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2-Nitrobenzeneboronic acid pinacol ester is a boronic ester derivative of nitrobenzene, a chemical compound widely utilized as a reagent in organic synthesis. It is recognized for its capacity to introduce the nitrophenyl group into a variety of compounds, making it a key component in the synthesis of pharmaceuticals, agrochemicals, and materials. Its ability to participate in cross-coupling reactions with other organic compounds and its role in developing new methodologies for carbon-carbon bond formation highlight its versatility as a building block for complex organic molecules.

190788-59-1

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190788-59-1 Usage

Uses

Used in Organic Synthesis:
2-Nitrobenzeneboronic acid pinacol ester is used as a reagent for introducing the nitrophenyl group into various compounds, facilitating the synthesis of a broad range of organic molecules.
Used in Pharmaceutical Synthesis:
In the pharmaceutical industry, 2-Nitrobenzeneboronic acid pinacol ester is used as a key intermediate for the development of new drugs, contributing to the creation of novel therapeutic agents.
Used in Agrochemical Synthesis:
Similarly, in agrochemicals, 2-Nitrobenzeneboronic acid pinacol ester is employed as a building block for the synthesis of new pesticides and other agrochemical products, enhancing crop protection and yield.
Used in Material Science:
2-Nitrobenzeneboronic acid pinacol ester is utilized in material science for the synthesis of new materials with specific properties, such as those with enhanced conductivity or stability.
Used in Methodology Development for Carbon-Carbon Bond Formation:
In the field of organic chemistry research, 2-Nitrobenzeneboronic acid pinacol ester is used as a versatile tool for developing new methodologies aimed at forming carbon-carbon bonds, which are fundamental in constructing complex organic molecules.

Check Digit Verification of cas no

The CAS Registry Mumber 190788-59-1 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,9,0,7,8 and 8 respectively; the second part has 2 digits, 5 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 190788-59:
(8*1)+(7*9)+(6*0)+(5*7)+(4*8)+(3*8)+(2*5)+(1*9)=181
181 % 10 = 1
So 190788-59-1 is a valid CAS Registry Number.
InChI:InChI=1/C12H16BNO4/c1-11(2)12(3,4)18-13(17-11)9-7-5-6-8-10(9)14(15)16/h5-8H,1-4H3

190788-59-1 Well-known Company Product Price

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  • TCI America

  • (N1006)  4,4,5,5-Tetramethyl-2-(2-nitrophenyl)-1,3,2-dioxaborolane  >98.0%(GC)(T)

  • 190788-59-1

  • 1g

  • 750.00CNY

  • Detail
  • TCI America

  • (N1006)  4,4,5,5-Tetramethyl-2-(2-nitrophenyl)-1,3,2-dioxaborolane  >98.0%(GC)(T)

  • 190788-59-1

  • 5g

  • 2,650.00CNY

  • Detail
  • Alfa Aesar

  • (L19963)  2-Nitrobenzeneboronic acid pinacol ester, 98+%   

  • 190788-59-1

  • 1g

  • 794.0CNY

  • Detail
  • Alfa Aesar

  • (L19963)  2-Nitrobenzeneboronic acid pinacol ester, 98+%   

  • 190788-59-1

  • 5g

  • 3057.0CNY

  • Detail

190788-59-1SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name 4,4,5,5-tetramethyl-2-(2-nitrophenyl)-1,3,2-dioxaborolane

1.2 Other means of identification

Product number -
Other names 4,4,5,5-Tetramethyl-2-(2-nitrophenyl)-1,3,2-dioxaborolane

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:190788-59-1 SDS

190788-59-1Relevant academic research and scientific papers

Design Strategy of Decorating Phenylcarbazole with a Donor and Acceptor for Blue-Shifted Emission in Thermally Activated Delayed Fluorescent Emitters

Kim, Do Sik,Lee, Kyung Hyung,Lee, Jun Yeob,Hong, Wan Pyo

, p. 11765 - 11771 (2019)

A series of blue thermally activated delayed fluorescent (TADF) emitters of 1′′-(4,6-diphenyl-1,3,5-triazin-2-yl)-9,9′′-diphenyl-9H,9′′H-3,3′:9′,4′′-tercarbazole (TrzCz1) and 3′,6′-di-tert-butyl-1-(4,6-diphenyl-1,3,5-triazin-2-yl)-9-phenyl-9H-4,9′-bicarbazole (TrzCz2) were synthesized through a molecular design approach to decorate phenylcarbazole with a donor and an acceptor. The 1- and 4-positions of the phenylcarbazole core were modified with a diphenyltriazine acceptor and a bicarbazole or tert-butylcarbazole donor, respectively, through a synthetic strategy to introduce Br at the 1-position and F at the 4-position. The TrzCz1 and TrzCz2 emitters showed maximum photoluminescence emission bands at λ=443 and 433 nm, which were blueshifted relative to those of the corresponding TADF emitters with the same donor and acceptor, respectively. In the device application, the TrzCz1 emitter showed a maximum external quantum efficiency of 22.4 %, with a color coordinate of (0.16, 0.21), and the TrzCz2 emitter showed a maximum external quantum efficiency of 9.9 %, with a color coordinate of (0.14, 0.09). This work proved that the design strategy of decorating phenylcarbazole with a donor and an acceptor is effective at blueshifting the emission of TADF emitters.

Carbazole derivatives and organoelectro luminescent device using the same

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Paragraph 0366; 0403-0408, (2020/11/28)

PURPOSE: A carbazole derivative is provided to drive an organic electroluminescent device at low voltage and to improve brightness when the derivative is used in an organic layer of the organic electroluminescent device, thereby improving economic efficiency. CONSTITUTION: A carbazole derivative is denoted by chemical formula 1. An organic electroluminescent device comprises a first electrode, a second electrode, and one or more organic layers between the first and second electrodes. The organic layers contain the carbazole derivative of chemical formula 1. The organic layers are selected among a hole injection layer, a hole transport layer, a functional layer with hole injecting and transporting functions, a light emitting layer, an electrode transport layer, and an electron injection layer. The light emitting layer contains one or more host compounds and one or more dopant compounds. The host compound is a carbazole derivative of chemical formula 1.

Synthesis method of 2-nitrophenylboronic acid pinacol ester

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Paragraph 0020; 0029-0043, (2020/04/17)

The invention relates to a synthetic method of 2-nitrophenylboronic acid pinacol ester, and belongs to the field of synthesis of medical intermediates. Nitrobenzene is used as a raw material and reacts with BCl3 or BBr3 under the catalysis of a catalyst B(C6F5)3 for ortho-orientation, pinacol is added, and the 2-nitrophenylboronic acid pinacol ester is generated under the alkaline condition. According to the method, a common reaction raw material is adopted, selective guiding is carried out under mild conditions, high-purity 2-nitrophenylboronic acid pinacol ester can be obtained through recrystallization of a crude product, 2-aminobenzene boronic acid pinacol ester can be obtained through continuous catalytic hydrogenation, and the defects that in a traditional method, raw material is noteasy to obtain, danger is high, and ultralow temperature or precious metal is needed for use are overcome.

ANTI-FIBROTIC COMPOUNDS

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Paragraph 00334, (2018/08/26)

Provided herein are anti-fibrotic compounds, in particular those of Formula (I), that inhibit the TGF-beta signaling pathway. Also provided are pharmaceutical compositions comprising the anti-fibrotic compounds, and methods of treating diseases or conditions associated with fibrosis, inflammation, and benign or malignant neoplastic diseases in a subject by administering a compound or composition described herein. (Formula (I))

Pd II -Porphyrin Complexes - The First Use as Safer and Efficient Catalysts for Miyaura Borylation

Rao, Kanusu Umamaheswara,Venkateswarlu, Katta

supporting information, p. 1055 - 1060 (2018/03/23)

We have developed a simple and convenient procedure for the preparation of pinacol arylboronates from aryl/heteroaryl bromides and bis(pinacolato)diborane using a Pd II -porphyrin complex as a catalyst. Seven different Pd II -porphyrin complexes (Pd II -T m HPP, Pd II -T m CPP, Pd II -TPP, Pd II -TST p SPP, Pd II -T p CPP, Pd II -T p TP, and Pd II -T p AP) have been synthesized and investigated for their catalytic influence in the Miyaura borylation.

Five-member parallel-ring phenanthrene unit containing monomers and polymers and preparation methods and application thereof

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Paragraph 0083; 0084; 0085; 0095, (2018/09/08)

The invention discloses five-member parallel-ring phenanthrene unit containing monomers, five-member parallel-ring phenanthrene unit containing polymers and preparation methods and application thereof. With a phenanthrene unit as a basis, through coupling, ring closing and other reactions, a conjugated structure of a molecule is enlarged, the stability of the molecule is improved and the fluorescence quantum yield is increased. The phenanthrene unit has relatively strong electron transmission performance, and the electron transmission performance is further enhanced after a conjugate plane isenlarged. The unit with a relatively good electron transmission characteristic can compensate for the shortage of the electron mobility of common polymeric luminescent materials and improve the electroluminescent property of the polymeric luminescent materials. The five-member parallel-ring phenanthrene unit containing polymers have relatively high fluorescence quantum yield and carrier mobility,have relatively large potentials as luminescent polymers, and can also achieve different color emission through the adjustment of the polymerization unit content. Such the polymers have very good solubility and can be prepared into large-area films by solution processing methods such as spin coating, ink-jet printing and printing.

Organic light-emitting diode with high efficiency

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Paragraph 0341-0342, (2018/09/02)

The present disclosure relates to an organic light-emitting diode exhibiting high luminance efficiency, low-voltage operation, and long lifespan and, more particularly, to an organic light-emitting diode, comprising: a first electrode; a second electrode facing the first electrode; and a light-emitting layer and an electron density control layer sequentially arranged between the first electrode and the second electrode wherein the light-emitting layer includes at least one of the amine compounds represented by Chemical Formula A or B and the electron density control layer includes at least one of the compounds represented by Chemical Formulas F to H. The structures of Chemical Formulas A, B, and F to H are as described in the specification.

CONDENSED CYCLIC COMPOUND AND ORGANIC LIGHT-EMITTING DEVICE INCLUDING THE SAME

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Paragraph 0348-0350, (2017/05/19)

An organic light-emitting device includes: a first electrode; a second electrode facing the first electrode; and an organic layer between the first electrode and the second electrode, the organic layer including an emission layer, wherein the organic laye

Miyaura Borylation and One-Pot Two-Step Homocoupling of Aryl Chlorides and Bromides under Solvent-Free Conditions

Dzhevakov, Pavel B.,Topchiy, Maxim A.,Zharkova, Daria A.,Morozov, Oleg S.,Asachenko, Andrey F.,Nechaev, Mikhail S.

, p. 977 - 983 (2016/04/05)

Solvent-free protocols for Miyaura borylation and the one-pot, two-step homocoupling of aryl halides are reported for the first time. Bis(dibenzylideneacetone)palladium(0) [Pd(dba)2] is an optimal source of palladium for Miyaura borylation, while for one-pot two-step homocoupling palladium(II) acetate [Pd(OAc)2] gives highest yields. Aryl bromides are coupled most efficiently using the DPEphos ligand. Chlorides are coupled using XPhos. The developed protocols are robust, versatile and easily reproducible on a large scale.

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