Hexamethylcyclotrisiloxane

Base Information

• Chemical Name: Hexamethylcyclotrisiloxane
• CAS No.: 541-05-9
• Deprecated CAS: 1569492-97-2
• Molecular Formula: C6H18O3Si3
• Molecular Weight: 222.464
• Hs Code.: 29319090
• European Community (EC) Number: 208-765-4
• UNII: EPV75L8O0R
• DSSTox Substance ID: DTXSID501337639
• Nikkaji Number: J95.632E
• Wikipedia: Hexamethylcyclotrisiloxane
• Wikidata: Q26840948
• Metabolomics Workbench ID: 130594
• ChEMBL ID: CHEMBL3182063
• Mol file: 541-05-9.mol

Synonyms:hexamethylcyclotrisiloxane

Chemical Property of Hexamethylcyclotrisiloxane

Chemical Property:

• Appearance/Colour: white crystalline solid
• Vapor Pressure: 11.6mmHg at 25°C
• Melting Point: 50-64 °C(lit.)
• Refractive Index: 1.417
• Boiling Point: 131 °C at 760 mmHg
• Flash Point: 26.4 °C
• PSA: 27.69000
• Density: 0.94 g/cm³
• LogP: 2.15520
• Storage Temp.: Flammables area
• Sensitive.: Moisture Sensitive
• Solubility.: soluble in most organic solvents.
• Water Solubility.: may decompose
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 222.05637404
• Heavy Atom Count: 12
• Complexity: 139

Purity/Quality:

98%min ^*data from raw suppliers

Hexamethylcyclotrisiloxane ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,Xi
• Hazard Codes: F,Xi
• Statements: 11-36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Metals -> Metalloid Compounds (Silicon)
• Canonical SMILES: C[Si]1(O[Si](O[Si](O1)(C)C)(C)C)C
• Physical properties: mp 64–64.5 °C; bp 133–134 °C.
• Uses: Hexamethylcyclotrisiloxane is used in the preparation of graft polymers and block polymers. It is also a useful biochemical for proteomics research and also acts as an intermediate in organic reactions. Hexamethylcyclotrisiloxane, is the simplest member of a series of cyclic oligodimethylsiloxanes, primarily used as synthetic equivalents for the reactive interme- diate dimethylsilanone. It is one of the main raw materials for silicone products. It is widely used in aviation, military industry, medicine and petrochemicals etc. Hexamethylcyclotrisiloxane undergoes ring-opening anionic polymerization reactions, suggesting use in polymer synthesis. It is also suggested for the treatment of powders and fillers to render them hydrophobic. Hexamethylcyclotrisiloxane mainly used for products of methyl vinyl silicone rubber. It’s also the important raw materials for synthesizing other high polymers. It may be used as an effective trapping reagent for a variety of short-lived intermediates, including silanones and silyenes. Hexamethylcyclotrisiloxane has many unique characteristics.The reaction of It is more active, can be easily and quickly polymerized under lower temperature and simple catalysts. may be used to synthesize many kinds of organic silicone products, which have better stability, better insulation properties and better water resistance. may be used to synthesize silicon rubber, which may has better elasticity, better abrasive resistance, and better corrosive resistance. may be used to synthesize silicone oil, which may has lower freezing point and less surface tension, it is slightly affected by temperature. Hexamethylcyclotrisiloxane is flammable. Use and store with all precautions required for Flammable Materials. Care should be exercised in handling GP-685 to prevent contact with skin or eyes. Wear safety glasses with side shields and rubber gloves when handling. Hexamethylcyclotrisiloxane can be used as reagent for the preparation of dimethylsilanols, trapping of insitu- generated silanones, silylenes, silyl azides, silanethiones, and derivatives. Hexamethylcyclotrisiloxane, (D3) is the simplest member of a series of cyclic oligodimethylsiloxanes, primarily used as synthetic equivalents for the reactive intermediate dimethylsilanone. This characteristic is responsible for its extensive application in polymer chemistry. Hexamethylcyclotrisiloxane has also been exploited as an efficient trapping reagent for a variety of shortlived intermediates, including silanones and silyenes. The ability of D3 to intercept these reactive species has been attributed to its rigid, planar structure,8 and the resultant release of strain from ring expansion.

Technology Process of Hexamethylcyclotrisiloxane

There total 95 articles about Hexamethylcyclotrisiloxane 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: 79.0%

dimethyl sulfoxide (67-68-5,8070-53-9) + dimethylsilicon dichloride (75-78-5,30107-43-8) → chloro-methylsulfanyl-methane (2373-51-5) + Hexamethylcyclotrisiloxane (541-05-9) + octamethylcyclotetrasiloxane (556-67-2) + decamethylcyclopentasiloxane (541-02-6) + dodecamethyl-cyclohexasiloxane (540-97-6)

Guidance literature:

at 0 ℃; Mechanism; other diorganyldichlorosilanes; reactions in the presence of hexamethyldisiloxane, trimethylchlorosilane, tetramethoxysilane, tetraethoxysilane;

Reference yield: 42.0%

dimethylsilicon dichloride (75-78-5,30107-43-8) → tetradecamethylcycloheptasiloxane (107-50-6) + Hexamethylcyclotrisiloxane (541-05-9) + octamethylcyclotetrasiloxane (556-67-2) + decamethylcyclopentasiloxane (541-02-6) + dodecamethyl-cyclohexasiloxane (540-97-6)

Guidance literature:

With H₂O; In water; slow addn. of 4l (CH3)2SiCl2 to 12l H2O at 15-20°C withorous stirring; further products;; distn.;;

DOI:10.1021/ja01207a004

Reference yield: 35.0%

dimethylsilicon dichloride (75-78-5,30107-43-8) → Hexamethylcyclotrisiloxane (541-05-9) + octamethylcyclotetrasiloxane (556-67-2) + decamethylcyclopentasiloxane (541-02-6) + dodecamethyl-cyclohexasiloxane (540-97-6)

Guidance literature:

With dimethyl sulfoxide; at 0 ℃; Further byproducts given;

upstream raw materials:

diethoxy dimethylsilane

(1,1,3,3-tetramethyldisiloxane-1,3-diyl)bis(methylene)diacetate

Dimethyl ether

dimethylsilicon dichloride

Downstream raw materials:

1,5-dichlorohexamethyltrisiloxane

1,1,3,3,5,5,7,7,9,9-decamethylpentasiloxane

α,ω-hydridochlorooctamethyltetrasiloxane

Hexamethyl-1,5-bis-chlormethyl-trisiloxan

Refernces

• 1、 Brook, Michael A.,Liao, Mengchen,Zheng, Sijia. "Silylating Disulfides and Thiols with Hydrosilicones Catalyzed by B(C6F5)3". supporting information. p. 2694 - 2700. Retrieved 2021/06/25.
• 2、 -. "METHOD FOR PRODUCING SILOXANE OLIGOMER". Paragraph 0037; 0045. . Retrieved 2017/07/23.