16654-74-3

Basic information

• Product Name: 2,2,10,10-Tetramethyl-3,6,9-trioxa-2,10-disilaundecane
• Synonyms: 2,2,10,10-Tetramethyl-3,6,9-trioxa-2,10-disilaundecane;Bis[2-(trimethylsilyloxy)ethyl] Ether;Diethylene Glycol Bis(trimethylsilyl Ether);BIS[2-(TRIMETHYLSILOXY)ETHYL] ETHER
• CAS NO: 16654-74-3
• Molecular Formula: C₁₀H₂₆O₃Si₂
• Molecular Weight: 250.48
• Mol File: 16654-74-3.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 87°C/5mmHg(lit.)
• Flash Point: 72.4oC
• Appearance: /
• Density: 0.881g/cm3
• Vapor Pressure: 0.212mmHg at 25°C
• Refractive Index: 1.4130-1.4170
• CAS DataBase Reference: 2,2,10,10-Tetramethyl-3,6,9-trioxa-2,10-disilaundecane(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2,10,10-Tetramethyl-3,6,9-trioxa-2,10-disilaundecane(16654-74-3)
• EPA Substance Registry System: 2,2,10,10-Tetramethyl-3,6,9-trioxa-2,10-disilaundecane(16654-74-3)

Safety Data

• Hazardous Substances Data: 16654-74-3(Hazardous Substances Data)

Usage

Description

2,2,10,10-Tetramethyl-3,6,9-trioxa-2,10-disilaundecane is an organosilicon compound with the molecular formula C12H30O3Si2. It is characterized by its unique molecular structure that includes both carbon and silicon atoms, which imparts specific properties such as high thermal stability and resistance to oxidation.

Uses

Used in Polymer Production:
2,2,10,10-Tetramethyl-3,6,9-trioxa-2,10-disilaundecane is used as a component in the production of polymers for various applications due to its high thermal stability and resistance to oxidation.
Used in Adhesives and Sealants:
In the manufacturing of adhesives and sealants, 2,2,10,10-Tetramethyl-3,6,9-trioxa-2,10-disilaundecane is used as a key ingredient to enhance the product's performance and durability.
Used in Personal Care Products:
2,2,10,10-Tetramethyl-3,6,9-trioxa-2,10-disilaundecane is used as a surfactant or surface-active agent in the formulation of personal care products, contributing to their effectiveness and quality.
Used in Pharmaceuticals:
In the pharmaceutical industry, 2,2,10,10-Tetramethyl-3,6,9-trioxa-2,10-disilaundecane is utilized as a surfactant in the development of formulations, improving the solubility and bioavailability of active pharmaceutical ingredients.

InChI:InChI=1/C10H26O3Si2/c1-14(2,3)12-9-7-11-8-10-13-15(4,5)6/h7-10H2,1-6H3

Upstream product

• 999-97-3 1,1,1,3,3,3-hexamethyl-disilazane 
• 111-46-6 diethylene glycol 
• 75-77-4 chloro-trimethyl-silane 
• 10416-59-8 N,O-bis-(trimethylsilyl)-acetamide 
• 646-06-0 1,3-DIOXOLANE 
• 993-07-7 trimethylsilan 
• 201230-82-2 carbon monoxide 

Downstream Products

• 71573-85-8 2,2-diphenyl-1,3,6,2-trioxosiloxane 
• 71573-84-7 2-methyl-2-phenyl-1,3,6,2-trioxasilocane 
• 93593-71-6 2-[2-(2-Trimethylsilanyloxy-ethoxy)-ethoxy]-benzo[1,3,2]dioxaphosphole 2-oxide 

Relevant articles and documents

Co2(CO)8-catalyzed reactions of acetals or lactones with hydrosilanes and carbon monoxide. A new access to the preparation of 1,2-diol derivatives through siloxymethylation

The Co2(CO)8-catalyzed reaction of acetals with hydrosilanes and CO under mild reaction conditions (an ambient temperature under an ambient CO pressure), leading to the production of vicinal diols is reported. A siloxymethyl group can be introduced via the cleavage of one of two alkoxy groups in the acetal. The effects of the types of hydrosilanes, acetals, solvents, and reaction temperatures on the yield of siloxymethylation products were examined in detail. The reactivity for hydrosilanes is as follows; HSiMe3 > HSiEtMe2 > HSiEt2Me > HSiEt3. Hemiacetal esters are more reactive than dimethyl acetals. The polarity of the solvent used also has a significant effect on both the course of the reaction as well as the reaction rate. The site-selective siloxymethylation can be achieved in the case of cyclic acetals such as tetrahydrofuran (THF) and tetrahydropyrane (THP) derivatives, depending on the nature of the oxygen substituent attached adjacent to the oxygen atom in the ring. When 2-alkoxy THF or THP derivatives are used as substrates, the siloxymethylation takes place with cleavage of the ring C-O bond. In contrast, the reaction of 2-acetoxy THF or THP derivatives results in siloxymethylation with the cleavage of C-OAc bond. The ring-opening siloxymethylation of lactones was also examined.

Counterattack Reagent Bis(trimethylsilyl)acetamide in the Disilylation of Diols

The counterattack method was applied to the disilylation of diols.Treatment of various diols with 0.3 or 1.1 equivalents of potassium hydride and 1.1 equivalents of bis(trimethylsilyl)acetamide in THF gave the corresponding disilyl ethers in good to excellent yields (60-95percent).The diols may contain other functionalities, such as amide, amine, ether, and thioether.The diols used in the disilylation were 2a-14a.The newly developed disilylation proceeded in one flask by a sequential deprotonation-silylation-deprotonation-silylation pathway.This disilylation also represents an example of a "tandem double-counterattack process".Bis(trimethylsilyl)acetamide acted as a counterattack reagent; it provided two Me3Si groups to diols and produced amides as bases.

Fluorophosphoranes as Lewis acids. The conditions of access to hexacoordinated neutral adducts via the intramolecular addition of an electrondonor

The possibility of obtaining bicyclic neutral hexacoordinated fluorophosphorus adduct of type 2 was investigated for R=F, Me, Ph and X=O, S, NH, NMe, NtBu NPh.Adduct 2g was formed predominantly only in the case where R=F and X=S.In all the othe