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HomeProduct name list2,4,6,8-Tetravinyl-2,4,6,8-tetramethylcyclotetrasiloxane

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

Synonym(s):2,4,6,8-Tetraethenyl-2,4,6,8-tetramethylcyclotetrasiloxane

  • CAS NO.:2554-06-5
  • Empirical Formula: C12H24O4Si4
  • Molecular Weight: 344.66
  • MDL number: MFCD00040293
  • EINECS: 219-863-1
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-08-28 18:16:09
2,4,6,8-Tetravinyl-2,4,6,8-tetramethylcyclotetrasiloxane  Structural

What is 2,4,6,8-Tetravinyl-2,4,6,8-tetramethylcyclotetrasiloxane ?

Chemical properties

Colorless transparent liquid

Physical properties

bp 224–224.5 °C.

The Uses of 2,4,6,8-Tetravinyl-2,4,6,8-tetramethylcyclotetrasiloxane

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. 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.

The Uses of 2,4,6,8-Tetravinyl-2,4,6,8-tetramethylcyclotetrasiloxane

2,4,6,8-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.

General Description

In the presence of a Pd catalyst, this reagent cross-couples with aryl bromides to give styrene derivatives.

Hazard

Low toxicity by ingestion and inhalation.

Flammability and Explosibility

Non flammable

Purification Methods

A 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.]

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

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
Flash point: 210 °F
storage temp.  Keep in dark place,Sealed in dry,Room Temperature
solubility  Miscible with most organic solvents.
form  liquid
color  Colorless to Almost colorless
Specific Gravity 0.998
Water Solubility  7μg/L at 23℃
Hydrolytic Sensitivity 4: no reaction with water under neutral conditions
BRN  1807272
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)

Safety information for 2,4,6,8-Tetravinyl-2,4,6,8-tetramethylcyclotetrasiloxane

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H319:Serious eye damage/eye irritation
Precautionary Statement Codes P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Computed Descriptors for 2,4,6,8-Tetravinyl-2,4,6,8-tetramethylcyclotetrasiloxane

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