3663-50-1

Basic information

• Product Name: 1,1,3,3,5,5-hexamethyltrisiloxane-1,5-diol
• Synonyms: 1,1,3,3,5,5-hexamethyltrisiloxane-1,5-diol;1,1,3,3,5,5-hexamethyl-5-trisiloxanediol;1,5-Dihydroxy hexamethyl trisiloxane;1,1,3,3,5,5-Hexamethyl-2,4-dioxa-1,3,5-trisilapentane-1,5-diol;1,1,3,3,5,5-Hexamethyl-2,4-dioxapentasilane-1,5-diol;1,1,3,3,5,5-Hexamethylpentanetrisiloxan-1,5-diol;Dimethylsilylenebis(oxy)bis(dimethylsilanol);1,5-Trisiloxanediol, 1,1,3,3,5,5-hexamethyl-
• CAS NO: 3663-50-1
• Molecular Formula: C₆H₂₀O₄Si₃
• Molecular Weight: 240.4771
• EINECS: 222-920-3
• Mol File: 3663-50-1.mol

Chemical Properties

• Boiling Point: 218.8°Cat760mmHg
• Flash Point: 86.1°C
• Appearance: /
• Density: 0.991g/cm³
• Vapor Pressure: 0.0261mmHg at 25°C
• Refractive Index: 1.429
• Storage Temp.: Refrigerator, under inert atmosphere
• Solubility: Chloroform, Methanol (Slightly)
• Stability: Moisture Sensitive
• CAS DataBase Reference: 1,1,3,3,5,5-hexamethyltrisiloxane-1,5-diol(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1,3,3,5,5-hexamethyltrisiloxane-1,5-diol(3663-50-1)
• EPA Substance Registry System: 1,1,3,3,5,5-hexamethyltrisiloxane-1,5-diol(3663-50-1)

Safety Data

• Hazardous Substances Data: 3663-50-1(Hazardous Substances Data)

Usage

Uses

1,1,3,3,5,5-Hexamethyltrisiloxane-1,5-diol is derived from Hexamethylcyclotrisiloxane (H294340), which is used in the preparation of Silicone coated Celgard-2400 for the adhesion of canine platelets and leucocytes.

InChI:InChI=1/C6H20O4Si3/c1-11(2,7)9-13(5,6)10-12(3,4)8/h7-8H,1-6H3

Upstream product

• 3582-71-6 1,5-dichlorohexamethyltrisiloxane 
• 1118-15-6 tetramethyl-1,3-disiloxanediol 
• 1066-42-8 dimethylsilanediol 
• 541-05-9 Hexamethylcyclotrisiloxane 
• 1189-93-1 1,3,3,5,5-hexamethyltrisiloxane 

Downstream Products

• 71449-67-7 C₂₀H₆₀O₁₂Si₁₁ 
• 17216-94-3 2-Chloro-4,4,6,6,8,8-hexamethyl-2-phenyl-[1,3,5,7,2,4,6,8]tetroxatetrasilocane 
• 72325-69-0 2,4-Dichloro-6,6,8,8,10,10-hexamethyl-2,4-diphenyl-[1,3,5,7,9,2,4,6,8,10]pentoxapentasilecane 
• 72325-70-3 C₁₈H₂₈Cl₄O₄Si₅ 
• 18297-88-6 2-chloro-2,4,4,6,6,8,8-heptamethylcyclotetrasiloxane 
• 86637-12-9 1,1,9,9-tetrachlorooctamethylpentasiloxane 
• 1066-42-8 dimethylsilanediol 
• 1118-15-6 tetramethyl-1,3-disiloxanediol 
• 15721-05-8 1,3,3,5,5,7,7-heptamethyl-1,3,5,7-cyclotetrasiloxane 

Relevant articles and documents

METHOD FOR MANUFACTURING STRAIGHT-CHAIN TRISILOXANE COMPOUND

PROBLEM TO BE SOLVED: To provide a method for manufacturing straight-chain trisiloxane having hydroxyl group at one of both ends of a molecular chain and hydroxyl group or alkoxy group at the other end, with a high yield and a simple process by using an easily obtainable cyclic trisiloxane as a raw material. SOLUTION: A desired trisiloxane compound is manufacturable by allowing various cyclic trisiloxanes to react with water or alcohol in the presence of hydrogen gas and/or hydrogen generating agent, and a transition metal catalyst. SELECTED DRAWING: None COPYRIGHT: (C)2016,JPOandINPIT

Anionic and cationic ring-opening polymerization of 2,2,4,4,6,6-hexamethyl-8,8-divinylcyclotetrasiloxane

Ring-opening polymerization (ROP) of 2,2,4,4,6,6-hexamethyl-8,8-divinylcyclotetrasiloxane (I) initiated by both l-fert-butyl-4,4,4-tris(dimetnylamino)-2,2-bis[tris(dimethylamino)phosphoran-yli denamino]-2λ5,4λ5-catenadi(phosphazene) (C22H63N13P4, P4-t-Bu Superbase) and trifluoromethanesulfonic acid (CF3SO3H, triflic acid) has been studied. Both reactions lead to mixtures of linear copolymer, low molecular weight co-oligomers and monomeric cyclosiloxanes. The composition, molecular weight distribution, microstructure, and thermal properties of the copolymers have been determined. The copolymer microstructure has been determined by 29Si NMR spectroscopy. Monomeric cyclosiloxanes have been identified by GC/MS. Both copolymer microstructure and cyclosiloxanes formed depend on the particular catalyst system utilized. P4-t-Bu superbase-initiated anionic ROP of I leads to a copolymer with a random microstructure and to a series of monomeric cyclotetra-, cyclopenta-, and cyclohexasiloxanes formed by random combination of dimethylsiloxane (D) and divinylsiloxane (V) units. On the other hand, triflic acid-initiated ROP of I occurs in a chemoselective manner. This leads to a copolymer with a more ordered microstructure. In this case, I is the only monomeric cyclosiloxane found.

Hydrolysis of oligodimethylsiloxane-α,ω-diols and the position of hydrolytic equilibrium

The hydrolysis of tetramethyldisiloxane-1,3-diol and hexamethyltrisiloxane-1,5-diol in aqueous solutions has been studied. The position of equilibrium of the system including these compounds, dimethylsilanediol, and water has been determined. Concentrations of these compounds in dilute aqueous solutions were determined by coupling HPLC to ICP analysis for Si and also by extraction into ethyl acetate followed by triethylsilylation and GC analysis. It was found that the siloxanediols hydrolyze to the equilibrium mixture at environmentally significant rates and that dimethylsilanediol dominates the equilibrium in dilute aqueous solution, even at concentrations orders of magnitude above that expected in the environment. The hydrolysis of tetramethyldisiloxane-1,3-diol in water was found to be first order in [H+] and in [phosphate buffer] by studying the rates at pH 3 and 6. The hydrolysis of a mixture of higher oligodimethylsiloxane-α,ω-diols as a suspension in water is also described. The first observation of dimethylsilanediol in an environmental sample is reported. The hydrolysis of tetramethyldisiloxane-1,3-diol and hexamethyltrisiloxane-1,5-diol in aqueous solutions has been studied. The position of equilibrium of the system including these compounds, dimethylsilanediol, and water has been determined. Concentrations of these compounds in dilute aqueous solutions were determined by coupling HPLC to ICP analysis for Si and also by extraction into ethyl acetate followed by triethylsilylation and GC analysis. It was found that the siloxanediols hydrolyze to the equilibrium mixture at environmentally significant rates and that dimethylsilanediol dominates the equilibrium in dilute aqueous solution, even at concentrations orders of magnitude above that expected in the environment. The hydrolysis of tetramethyldisiloxane-1,3-diol in water was found to be first order in [H+] and in [phosphate buffer] by studying the rates at pH 3 and 6. The hydrolysis of a mixture of higher oligodimethylsiloxane-α,ω-diols as a suspension in water is also described. The first observation of dimethylsilanediol in an environmental sample is reported.

Disproportionation of oligodimethylsiloxanols in the presence of a protic acid in dioxane

The kinetics of the acid-catalyzed disproportionation of α,ω-dihydroxyoligodimethylsiloxanes HOnH, n = 2, 5, and their analogues having one hydroxyl function replaced by methyl MenH, n = 2, 5, were studied in dioxane in the presence of water.The formation of the primary disproportionation products was monitored by gas-liquid chromatography.The reaction in dioxane solution can compete with the condensation process only in the presence of water.It is of first order with respect to the substrate, catalyst, and water.The results are interpreted in terms of a stepwise mechanism involving rate determining cleavage of the terminal siloxane unit by water, followed by condensation of transiently-formed dimethylsilanediol with the substrate.The unzipping mechansim involving the dimethylsilanediol intermediate is suggested to operate in hydrolytic cleavage of polydimethylsiloxane exposed to water or water vapour.

Novel n[meth)allyloxy(meth)allylphenyl]maleimides and thermosetting imido copolymers prepared therefrom

Novel N-[(meth)allyloxy-mono-/di(meth)allylphenyl]maleimides, in admixture with at least one N-[(meth)allyloxyphenyl]maleimide, are reacted with at least one bismaleimide, and optionally a hydroxylated organosilicon compound, in the presence of an imidazole compound, to obtain mechanically improved thermosetting imido copolymerizates well adapted for the production of, e.g., coatings, adhesive bondings, laminates and composites.