512-63-0

Basic information

• Product Name: Hexaphenylcyclotrisiloxane
• Synonyms: 2,2,4,4,6,6-Hexaphenyl-[1,3,5,2,4,6]trioxatrisilinan;2,2,4,4,6,6-Hexaphenyl-1,3,5,2,4,6-trioxatrisilinane;Cyclotrisiloxane, hexaphenyl-;Diphenylsiloxane cyclic trimer;hexaphenyl-cyclotrisiloxan;HEXAPHENYLCYCLOTRISILOXANE;Hexaphenylcyclotrisiloxane, 98+%;1,1,3,3,5,5-Hexaphenylcyclotrisiloxane
• CAS NO: 512-63-0
• Molecular Formula: C₃₆H₃₀O₃Si₃
• Molecular Weight: 594.88
• EINECS: 208-145-3
• Product Categories: Si (Classes of Silicon Compounds);Siloxanes;Si-O Compounds;Organometallic Reagents;Organosilicon;Chemical Synthesis;Organometallic Reagents
• Mol File: 512-63-0.mol
• Article Data: 10

Chemical Properties

• Melting Point: 184-188 °C(lit.)
• Boiling Point: 300 °C1 mm Hg(lit.)
• Flash Point: 300°C/1mm
• Appearance: /solid
• Density: 1.23
• Vapor Pressure: 2.02E-13mmHg at 25°C
• Refractive Index: 1.651
• Water Solubility: Insoluble in water
• Sensitive: Moisture Sensitive
• BRN: 2957773
• CAS DataBase Reference: Hexaphenylcyclotrisiloxane(CAS DataBase Reference)
• NIST Chemistry Reference: Hexaphenylcyclotrisiloxane(512-63-0)
• EPA Substance Registry System: Hexaphenylcyclotrisiloxane(512-63-0)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• TSCA: Yes
• Hazardous Substances Data: 512-63-0(Hazardous Substances Data)

Usage

Chemical Properties

White powder

Uses

2,2,4,4,6,6-hexakis-phenyl-1,3,5,2,4,6-trioxatrisilinane is a henylsilsesquioxane with high thermal stability, used as a cross-coupling reagent used in palladium-?catalyzed cross-?coupling reactions with aryl halides.

InChI:InChI=1/C36H30O3Si3/c1-7-19-31(20-8-1)40(32-21-9-2-10-22-32)37-41(33-23-11-3-12-24-33,34-25-13-4-14-26-34)39-42(38-40,35-27-15-5-16-28-35)36-29-17-6-18-30-36/h1-30H

Upstream product

• 110-89-4 piperidine 
• 60-29-7 diethyl ether 
• 1104-93-4 1,1,3,3-tetraphenyldisiloxane-1,3-diol 
• 51343-26-1 3,3-diphenyl-6-oxa-3-silabicyclo[3.1.0]hexane 
• 80-10-4 diphenylsilyl dichloride 
• 2553-19-7 diethoxydiphenylsilane 
• 947-42-2 diphenylsilanediol 
• 775-12-2 diphenylsilane 
• 5599-34-8 triphenylsilyl azide 
• 1247-19-4 diphenyldiphenoxysilane 
• 67-64-1 acetone 
• 1110-85-6 Hexaphenyltrisiloxan-1,5-diol 
• 75-36-5 acetyl chloride 
• 108-24-7 acetic anhydride 

Downstream Products

• 1110-85-6 Hexaphenyltrisiloxan-1,5-diol 
• 778-25-6 diphenylmethylsilanol 
• 93547-88-7 t-butyl diphenylsilanol 
• 76814-94-3 sec-butyldiphenylsilyl alcohol 
• 13520-78-0 tungsten(VI) oxychloride 
• 10026-04-7 tetrachlorosilane 
• 1104-93-4 1,1,3,3-tetraphenyldisiloxane-1,3-diol 
• 18848-30-1 1,1,5,5-tetramethyl-1,3,3,5-tetraphenyl-trisiloxane 
• 18758-92-4 1,1,7,7,7-hexamethyl-3,3,5,5-tetraphenyltetrasiloxane 
• 947-42-2 diphenylsilanediol 
• 92-52-4 biphenyl 
• 613-37-6 4-methoxylbiphenyl 
• 2132-80-1 4,4'-Dimethoxybiphenyl 
• 1008-89-5 2-phenylpyridine 

Relevant articles and documents

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Novel palladium-catalyzed atom-efficient cross-coupling reaction by means of hexaarylcyclotrisiloxane

Hexaarylcyclotrisiloxane, which is one of the most stable derivatives of diarylsilanediol, was found to undergo palladium-catalyzed cross-coupling reaction with aryl halides in good yields. The reaction is performed in an aqueous medium taking potassium hydroxide as an activator. Both of the two aryl groups attached to each silicon atom could be utilized. Some base-sensitive functionality such as acetyl and nitro groups survived the reaction. Georg Thieme Verlag Stuttgart.

Electrochemical activation of diorganyl dialkoxysilanes for siloxane backbone extension

The reaction of diorganyl dialkoxysilanes PhRSi(OAlk)2 (R = Ph, vinyl, OMe; Alk = Me, Et) with electrochemically reduced forms of oxygen provides reactive intermediates that insert into hexamethyldisiloxane or permethyl cyclosiloxanes, D3