5089-33-8

Usage

Uses

Used in Photodynamic Therapy Applications:
4-Bromo-N,N-bis(trimethylsilyl)aniline is used as a key intermediate in the synthesis of hydrophilic conjugated porphyrin dimers, which are employed for one-photon and two-photon photodynamic therapy. These porphyrin dimers exhibit enhanced solubility and biocompatibility, making them suitable for effective light-induced therapeutic treatments.
Used in Polymer Synthesis:
In the polymer industry, 4-Bromo-N,N-bis(trimethylsilyl)aniline serves as a building block for the synthesis of functionalized organometallic polymers, such as poly(ferrocenylsilane). These polymers possess unique electronic, optical, and mechanical properties, making them suitable for various applications, including electronic devices, sensors, and actuators.
Used in Borylation Chemistry:
4-Bromo-N,N-bis(trimethylsilyl)aniline is utilized as a precursor for the synthesis of borylanilines, such as 4-(dimesitylboryl)aniline and 4-(dimesitylboryl)-3,5-dimethylaniline. These borylanines are valuable intermediates in organic synthesis and can be used to construct complex organic molecules with potential applications in pharmaceuticals, agrochemicals, and materials science.
Used in Polymer Science:
In the field of polymer science, 4-Bromo-N,N-bis(trimethylsilyl)aniline is employed as a monomer in the synthesis of silicon-containing oligomeric poly(imido-amides) (PIAs). These PIAs exhibit excellent thermal stability, mechanical properties, and chemical resistance, making them suitable for high-performance applications, such as aerospace, automotive, and electronics industries.

InChI:InChI=1/C12H22BrNSi2/c1-15(2,3)14(16(4,5)6)12-9-7-11(13)8-10-12/h7-10H,1-6H3

Upstream product

• 63911-87-5 N-(trimethylsilyl)-4-bromoaniline 
• 996-50-9 N,N-diethyl-1,1,1-trimethylsilanamine 
• 106-40-1 4-bromo-aniline 
• 27607-77-8 trimethylsilyl trifluoromethanesulfonate 
• 75-77-4 chloro-trimethyl-silane 

Downstream Products

• 57049-35-1 4,4'-Diaminotriphenylmethanol 
• 74568-18-6 -p-aminobenzoic acid 
• 106-40-1 4-bromo-aniline 
• 16054-48-1 (Z)-2-(4-bromophenyl)-1-phenyldiazene 1-oxide 
• 20972-43-4 trans-azoxybenzene 
• 6141-96-4 (E)-1-(4-bromophenyl)-2-phenyldiazene 
• 106-49-0 p-toluidine 
• 41857-56-1 4-(anthracen-9-yl)aniline 
• 123002-55-1 C₂₉H₂₂N₂O₄ 
• 123002-53-9 C₃₁H₂₆N₂O₄ 
• 321596-88-7 4-(3-TRIFLUOROMETHYLBENZYL)ANILINE 
• 215388-59-3 6-benzyloxy-2-(4-aminophenyl)benzo[b]thiophen-3-yl 3-methoxy-4-(1-pyrrolidinylmethyl)phenyl ketone 

Relevant academic research and scientific papers

Synthesis and Characterization of (Disilylanilino)Phosphines

(Graphical Abstract) The disilyl(4-bromo)aniline (Me3Si)2NC6H4Br (A) readily undergoes metal-halogen exchange to give the reactive organolithium derivative (Me3Si)2NC6H4/su

A synthetic amino acid frequency that alcohol ester

The invention relates to a method of synthesizing aminophenylboronic acid pinacol ester. The method includes subjecting bromoaniline having different substitute positions to silanization protection, reacting with magnesium metal or butyl lithium, and performing boronization/deprotection/esterification to obtain a product. Raw materials and agents, which are adopted in the method, are cheap and easily available. Reaction conditions are mild. Only simple treatment is needed after a reaction in each step is finished. The method is capable of continuous operation. The total yield is 40-55%. The purity of the product is high. The method is suitable for large-scale amplification production.

POLYAMIC ACID PRECURSOR COMPOUND INCLUDING SILICON, POLYAMIC ACID AND ORGANIC INORGANIC HYBRID POLYIMIDE FILM

Provided is a polyamic acid precursor compound including silicon, which is represented by chemical formula 1. In chemical formula 1, X and R_1 are the same as defined in the specification. One embodiment of the present invention provides the polyamic acid precursor compound including silicon, which is excellent in light transmittance and can be induced to a polyamic acid having excellent heat resistance and high temperature durability.COPYRIGHT KIPO 2018

Revisiting borylanilines: Unique solid-state structures and insight into photophysical properties

The structure and photophysical properties of two known borylanilines, 4-(dimesitylboryl)aniline (1) and 4-(dimesitylboryl)-3,5-dimethylaniline (2), have been investigated. 1 and 2 have similar donor and acceptor centers but differ in their molecular conformations. Compounds 1 and 2 have been structurally characterized, and they exhibit a rare form of intermolecular N-H- - -π electrostatic interactions. The structure and photophysical properties of 1 and 2 are discussed in the context of computational results.

Synthesis of potential antitubercular and antimicrobial s-triazine-based scaffolds via Suzuki cross-coupling reaction

Two series of bis(3,5-dimethylpiperidinyl)-1,3,5-triazinyl)-N-(phenyl/ benzothiazolyl)-acetamides were synthesized so as to investigate their antimicrobial and antimycobacterial actions. Intermediate 4-(4,6-bis(3,5- dimethylpiperidin-1-yl)-1,3,5-triazin-2-yl)aniline was synthesized by palladium-catalyzed Suzuki cross-coupling reaction to furnish C-C bond formation to s-triazine ring. Pharmacological screening against eight bacteria (S. aureus, B. cereus, E. coli, P. aeruginosa, K. pneumoniae, S. typhi, P. vulgaris, and S. flexneri), four fungi (A. niger, A. fumigatus, A. clavatus, and C. albicans), and Mycobacterium tuberculosis H37Rv was examined and the effects of various substituents on biological profiles (MIC, 1.56-50 μg/mL) of final analogues were investigated. Four (8c, 8i, 9d, 9j) of the final analogues displayed antimycobacterial activity (3.12-6.25 μg/mL) equipotent to standard drugs.

Process for the preparation of aniline boronic acids and derivatives thereof

Production of anilineboronic acid derivatives (I) comprises converting an aniline compound (II) to a doubly protected derivative (III), metallating (III) and simultaneously or subsequently reacting it with a borate ester (IV) to give a protected anilineboronic acid ester (V), and deprotecting (V). Production of anilineboronic acid derivatives of formula (I) comprises converting an aniline compound of formula (II) to a doubly protected derivative of formula (III), metallating (III) and simultaneously or subsequently reacting it with a borate ester of formula (IV) to give a protected anilineboronic acid ester of formula (V), and deprotecting (V): [Image] PG : protecting group; R : H, halo, 1-20C alkyl or alkoxy, optionally substituted 6-12C aryl or aryloxy, heteroaryl or heteroaryloxy, optionally substituted 3-8C cycloalkyl, dialkylamino, diarylamino, alkylthio, arylthio, ester or acetal; X : H or halo; R1>-R3>H or optionally substituted 1-20C alkyl, or two of R1>-R3> can form a ring or another borate group.

4-(9-Anthryl)aniline. 1. Intramolecular charge-transfer state formation in solution

4-(9-Anthryl)aniline (AA) was synthesized for the first time, and its absorption and fluorescence spectra, as well as its fluorescence lifetime, were measured in various solvents. The absorption spectra of AA are nearly independent of the solvent polarity

Novel method for preparing bis(trimethylsilyl) amines via treatment with trimethylsilylamines and methyl iodide

A convenient method for the synthesis of N,N-bis(trimethylsilyl)alkylamines has been reported. N-(Trimethylsilyl)diethylamine incorporated with a stoichiometric amount of methyl iodide was effective to convert primary amines, especially aromatic amines, and their monotrimethylsilyl derivatives into the corresponding N,N-bis(trimethylsilyl)amine derivatives in high yields. In the case of N-trimethylsilyl derivatives of aliphatic primary amines, a half-amount of silylamines served as a silylation agent against another half-amount of silylamines in the presence of 0.5 equivalent of methyl iodide to give N,N-bis(trimethylsilyl)alkylamines in good yield. Allyl iodide, allyl bromide and benzyl bromide were also effective to promote the silylation activity of silylamines.

NUMBER AND STRUCTURE OF SOLVOLYSIS INTERMEDIATES. PART 3. SN1 SOLVOLYSIS OF 2,2-DIMETHYL-1-(p-METHOXYPHENYL)PROPYL p-NITROBENZOATE: MECHANISM OF THE COMMON ION SALT EFFECTS ARISING AT THE STAGE OF THE SECOND ION-PAIR INTERMEDIATE

2,2-Dimethyl-1-(p-methoxyphenyl)propyl p-nitrobenzoate (ROPNB) was subjected to solvolysis in phenol in the presence of tetrabutylammonium -p-nitrobenzoate, in which the 'common ion rate depression' was confirmed to arise at the stage of the

CONTRIBUTIONS TO THE CHEMISTRY OF ORGANIC SILICON-NITROGEN-COMPOUNDS, I. SYNTHESIS OF N,N-BIS-(TRIMETHYLSILYL)AMINES

The preparation of N,N-bis-(trimethylsilyl)amines 1 has been investigated.Three convenient methods are reported: A, Transfer of (catalytically) activated Tms-groups to amines starting from N-silylated carbonamides, B, silylation of amines with trimethylsilylchloride 5/NEt3 in the presence of TiCl4, C, silylation of primary amines 4 or mono-(trimethylsilyl)amines 16 with CF3SO3 Tms/NEt3 or TmsI/NEt3.Methods A and B are limited to the silylation of (ar)alkylamines which have no branched α-position. Key words: N,N-bis-(trimethylsilyl)amines; N,N-bis-silylamines; N-silylcarbonamides.