10586-12-6

Basic information

• Product Name: 1,3,5-Benzenetriyltris(oxy)tris(trimethylsilane)
• Synonyms: 1,3,5-Benzenetriyltris(oxy)tris(trimethylsilane);1,3,5-Tris(trimethylsiloxy)benzene;1,3,5-Tris(trimethylsilyloxy)benzene;Phloroglucinol tris(trimethylsilyl ether)
• CAS NO: 10586-12-6
• Molecular Formula: C₁₅H₃₀O₃Si₃
• Molecular Weight: 342.65
• Mol File: 10586-12-6.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 280-281 °C
• Appearance: /
• Density: 0.931±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 1,3,5-Benzenetriyltris(oxy)tris(trimethylsilane)(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3,5-Benzenetriyltris(oxy)tris(trimethylsilane)(10586-12-6)
• EPA Substance Registry System: 1,3,5-Benzenetriyltris(oxy)tris(trimethylsilane)(10586-12-6)

Safety Data

• Hazardous Substances Data: 10586-12-6(Hazardous Substances Data)

Usage

Type of compound

Silane compound

Structure

Contains three trimethylsilyloxy groups attached to a central benzene ring

Common use

Protecting group for hydroxyl groups in organic synthesis

Additional use

Building block in the synthesis of various organic compounds, including pharmaceuticals and agrochemicals

Physical state

Colorless liquid

Odor

Slightly sweet

Flammability

Flammable

Safety precautions

Should be handled with care

Upstream product

• 108-73-6 3,5-dihydroxyphenol 
• 999-97-3 1,1,1,3,3,3-hexamethyl-disilazane 
• 25561-30-2 N,O-Bis(trimethylsilyl)trifluoroacetamide 
• 75-77-4 chloro-trimethyl-silane 
• 1833-53-0 2-(Trimethylsilyloxy)propene 
• 1663-67-8 malonoyl dichloride 

Downstream Products

• 108-73-6 3,5-dihydroxyphenol 
• 100334-95-0 7-chloro-1,3-dihydroxy-9H-xanthen-9-one 
• 61101-89-1 1,3-dihydroxy-6-chloro-9H-xanthone 
• 3875-68-1 1,3-dihydroxyxanthone 
• 100334-99-4 2,4-Dichloro-benzoic acid 4-(2,4-dichloro-benzoyl)-3,5-dihydroxy-phenyl ester 
• 100334-98-3 2-Chloro-benzoic acid 4-(2-chloro-benzoyl)-3,5-dihydroxy-phenyl ester 

Relevant articles and documents

Preparation, characterization and use of 3-methyl-1-sulfonic acid imidazolium hydrogen sulfate as an eco-benign, efficient and reusable ionic liquid catalyst for the chemoselective trimethylsilyl protection of hydroxyl groups

New and novel ionic liquid (3-methyl-1-sulfonic acid imidazolium hydrogen sulfate) is a recyclable and eco-benign catalyst for the chemoselective trimethylsilyl protection of hydroxyl groups under solvent-free conditions to afford trimethylsilanes in excellent yields (92-100%) and in very short reaction times (1-8 min). The catalyst was characterized by FT-IR, 1H NMR and 13C NMR studies. All the products were extensively characterized by 1H NMR, IR, GC-MS and melting point analyses. A mechanism for the catalytic activity is proposed. The catalyst can be recovered and reused without loss of activity. The work-up of the reaction consists of a simple separation, followed by concentration of the crude product and purification.

Poly(4-vinylpyridine) catalyzed chemoselective O-TMS protection of alcohols and phenols and N-Boc protection of amines

Poly(4-vinylpyridine) (PVP) acts as an efficient and reusable catalyst for the selective and efficient trimethylsilylation of alcohols and phenols with hexamethyldisilazane (HMDS) and N-tert-butoxycarbonylation of amines with (Boc)2O. All reactions were performed under mild conditions in good to high yields. Iranian Chemical Society 2012.

Nanocrystalline TiO2-HClO4 as a new, efficient and recyclable catalyst for the chemoselective trimethylsilylation of alcohols, phenols and deprotection of silyl ethers

TiO2-HClO4, as a new solid acid, was found to be an efficient catalyst for the chemoselective trimethylsilylation of alcohols and phenols. Deprotection of the resulting trimethylsilylethers was achieved using the same catalyst in methanol solvent. The synthesized catalyst was characterized by FT-IR, SEM, TEM, BET and XRD analyses. Our novel synthetic method has the advantages of high yields, short reaction times, low cost and recyclability of the catalyst, simplicity and easy work-up compared to the conventional methods reported in the literature.