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171364-83-3

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171364-83-3 Usage

Description

4-Nitrophenylboronic acid pinacol ester is an organic compound that serves as an important intermediate in various chemical reactions and synthesis processes. It is a white solid with unique chemical properties that make it a versatile reactant in the field of organic chemistry.

Uses

Used in Chemical Synthesis:
4-Nitrophenylboronic acid pinacol ester is used as a reactant for the synthesis of aryl azides, which are essential in various chemical applications, including the creation of pharmaceuticals and agrochemicals. It is also used in the arylation of allylic chlorides, a process that introduces aryl groups to allylic compounds, enhancing their reactivity and functionality.
Used in Biomedical Applications:
In the field of biotechnology, 4-Nitrophenylboronic acid pinacol ester is used as a reactant for the synthesis of RNA conjugates. These conjugates have potential applications in molecular biology, diagnostics, and drug delivery systems.
Used in Pharmaceutical Industry:
4-Nitrophenylboronic acid pinacol ester is used as a reactant in the synthesis of mTOR and PI3K inhibitors, which are crucial antitumor agents. These inhibitors play a significant role in the development of targeted cancer therapies, as they help regulate cell growth and proliferation.
Used in Polymer Science:
The compound is also used in the alkoxycarbonylation process, which involves the introduction of alkoxycarbonyl groups into a molecule. This process is essential in the synthesis of various polymers with specific properties, such as biodegradability and enhanced mechanical strength.
Used in Electrochemical Synthesis:
4-Nitrophenylboronic acid pinacol ester is employed in the electrooxidative synthesis of biaryls, a class of compounds with diverse applications in the pharmaceutical, agrochemical, and materials science industries. The electrochemical approach offers a more sustainable and environmentally friendly method for synthesizing these valuable compounds.
Used in Suzuki Reaction:
In the field of organic chemistry, 4-Nitrophenylboronic acid pinacol ester is used in the Suzuki reaction, a widely employed method for the formation of carbon-carbon bonds, particularly in the synthesis of biaryl compounds. This reaction is crucial for the development of various pharmaceuticals, agrochemicals, and advanced materials.

Check Digit Verification of cas no

The CAS Registry Mumber 171364-83-3 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,7,1,3,6 and 4 respectively; the second part has 2 digits, 8 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 171364-83:
(8*1)+(7*7)+(6*1)+(5*3)+(4*6)+(3*4)+(2*8)+(1*3)=133
133 % 10 = 3
So 171364-83-3 is a valid CAS Registry Number.
InChI:InChI=1/C12H16BNO4/c1-11(2)12(3,4)18-13(17-11)9-5-7-10(8-6-9)14(15)16/h5-8H,1-4H3

171364-83-3 Well-known Company Product Price

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  • (Code)Product description
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  • Alfa Aesar

  • (H52848)  4-Nitrobenzeneboronic acid pinacol ester, 98%   

  • 171364-83-3

  • 1g

  • 391.0CNY

  • Detail
  • Alfa Aesar

  • (H52848)  4-Nitrobenzeneboronic acid pinacol ester, 98%   

  • 171364-83-3

  • 5g

  • 1470.0CNY

  • Detail
  • Aldrich

  • (643890)  4-Nitrophenylboronicacidpinacolester  

  • 171364-83-3

  • 643890-1G

  • 497.25CNY

  • Detail
  • Aldrich

  • (643890)  4-Nitrophenylboronicacidpinacolester  

  • 171364-83-3

  • 643890-5G

  • 1,903.59CNY

  • Detail

171364-83-3SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 20, 2017

Revision Date: Aug 20, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-Nitrophenylboronic Acid Pinacol Ester

1.2 Other means of identification

Product number -
Other names 4,4,5,5-tetramethyl-2-(4-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:171364-83-3 SDS

171364-83-3Relevant articles and documents

Multiple fluorescent behaviors of phenothiazine-based organic molecules

Hsieh, Tung-Sheng,Wu, Jhen-Yi,Chang, Cheng-Chung

, p. 34 - 41 (2015)

We have designed a conventional one-step Suzuki coupling synthetic method to prepare 3,7-di-aryl substituted 10H-phenothiazine derivatives and investigated their optical behaviors. The compound 3,7-Bis (4-aminophenyl) phenothiazine (compound 1), substituting with electron-donating aniline, can exhibit photodamage behavior toward cancer cells. Furthermore, the compound 1 can form fluorescent organic nanoparticle (FON) in acidic aqueous whereas can emit red fluorescence in alkaline organic solvent. More importantly, compound 1 can be oxidized to manufactured a stable near-IR dye (>950 nm). Alternatively, the control compound 3,7-Bis (4-nitrophenyl) phenothiazine (compound 2) enabled us to determine that an electron-withdrawing group, when attaching on the phenothiazine, is unfavorable for molecular design to manufacture a cation form of NIR dye but is favorable to stabilize the phenothiazinate core and manufacture an anion form of NIR dye.

Light- and Manganese-Initiated Borylation of Aryl Diazonium Salts: Mechanistic Insight on the Ultrafast Time-Scale Revealed by Time-Resolved Spectroscopic Analysis

Firth, James D.,Hammarback, L. Anders,Burden, Thomas J.,Eastwood, Jonathan B.,Donald, James R.,Horbaczewskyj, Chris S.,McRobie, Matthew T.,Tramaseur, Adam,Clark, Ian P.,Towrie, Michael,Robinson, Alan,Krieger, Jean-Philippe,Lynam, Jason M.,Fairlamb, Ian J. S.

supporting information, p. 3979 - 3985 (2021/02/03)

Manganese-mediated borylation of aryl/heteroaryl diazonium salts emerges as a general and versatile synthetic methodology for the synthesis of the corresponding boronate esters. The reaction proved an ideal testing ground for delineating the Mn species responsible for the photochemical reaction processes, that is, involving either Mn radical or Mn cationic species, which is dependent on the presence of a suitably strong oxidant. Our findings are important for a plethora of processes employing Mn-containing carbonyl species as initiators and/or catalysts, which have considerable potential in synthetic applications.

Cross-Coupling through Ag(I)/Ag(III) Redox Manifold

Demonti, Luca,Mézailles, Nicolas,Nebra, Noel,Saffon-Merceron, Nathalie

supporting information, p. 15396 - 15405 (2021/10/12)

In ample variety of transformations, the presence of silver as an additive or co-catalyst is believed to be innocuous for the efficiency of the operating metal catalyst. Even though Ag additives are required often as coupling partners, oxidants or halide scavengers, its role as a catalytically competent species is widely neglected in cross-coupling reactions. Most likely, this is due to the erroneously assumed incapacity of Ag to undergo 2e? redox steps. Definite proof is herein provided for the required elementary steps to accomplish the oxidative trifluoromethylation of arenes through AgI/AgIII redox catalysis (i. e. CEL coupling), namely: i) easy AgI/AgIII 2e? oxidation mediated by air; ii) bpy/phen ligation to AgIII; iii) boron-to-AgIII aryl transfer; and iv) ulterior reductive elimination of benzotrifluorides from an [aryl-AgIII-CF3] fragment. More precisely, an ultimate entry and full characterization of organosilver(III) compounds [K]+[AgIII(CF3)4]? (K-1), [(bpy)AgIII(CF3)3] (2) and [(phen)AgIII(CF3)3] (3), is described. The utility of 3 in cross-coupling has been showcased unambiguously, and a large variety of arylboron compounds was trifluoromethylated via [AgIII(aryl)(CF3)3]? intermediates. This work breaks with old stereotypes and misconceptions regarding the inability of Ag to undergo cross-coupling by itself.

COMPOUNDS FOR TARGETED DEGRADATION OF BRD9

-

Page/Page column 512-513, (2021/09/11)

BRD9 protein degradation compounds or pharmaceutically acceptable salts thereof are provided for the treatment of disorders mediated by BRD9, including but not limited to abnormal cellular proliferation.

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