Octaphenylcyclotetrasiloxane

Base Information

• Chemical Name: Octaphenylcyclotetrasiloxane
• CAS No.: 546-56-5
• Deprecated CAS: 953400-53-8
• Molecular Formula: C48H40O4Si4
• Molecular Weight: 793.185
• Hs Code.: 29319090
• European Community (EC) Number: 208-904-9
• NSC Number: 293057
• DSSTox Substance ID: DTXSID5052206
• Nikkaji Number: J188.395J
• Wikidata: Q26841271
• Mol file: 546-56-5.mol

Synonyms:Cyclotetrasiloxane,octaphenyl- (6CI,7CI,8CI,9CI);1,1,3,3,5,5,7,7-Octaphenylcyclotetrasiloxane;NSC 293057;Octaphenylcyclotetrasiloxane;Octaphenyltetracyclosiloxane;

Chemical Property of Octaphenylcyclotetrasiloxane

Chemical Property:

• Appearance/Colour: White solid
• Vapor Pressure: 0Pa at 25℃
• Melting Point: 196-198 °C(lit.)
• Refractive Index: 1.66
• Boiling Point: 334 °C
• Flash Point: 200 °C
• PSA: 36.92000
• Density: 1.22 g/cm³
• LogP: 5.09280
• Solubility.: very faint turbidity in Toluene
• Water Solubility.: insoluble
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 8
• Exact Mass: 792.20036589
• Heavy Atom Count: 56
• Complexity: 906

Purity/Quality:

99% ^*data from raw suppliers

Octaphenylcyclotetrasiloxane ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Metals -> Metalloid Compounds (Silicon)
• Canonical SMILES: C1=CC=C(C=C1)[Si]2(O[Si](O[Si](O[Si](O2)(C3=CC=CC=C3)C4=CC=CC=C4)(C5=CC=CC=C5)C6=CC=CC=C6)(C7=CC=CC=C7)C8=CC=CC=C8)C9=CC=CC=C9

Technology Process of Octaphenylcyclotetrasiloxane

There total 38 articles about Octaphenylcyclotetrasiloxane 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: 100.0%

diphenylsilane (775-12-2) → octaphenylcyclotetrasiloxane (546-56-5)

Guidance literature:

With oxygen; sodium t-butanolate; In tetrahydrofuran; at 20 ℃; for 1h;

DOI:10.1016/j.tetlet.2011.09.028

Reference yield: 99.0%

N-(2-bromo-2-(diphenyl(vinyl)silyl)ethyl)-N'-(trifluoromethylsulfonyl)acetamidine → octaphenylcyclotetrasiloxane (546-56-5)

Guidance literature:

N-(2-bromo-2-(diphenyl(vinyl)silyl)ethyl)-N'-(trifluoromethylsulfonyl)acetamidine; With N-Bromosuccinimide; 4-Chlorobenzenesulfonamide; In acetonitrile; at 20 ℃; for 15h;

With potassium carbonate; for 4h;

DOI:10.1039/d0ra07469a

Reference yield: 92.1%

diphenylsilanediol (947-42-2) → octaphenylcyclotetrasiloxane (546-56-5)

Guidance literature:

With triethylamine; In toluene;

DOI:10.1016/j.tetlet.2009.06.130

upstream raw materials:

piperidine

diethyl ether

1,1,3,3-tetraphenyldisiloxane-1,3-diol

Hexaphenyltrisiloxan-1,5-diol

Downstream raw materials:

1,1,3,3,5,5,7,7-octaphenyl-1,3,5,7-tetrasiloxane-1,7-diol

difluorodiphenylsilane

1,3-difluoro-1,1,3,3,-tetraphenyldisiloxane

bis-cyclohexyloxy-diphenyl-silane

Refernces

• 1、 Albright, Abigail,Gawley, Robert E.. "NHC-catalyzed dehydrogenative self-coupling of diphenylsilane: A facile synthesis of octaphenylcyclotetra(siloxane)". . p. 6130 - 6132. Retrieved 2011.
• 2、 Schax, Fabian,Limberg, Christian. "Reactivity of an Octanuclear Copper(I) Siloxide Compound - Isolation of a Copper(II) Oxo Compound with a Supertetrahedral Core". . p. 2060 - 2064. Retrieved 2015.
• 3、 Hensen, Karl,Gebhardt, Frank,Kettner, Markus,Pickel, Peter,Bolte, Michael. "Two cyclotetrasiloxanes at 143 K". . p. 1867 - 1869. Retrieved 1997.
• 4、 Laermann, Barbara,Lazell, Michael,Motevalli, Majid,Sullivan, Alice C.. "Synthesis and crystal structure of [K{O(Ph2SiO)2SiPh2OH}] 2·C6H6; the first structurally characterised example of a monometallated derivative of an α,ω-siloxane diol. Solution chemistry in relation to KOH-promoted ring-opening polymerisation of (Ph2SiO)3". . p. 1263 - 1264. Retrieved 1997.
• 5、 Hossain et al.. "". . p. 522. Retrieved 1979.
• 6、 Vijjamarri, Srikanth,Hull, Marianne,Kolodka, Edward,Du, Guodong. "Renewable Isohexide-Based, Hydrolytically Degradable Poly(silyl ether)s with High Thermal Stability". . p. 2881 - 2888. Retrieved 2018/09/18.