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1-Bromo-4-trimethylsilylbenzene, also known as 4-(trimethylsilyl)phenyl bromide, is a chemical compound with the molecular formula C10H13BrSi. It is a relatively stable organic compound used as a reagent in various chemical reactions, particularly in organic synthesis. It has a molecular weight of 243.1 g/mol and features a bromine atom linked to a benzene ring, which also bears a trimethylsilyl group. Safety data suggests that it is harmful if swallowed, inhaled, or comes into skin contact, and thus should be handled with proper protection. Its exact physical properties such as melting point, boiling point, and density can vary due to manufacturing conditions and impurities.

6999-03-7

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6999-03-7 Usage

Uses

Used in Organic Synthesis:
1-Bromo-4-trimethylsilylbenzene is used as a reagent for various chemical reactions in the field of organic synthesis. Its unique structure, with a bromine atom and a trimethylsilyl group attached to a benzene ring, makes it a versatile building block for the creation of more complex molecules.
Used in Pharmaceutical Industry:
1-Bromo-4-trimethylsilylbenzene is used as an intermediate in the synthesis of pharmaceutical compounds. Its reactivity and stability allow for the development of new drug candidates with potential therapeutic applications.
Used in Material Science:
1-Bromo-4-trimethylsilylbenzene is used as a precursor in the development of new materials with specific properties, such as polymers, coatings, and adhesives. Its chemical structure can be manipulated to achieve desired characteristics in the final product.
Used in Research and Development:
1-Bromo-4-trimethylsilylbenzene is used as a research compound in academic and industrial laboratories. It serves as a model system for studying reaction mechanisms, exploring new synthetic routes, and testing the effectiveness of various catalysts and reagents.

Check Digit Verification of cas no

The CAS Registry Mumber 6999-03-7 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 6,9,9 and 9 respectively; the second part has 2 digits, 0 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 6999-03:
(6*6)+(5*9)+(4*9)+(3*9)+(2*0)+(1*3)=147
147 % 10 = 7
So 6999-03-7 is a valid CAS Registry Number.
InChI:InChI=1/C9H13BrSi/c1-11(2,3)9-6-4-8(10)5-7-9/h4-7H,1-3H3

6999-03-7SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name (4-Bromophenyl)trimethylsilane

1.2 Other means of identification

Product number -
Other names (4-bromophenyl)-trimethylsilane

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:6999-03-7 SDS

6999-03-7Relevant academic research and scientific papers

Synthesis of new monofunctional organosilicon molecules - Prospective efficient stoppers for the design of new siloxane polymers of unusual architecture

Anisimov, Anton A.,Kononevich, Yuriy N.,Korlyukov, Alexander A.,Arkhipov, Dmitry E.,Kononova, Elena G.,Peregudov, Alexander S.,Shchegolikhina, Olga I.,Muzafarov, Aziz M.

, p. 79 - 83 (2014)

The work reports the synthesis and characterization of new previously unknown bulk polyfunctional organosilanes with rigid molecular structure. The molecular structures of compounds 3 and 4 were defined by X-ray data. The possibility of use of prepared co

Nickel-Mediated Enantiospecific Silylation via Benzylic C-OMe Bond Cleavage

Balakrishnan, Venkadesh,Murugesan, Vetrivelan,Chindan, Bincy,Rasappan, Ramesh

supporting information, p. 1333 - 1338 (2021/02/20)

Benzylic stereocenters are found in bioactive and drug molecules, as enantiopure benzylic alcohols have been used to build such a stereogenic center, but are limited to the construction of a C-C bond. Silylation of alkyl alcohols has the potential to build bioactive molecules and building blocks; however, the development of such a process is challenging and unknown. Herein, we describe an unprecedented AgF-assisted nickel catalysis in the enantiospecific silylation of benzylic ethers.

Orthogonal Stability and Reactivity of Aryl Germanes Enables Rapid and Selective (Multi)Halogenations

Deckers, Kristina,Fricke, Christoph,Schoenebeck, Franziska

supporting information, p. 18717 - 18722 (2020/08/25)

While halogenation is of key importance in synthesis and radioimaging, the currently available repertoire is largely designed to introduce a single halogen per molecule. This report makes the selective introduction of several different halogens accessible. Showcased here is the privileged stability of nontoxic aryl germanes under harsh fluorination conditions (that allow selective fluorination in their presence), while displaying superior reactivity and functional-group tolerance in electrophilic iodinations and brominations, outcompeting silanes or boronic esters under rapid and additive-free conditions. Mechanistic experiments and computational studies suggest a concerted electrophilic aromatic substitution as the underlying mechanism.

Higher Carbon Analogues of 1,4-Dihydropyridines as Potent TGFβ/Smad Inhibitors

Barth, Eva R.,L?ngle, Daniel,Wesseler, Fabian,Golz, Christopher,Krupp, Anna,Schade, Dennis,Strohmann, Carsten

, p. 176 - 181 (2020/01/03)

The C to Si and Ge exchange in bioactive compounds has often led to positive changes in the molecular properties, whereby Ge analogues are underrepresented. This is only possible at tetrahedral positions, and it is necessary for the analogue building bloc

Design, synthesis and acaricidal activities of Cyflumetofen analogues based on carbon-silicon isosteric replacement

Beadle, Ryan,Cheng, Jiagao,Earley, Fergus G.,Li, Zhong,Maienfisch, Peter,Zhou, Cong

, (2020/04/30)

The application of a carbon-silicon bioisosteric replacement strategy to find new acaricides with improved properties led to the discovery of Sila-Cyflumetofen 6B, a novel and highly potent acaricide. The essential t-butyl group in the beta-ketonitrile ac

Silicon acyl acetonitrile compound as well as preparation method and application thereof (by machine translation)

-

Paragraph 0192-0195, (2019/12/25)

In particular, the present invention relates to a compound containing a, silicon acyl acetonitrile compound, or a stereoisomer thereof, or a. stereoisomer thereof, or a salt thereof, wherein the compound of the, present invention I I has excellent, acaric

Extremely Active Ethylene Tetramerization Catalyst Avoiding the Use of Methylaluminoxane: [iPrN{P(C6H4-p-SiR3)2}2CrCl2]+[B(C6F5)4]?

Park, Hee Soo,Kim, Tae Hee,Baek, Jun Won,Lee, Hyun Ju,Kim, Tae Jin,Ryu, Ji Yeon,Lee, Junseong,Lee, Bun Yeoul

, p. 4351 - 4359 (2019/08/01)

Sasol's original ethylene tetramerization catalyst requires the use of expensive MMAO, a low working temperature (~60 °C), and generates polyethylene (PE) as a side product. In this study, we developed an upgraded catalytic system that successfully avoids the need for MMAO. [(PNP)CrCl2]+[B(C6F5)4]?-type species was obtained from the reaction of CrCl3(THF)3, [PhN(H)Me2]+[B(C6F5)4]?, and iPrN[P(C6H4-p-Si(nBu)3)2]2 (2) as well as from simply reacting 2 with [CrCl2(NCCH3)4]+[B(C6F5)4]?. The bulky (nBu)3Si-substituents play the crucial role of preventing the formation of the inactive [(PNP)2CrCl2]+[B(C6F5)4]?. The prepared [2-CrCl2]+[B(C6F5)4]? combined with iBu3Al was extremely active ('4000 kg/g-Cr/h), performed well at a high temperature of up to 90 °C, and generated a negligible amount of PE (0.03 wt%). Screening the performance with a series of iPrN[P(C6H4-p-SiR3)2]2 further supported that bulky R3Si-substituents are crucial not only to achieve extremely high activities but also to minimize the generation of PE. Structure of a [(PNP)CrCl2]+[B(C6F5)4]? species was elucidated by X-ray crystallography.

Mixed-Valent Molecular Triple Deckers

Schmidt, Hauke C.,Guo, Xingwei,Richard, Pascal U.,Neuburger, Markus,Palivan, Cornelia G.,Wenger, Oliver S.

supporting information, p. 11688 - 11691 (2018/09/10)

Two phenothiazine (PTZ) moieties were connected via naphthalene spacers to a central arene to result in stacked PTZ-arene-PTZ structure elements. Benzene and tetramethoxybenzene units served as central arenes mediating electronic communication between the two PTZ units. Based on cyclic voltammetry, UV/Vis-NIR absorption, EPR spectroscopy, and computational studies, the one-electron oxidized forms of the resulting compounds behave as class II organic mixed-valence species in which the unpaired electron is partially delocalized over both PTZ units. The barrier for intramolecular electron transfer depends on the nature of the central arene sandwiched between the two PTZ moieties. These are the first examples of rigid organic mixed-valent triple-decker compounds with possible electron-transfer pathways directly across a stacked structure, and they illustrate the potential of oligo-naphthalene building blocks for long-range electron transfer and a future molecular electronics technology.

Organic Dye and Dye-Sensitized Solar Cell

-

Paragraph 0372-0378, (2018/02/10)

PURPOSE: An organic dye, photoelectric diode including the same and dye-sensitized solar battery are provided to have an absorbing band in long wavelength. CONSTITUTION: An organic dye is represented by chemical formula 1. A photoelectric diode includes porous oxide semiconductor membrane which includes the organic dye. A dye-sensitized solar cell comprises a first electrode, a second electrode which is formed on one side of the first electrode and includes a light absorptive layer, and electrolyte buried in a space between the first and second electrodes.

Oxidative 1,2-Difunctionalization of Ethylene via Gold-Catalyzed Oxyarylation

Harper, Matthew J.,Emmett, Edward J.,Bower, John F.,Russell, Christopher A.

supporting information, p. 12386 - 12389 (2017/09/22)

Under the conditions of oxidative gold catalysis, exposure of ethylene to aryl silanes and alcohols generates products of 1,2-oxyarylation. This provides a rare example of a process that allows catalytic differential 1,2-difunctionalization of this feedstock chemical.

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