2,4,6,8-Tetravinyl-2,4,6,8-tetramethylcyclotetrasiloxane

2,4,6,8-Tetravinyl-2,4,6,8-tetramethylcyclotetrasiloxane Basic information
Product Name:2,4,6,8-Tetravinyl-2,4,6,8-tetramethylcyclotetrasiloxane
Synonyms:s-tetramethyltetravinylcyclotetrasiloxane;tetravinyl-tetramethylcyclo-tetrasiloxane;2,4,6,8-TETRAMETHYLTETRAVINYLCYCLOTETRASILOXANE;1,3,5,7-TETRAVINYLTETRAMETHYLCYCLOTETRASILOXANE;METHYLVINYLCYCLOSILOXANE;2,4,6,8-TETRAMETHYL2,4,6,8-TETRAVINYLCYCLO-TETRASILOXANE 99%;2,4,6,8-Tetravinyl-2,4,6,8-tetramethylcyclotetrasiloxane;Vinylmethylcyclosiloxane
CAS:2554-06-5
MF:C12H24O4Si4
MW:344.66
EINECS:219-863-1
Product Categories:POSS IntermediatesPolymer Science;Silicone MonomersOrganometallic Reagents;Monomers;Organosilicon;POSS? Precursors and Intermediates;Silsesquioxanes: POSS? Nanohybrids;Si (Classes of Silicon Compounds);Siloxanes;Si-O Compounds
Mol File:2554-06-5.mol
2,4,6,8-Tetravinyl-2,4,6,8-tetramethylcyclotetrasiloxane Structure
2,4,6,8-Tetravinyl-2,4,6,8-tetramethylcyclotetrasiloxane Chemical Properties
Melting point −44 °C (dec.)(lit.)
Boiling point 111-112 °C10 mm Hg(lit.)
density 0.997 g/mL at 25 °C(lit.)
vapor pressure 93.5Pa at 25℃
refractive index n20/D 1.435
Fp 210 °F
storage temp. Keep in dark place,Sealed in dry,Room Temperature
solubility Miscible with most organic solvents.
form liquid
Specific Gravity0.998
color Colorless to Almost colorless
Water Solubility 7μg/L at 23℃
Hydrolytic Sensitivity4: no reaction with water under neutral conditions
BRN 1807272
LogP6.47
CAS DataBase Reference2554-06-5(CAS DataBase Reference)
NIST Chemistry Reference2,4,6,8-Tetravinyl-2,4,6,8-tetramethylcyclotetrasiloxane(2554-06-5)
EPA Substance Registry SystemCyclotetrasiloxane, 2,4,6,8-tetraethenyl-2,4,6,8-tetramethyl- (2554-06-5)
Safety Information
Hazard Codes Xi
Risk Statements 36
Safety Statements 26-36
WGK Germany 1
RTECS GZ4550000
10
TSCA Yes
HS Code 29319090
MSDS Information
ProviderLanguage
SigmaAldrich English
ALFA English
2,4,6,8-Tetravinyl-2,4,6,8-tetramethylcyclotetrasiloxane Usage And Synthesis
Chemical PropertiesColorless transparent liquid
Physical propertiesbp 224–224.5 °C.
Uses2,4,6,8-Tetramethyl-2,4,6,8-tetravinylcyclotetrasiloxane is used as an intermediate in organic synthesis. It is used in the preparation of 4-vinyl-benzoic acid ethyl ester. Further, it is used to prepare styrene derivatives by cross-coupling with aryl bromide in the presence of palladium catalyst.
Uses2,4,6,8-Tetraethenyl-2,4,6,8-tetramethylcyclotetrasiloxane (1) (D4V) and the trimer, 2,4,6-triethenyl-2,4,6- trimethylcyclotrisiloxane (2) (D3V) are the two commercially available cyclic polyvinylmethylsiloxanes. D4 V is used as a vinyl donor in the palladium-catalyzed vinylation of aryl halides and as a building block in polymer chemistry and dendrimer synthesis. The palladium-catalyzed vinylation of substituted aryl halides using D4 V is a general and mild method for the preparation of a variety of substituted styrenes or dienes.It is widely used as reagent for the vinylation of aryl halides and building block for carbosilane dendrimers.
General DescriptionIn the presence of a Pd catalyst, this reagent cross-couples with aryl bromides to give styrene derivatives.
HazardLow toxicity by ingestion and inhalation.
Flammability and ExplosibilityNonflammable
Purification MethodsA 7mL sample can be distilled in a small Vigreux column (p 11) at atmospheric pressure without polymerisation or decomposition. It is soluble in cyclohexane. [Kantor et al. J Am Chem Soc 77 1685 1955, Beilstein 4 IV 4184.]
2,4,6,8-Tetravinyl-2,4,6,8-tetramethylcyclotetrasiloxane Preparation Products And Raw materials
Methyltris(methylethylketoxime)silane Vinylmethyldimethoxysilane Vinyltris(methylethylketoxime)silane 1,1,3,3,5,5-HEXAMETHYLTRISILOXANE 2,4,6,8-TETRAMETHYLCYCLOTETRASILOXANE Hexamethyldisiloxane HEPTAMETHYL CYCLOTETRASILOXANE Poly(dimethylsiloxane) 1,1,3,3,5,5-hexamethyl-1,3,5-trisilacyclohexane Octamethylcyclotetrasiloxane 1,1,3,3-Tetramethyldisiloxane DODECAMETHYLCYCLOHEXASILOXANE 1,1,3,3,5,5,7,7-OCTAMETHYLTETRASILOXANE PLATINUM CARBONYL CYCLOVINYLMETHYLSILOXANE COMPLEX Hexamethylcyclotrisiloxane Decamethylcyclopentasiloxane 2,4,6,8-Tetravinyl-2,4,6,8-tetramethylcyclotetrasiloxane 1,3,5,7-Tetravinyl-1,3,5,7-tetramethylcyclotetrasiloxane,2,4,6,8-Tetravinyl-2,4,6,8-tetramethylcyclotetrasiloxane

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