2,4,6,8-Tetramethyl-2,4,6,8-tetravinylcyclotetrasiloxane

Base Information

• Chemical Name: 2,4,6,8-Tetramethyl-2,4,6,8-tetravinylcyclotetrasiloxane
• CAS No.: 2554-06-5
• Deprecated CAS: 209249-07-0,83891-38-7,250699-00-4,1593696-56-0,250699-00-4,83891-38-7
• Molecular Formula: C12H24O4Si4
• Molecular Weight: 344.662
• Hs Code.: 29319090
• European Community (EC) Number: 219-863-1,248-418-4
• UNII: 3NT606T1VK
• DSSTox Substance ID: DTXSID3038808
• Nikkaji Number: J192.051K
• Wikidata: Q27257777
• ChEMBL ID: CHEMBL3183255
• Mol file: 2554-06-5.mol

Synonyms:1,3,5,7-tetramethyl-1,3,5,7-tetravinylcyclotetrasiloxane;TM-TVCS

Chemical Property of 2,4,6,8-Tetramethyl-2,4,6,8-tetravinylcyclotetrasiloxane

Chemical Property:

• Appearance/Colour: Colorless transparent liquid
• Vapor Pressure: 0.04mmHg at 25°C
• Melting Point: -44 °C
• Refractive Index: n20/D 1.435
• Boiling Point: 247.805 °C at 760 mmHg
• Flash Point: 94.338 °C
• PSA: 36.92000
• Density: 0.967 g/cm³
• LogP: 3.25520
• Storage Temp.: 2-8°C
• Solubility.: Miscible with most organic solvents.
• Water Solubility.: 7μg/L at 23℃
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 344.07516538
• Heavy Atom Count: 20
• Complexity: 341

Purity/Quality:

70%min,90% min,95%min, 98% min ^*data from raw suppliers

2,4,6,8-Tetravinyl-2,4,6,8-tetramethylcyclotetrasiloxane ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Metals -> Metalloid Compounds (Silicon)
• Canonical SMILES: C[Si]1(O[Si](O[Si](O[Si](O1)(C)C=C)(C)C=C)(C)C=C)C=C
• Physical properties: bp 224–224.5 °C.
• 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. 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. 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.

Technology Process of 2,4,6,8-Tetramethyl-2,4,6,8-tetravinylcyclotetrasiloxane

There total 13 articles about 2,4,6,8-Tetramethyl-2,4,6,8-tetravinylcyclotetrasiloxane 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: 26.0%

chloro-trimethyl-silane (75-77-4) + Dichloromethylvinylsilane (124-70-9) → 2,4,6,8-tetramethyl-2,4,6,8-tetravinyl-cyclotetrasiloxane (2554-06-5) + 1,3,5-trivinyl-1,3,5-trimethyl-cyclotrisiloxane (3901-77-7) + 1,1,1,3,5,7,7,7-octamethyl-3,5-divinyltetrasiloxane (16522-66-0) + 2,3,4-trivinyl-1,1,1,2,3,4,5,5,5-nonamethylpentasiloxane (16545-47-4)

Guidance literature:

With water; In toluene; at 20 ℃; for 27h; Further byproducts given;

Reference yield: 26.0%

chloro-trimethyl-silane (75-77-4) + Dichloromethylvinylsilane (124-70-9) → 2,4,6,8-tetramethyl-2,4,6,8-tetravinyl-cyclotetrasiloxane (2554-06-5) + 1,3,5-trivinyl-1,3,5-trimethyl-cyclotrisiloxane (3901-77-7) + 1,1,1,3,5,7,7,7-octamethyl-3,5-divinyltetrasiloxane (16522-66-0) + C18H42O5Si6 (34372-23-1)

Guidance literature:

With water; In toluene; at 20 ℃; for 27h; Further byproducts given;

Reference yield: 24.0%

Dichloromethylvinylsilane (124-70-9) → 2,4,6,8-tetramethyl-2,4,6,8-tetravinyl-cyclotetrasiloxane (2554-06-5) + 1,3,5-trivinyl-1,3,5-trimethyl-cyclotrisiloxane (3901-77-7)

Guidance literature:

With water; In toluene; at 20 ℃; for 27h;

upstream raw materials:

Dichloromethylvinylsilane

chloro-trimethyl-silane

methylvinyldiethoxysilane

octamethyltrisiloxabe

Downstream raw materials:

2-naphthylethylene

o-methoxystyrene

ethyl 4-vinylbenzoate

1-methyl-2-vinyl-benzene

Refernces

• 1、 Basenko,Gebel',Boyarkina,Voronkov. "Reaction of organylchlorosilanes with dimethyl sulfoxide in the presence of octamethyltrisiloxane". . p. 882 - 884. Retrieved 2007/10/03.
• 2、 Kopylov, V. M.,Agashkov, S. P.,Sunkovich, G. V.,Prikhod'ko, P. L.,Ezerets, M. A.,Glukhova, M. A.. "EFFECT OF HYDROCHLORIC ACID ON RING FORMATION IN HYDROLYTIC POLYCONDENSATION OF DIFUNCTIONAL ORGANOCHLOROSILANES". . p. 1873 - 1878. Retrieved 2007/10/02.