190788-59-1

Basic information

• Product Name: 2-Nitrobenzeneboronic acid pinacol ester
• Synonyms: 2-NITROBENZENEBORONIC ACID PINACOL ESTER;2-NITROPHENYLBORONIC ACID, PINACOL ESTER;2-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)NITROBENZENE;2-Nitrobenzeneboronic acid pinacol cyclic ester;2-Nitrophenylboronic acid pinacol cyclic ester~2-(2-Nitrophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;2-(2-Nitrophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;2-nitrophenylboronic acid pinacol cyclic ester;2-Nitrobenzeneboronic acid pinacol ester, 98+%
• CAS NO: 190788-59-1
• Molecular Formula: C₁₂H₁₆BNO₄
• Molecular Weight: 249.07
• Product Categories: blocks;BoronicAcids;NitroCompounds;Pyridines
• Mol File: 190788-59-1.mol
• Article Data: 21

Chemical Properties

• Melting Point: 42-44°C
• Boiling Point: 358.2 °C at 760 mmHg
• Flash Point: 170.4 °C
• Appearance: /
• Density: 1.14 g/cm³
• Vapor Pressure: 5.36E-05mmHg at 25°C
• Refractive Index: 1.515
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility: soluble in Methanol
• BRN: 7708824
• CAS DataBase Reference: 2-Nitrobenzeneboronic acid pinacol ester(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Nitrobenzeneboronic acid pinacol ester(190788-59-1)
• EPA Substance Registry System: 2-Nitrobenzeneboronic acid pinacol ester(190788-59-1)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36
• Hazardous Substances Data: 190788-59-1(Hazardous Substances Data)

Usage

General Description

2-Nitrobenzeneboronic acid pinacol ester is a chemical compound that is commonly used as a reagent in organic synthesis. It is a boronic ester derivative of nitrobenzene and is often used to introduce the nitrophenyl group into various compounds. It is known for its ability to undergo cross-coupling reactions with other organic compounds, and is a valuable building block for the synthesis of various pharmaceuticals, agrochemicals, and materials. Additionally, 2-Nitrobenzeneboronic acid pinacol ester has been used in the development of new methodologies for carbon-carbon bond formation, and is a versatile tool for the construction of complex organic molecules.

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

Upstream product

• 577-19-5 2-nitrophenyl bromide 
• 73183-34-3 bis(pinacol)diborane 
• 61676-62-8 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 88-74-4 2-nitro-aniline 
• 609-73-4 o-nitroiodobenzene 
• 25015-63-8 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane 
• 17763-67-6 Phenyl triflate 
• 132993-22-7 2-nitrophenyl trifluoromethanesulfonate 
• 76-09-5 2,3-dimethyl-2,3-butane diol 
• 5570-19-4 2-nitrophenylboronic acid 
• 98-95-3 nitrobenzene 
• 88-73-3 2-Chloronitrobenzene 

Downstream Products

• 1247138-54-0 2'-(4-methoxyphenyl)spiro[cyclopentane-1,3'-indole] 
• 23077-27-2 2'-methylspiro[cyclopentane-1,3'-indole] 
• 7466-59-3 2,3-dimethyl-3-phenyl-3H-indole 

Relevant articles and documents

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

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.

Synthesis method of 2-nitrophenylboronic acid pinacol ester

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

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))