18055-70-4

Usage

Uses

It is employed as a intermediates for pharmaceutical.

InChI:InChI=1S/C18H26OSi2/c1-15-7-11-17(12-8-15)20(3,4)19-21(5,6)18-13-9-16(2)10-14-18/h7-14H,1-6H3

Upstream product

• 109-72-8 n-butyllithium 
• 15951-41-4 bis(trimethylsilyl)dichloromethane 
• 33664-05-0 (p-Methoxy-phenyl)-dimethyl-fluor-silan 
• 3277-26-7 1,1,3,3-Tetramethyldisiloxane 
• 624-31-7 4-tolyl iodide 
• 1432-39-9 dimethyl-p-tolylsilane 
• 766-77-8 Dimethylphenylsilane 
• 2401-73-2 1,1,3,3-tetramethyl-1,3-dichlorodisiloxane 
• 106-38-7 para-bromotoluene 
• 17988-22-6 ethoxy(dimethyl)(p-tolyl)silane 
• 4294-57-9 para-methylphenylmagnesium bromide 
• 4199-04-6 (4-methylphenyl)pentamethyldisilane 
• 56633-16-0 1,1-dimethylphenylmethylsilanol 
• 17881-63-9 chlorodimethyl(4-methylphenyl)silane 

Downstream Products

• 4423-09-0 4-(3-pyridyl)toluene 
• 18054-10-9 4,4'-(1,1,3,3-tetramethyldisiloxane-1,3-diyl)dibenzoic acid 
• 18673-84-2 {me2(ph-4-COOme)Si}2O 
• 17881-63-9 chlorodimethyl(4-methylphenyl)silane 
• 33664-05-0 (p-Methoxy-phenyl)-dimethyl-fluor-silan 

Relevant academic research and scientific papers

Aerobic Co-/ N-Hydroxysuccinimide-Catalyzed Oxidation of p-Tolylsiloxanes to p-Carboxyphenylsiloxanes: Synthesis of Functionalized Siloxanes as Promising Building Blocks for Siloxane-Based Materials

Synthesis of organosilicon products with a "polar" functional group within organic substituents is one of the most fundamentally and practically important challenges in today's chemistry of silicones. In our study, we suggest a solution to this problem, viz., a high-efficiency preparative method based on aerobic Co-/N-hydroxysuccinimide (NHSI) catalyzed oxidation of p-tolylsiloxanes to p-carboxyphenylsiloxanes. This approach is based on "green", commercially available, simple, and inexpensive reagents and employs mild reaction conditions: Co(OAc)2/NHSI catalytic system, O2 as the oxidant, process temperature from 40 to 60 °C, atmospheric pressure. This reaction is general and allows for synthesizing both mono- and di-, tri-, and poly(p-carboxyphenyl)siloxanes with p-carboxyphenyl groups at 1,1-, 1,3-, 1,5-, and 1,1,1-positions. All the products were obtained and isolated in gram amounts (up to 5 g) and in high yields (80-96%) and characterized by NMR, ESI-HRMS, GPC, IR, and X-ray data: p-carboxyphenylsiloxanes in crystalline state form HOF-like structures. Furthermore, it was shown that the suggested method is applicable for the oxidation of organic alkylarene derivatives (Ar-CH3, Ar-CH2-R) to the corresponding acids and ketones (Ar-C(O)OH and Ar-C(O)-R), as well as hydride silanes ([Si]-H) to silanols ([Si]-OH). The possibility of synthesizing monomeric (methyl) and polymeric (siloxane-containing PET analogue, Sila-PET) esters based on 1,3-bis(p-carboxyphenyl)disiloxane was studied. These processes occur with retention of the organosiloxane frame and allow to obtain the corresponding products in 90 and 99% yields.

Nickel(0) catalyzed oxidation of organosilanes to disiloxanes by air as an oxidant

We report here an efficient non-aqueous route to symmetrical disiloxanes from their corresponding organosilanes using Ni(COD)2 with 3,4,7,8-tetramethyl-1,10-phenanthroline in air. Our methodology is very simple and high yielding. The reaction mechanism is also proposed.

Use of MnCl2/tBuOOH oxidizing system for conversion of p-tolyldisiloxanes to p-carboxyphenyldisiloxanes

The possibility of Mn-catalyzed oxidation of p-tolyldisiloxanes 1a-b to the corresponding p-carboxyphenyldisiloxanes 2a-b was studied using a commercially available and inexpensive system based on MnCl2/tBuOOH. Products 2a and 2b were isolated in 51% and 32% yields, respectively.

SILOXANE COMPOUND PRODUCTION METHOD AND GOLD CATALYST USED THEREIN

PROBLEM TO BE SOLVED: To provide a technique for synthesizing a siloxane compound from a silane compound with high efficiency using a catalytic reaction under a safe and low environmental load condition. SOLUTION: In a siloxane compound production method, a silane compound is brought into contact with a gold catalyst carrying nano-sized gold particles on a carbon carrier, using water as a solvent in an inert gas atmosphere. A gold catalyst carrying nano-sized gold particles on a carbon carrier can be used in the method, and the gold particles have a crystallite size of 10-100 nm. SELECTED DRAWING: None COPYRIGHT: (C)2017,JPOandINPIT

Disiloxane Synthesis Based on Silicon-Hydrogen Bond Activation using Gold and Platinum on Carbon in Water or Heavy Water

Disiloxanes possessing a silicon-oxygen linkage are important as frameworks for functional materials and coupling partners for Hiyama-type cross coupling. We found that disiloxanes were effectively constructed of hydrosilanes catalyzed by gold on carbon in water as the solvent and oxidant in association with the emission of hydrogen gas at room temperature. The present oxidation could proceed via various reaction pathways, such as the hydration of hydrosilane into silanol, dehydrogenative coupling of hydrosilane into disilane, and the subsequent corresponding reactions to disiloxane. Additionally, the platinum on carbon catalyzed hydrogen-deuterium exchange reaction of arylhydrosilanes as substrates in heavy water proceeded on the aromatic nuclei at 80 °C with high deuterium efficiency and high regioselectivity at the only meta and para positions of the aromatic-silicon bond to give the deuterium-labeled disiloxanes.

Pd-catalyzed synthesis of symmetrical and unsymmetrical siloxanes

A palladium-catalyzed arylation of hydrosiloxanes was developed for the synthesis of symmetrical and unsymmetrical siloxanes. Reactive functional moieties such as hydroxy or cyano groups were able to tolerate the reaction conditions and several novel unsymmetrical siloxanes were synthesized in moderate to high yield.

Aryl-aryl bond formation by the fluoride-free cross-coupling of aryldisiloxanes with aryl bromides

The prevalence of the biaryl structural motif in biologically interesting and synthetically important molecules has inspired considerable interest in the development of methods for aryl-aryl bond formation. Herein we describe a novel strategy for this process involving the fluoride-free, palladium-catalysed cross-coupling of readily accessible aryldisiloxanes and aryl bromides. Using a statistical-based optimisation process, preparatively useful reaction conditions were formulated to allow the cross-coupling of a wide range of different substrates. This methodology represents an attractive, cost-efficient, flexible and robust alternative to the traditional transition-metal-catalysed routes typically used to generate molecules containing the privileged biaryl scaffold.

An efficient and simple method for the preparation of symmetrical disiloxanes from hydrosilanes by Lewis acid-catalyzed air oxidation

Symmetrical disiloxanes were prepared in high yields by air oxidation of mono, di, and trihydrosilanes under Lewis acid catalysis.

Supported gold nanoparticle catalyst for the selective oxidation of silanes to silanols in water

Hydroxyapatite-supported gold nanoparticles (AuHAP) can act as highly efficient and reusable catalysts for the oxidation of diverse silanes into silanols in water; this is the first catalytic methodology for the selective synthesis of aliphatic silanols using water under organic-solvent-free conditions.