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Methyl Vinyl Cyclics, also known as methylvinyl cyclosiloxanes, are a group of organosilicon compounds characterized by a cyclic structure containing silicon-oxygen bonds.
They are notable for their unique properties, such as thermal stability, hydrophobicity, and flexibility.
In the presence of a Pd catalyst, Methyl Vinyl Cyclics cross-couples with aryl bromides to give styrene derivatives.
CAS: 2554-06-5
MF: C12H24O4Si4
MW: 344.66
EINECS: 219-863-1
Synonyms
stetramethyltetravinylcyclotetrasiloxane;Tetravinyltetramethylcyclotetrasiloxane;tetravinyl-tetramethylcyclo-tetrasiloxane;2,4,6,8-TETRAMETHYL-2,4,6,8-TETRAVINYLCYCLOTETRASILOXANE;2,4,6,8-TETRAMETHYLTETRAVINYLCYCLOTETRASILOXANE;1,3,5,7-TETRAVINYLTETRAMETHYLCYCLOTETRASILOXANE;METHYLVINYLCYCLOSILOXANE;2,4,6,8-TETRAMETHYL2,4,6,8-TETRAVINYLCYCLO-TETRASILOXANE 99%
Methyl Vinyl Cyclics is used as an intermediate in organic synthesis.
Methyl Vinyl Cyclics is used in the preparation of 4-vinyl-benzoic acid ethyl ester.
Further, Methyl Vinyl Cyclics is used to prepare styrene derivatives by cross-coupling with aryl bromide in the presence of palladium catalyst.
Methyl Vinyl Cyclics 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 Gravity: 0.998
Color: Colorless to Almost colorless
Water Solubility: 7μg/L at 23℃
Hydrolytic Sensitivity 4: no reaction with water under neutral conditions
BRN: 1807272
LogP: 6.47
CAS DataBase Reference: 2554-06-5(CAS DataBase Reference)
NIST Chemistry Reference: 2,4,6,8-Tetravinyl-2,4,6,8-tetramethylcyclotetrasiloxane(2554-06-5)
EPA Substance Registry System: Cyclotetrasiloxane, 2,4,6,8-tetraethenyl-2,4,6,8-tetramethyl- (2554-06-5)
Uses
2,4,6,8-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.
Methyl Vinyl Cyclics 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.
Methyl Vinyl Cyclics is widely used as reagent for the vinylation of aryl halides and building block for carbosilane dendrimers.
Methyl Vinyl Cyclics is used as an intermediate in organic synthesis.
Methyl Vinyl Cyclics is used in the preparation of 4-vinyl-benzoic acid ethyl ester.
Further, Methyl Vinyl Cyclics is used to prepare styrene derivatives by cross-coupling with aryl bromide in the presence of palladium catalyst.
Methyl Vinyl Cyclics is used as an intermediate in organic synthesis.
Methyl Vinyl Cyclics is used in the preparation of 4-vinyl-benzoic acid ethyl ester.
Further, Methyl Vinyl Cyclics is used to prepare styrene derivatives by cross-coupling with aryl bromide in the presence of palladium catalyst.
Purification Methods
A 7mL sample can be distilled in a small Vigreux column (p 11) at atmospheric pressure without polymerisation or decomposition.
Methyl Vinyl Cyclics is soluble in cyclohexane.
