-pyran-4-one 
• 58160-83-1 (Z)-3-Phenyl-2-trimethylsilanyl-acrylic acid ethyl ester 

Relevant academic research and scientific papers

A MILD AND FACILE SYNTHESIS OF CARBOXYLIC ANHYDRIDES

Reaction of carboxylic acids with trimethylsilylethoxyacetylene in an inert solvent under mild conditions affords the corresponding carboxylic anhydrides in almost quantitative yields.

Linear, Mannitol-Based Poly(anhydride-esters) with High Ibuprofen Loading and Anti-Inflammatory Activity

Sugar alcohols, such as mannitol and xylitol, are biocompatible polyols that have been used to make highly cross-linked polyester elastomers and dendrimers for tissue engineering and drug delivery. However, research that utilizes the secondary hydroxyl gr

Accessing 4-oxy-substituted isoquinolinones via C-H activation and regioselective migratory insertion with electronically biased ynol ethers

The rhodium-catalyzed C-H activation and annulation with ynol ethers to directly provide 4-oxy substituted isoquinolinones is reported. The polarized nature of ynol ethers provides an electronic bias for controlling the regioselectivity of the migratory insertion process. While the highly reactive nature of ynol ethers presents a challenge, mild conditions were found to provide product in moderate to good yield. Utility was demonstrated by application in the synthesis of a prolyl-4-hydroxylase inhibitor framework.

Ynol Ethers as Ketene Equivalents in Rhodium-Catalyzed Intermolecular [5 + 2] Cycloaddition Reactions

The previously unexplored metal-catalyzed [5 + 2] cycloadditions of vinylcyclopropanes (VCPs) and electron-rich alkynes (ynol ethers) have been found to provide a highly efficient, direct route to dioxygenated seven-membered rings, a common feature of num

Generation and Trapping of Cyclopropenes from 2-Alkoxy-1,1-dichlorocyclopropanes

In presence of crown ether, 2-alkoxy-1,1-dichlorocyclopropanes react with t-BuOK/THF preferentially via ring opening to 2-chloroalk-2-en-1-ones and alkynones or to chlorocyclopropenes.The latter may be intercepted with 1,3-diphenylisobenzofuran, but in th