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METHYL 2-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BENZOATE is a chemical with a specific purpose. Lookchem provides you with multiple data and supplier information of this chemical.

653589-95-8

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653589-95-8 Usage

Chemical Properties

White powder

Check Digit Verification of cas no

The CAS Registry Mumber 653589-95-8 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 6,5,3,5,8 and 9 respectively; the second part has 2 digits, 9 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 653589-95:
(8*6)+(7*5)+(6*3)+(5*5)+(4*8)+(3*9)+(2*9)+(1*5)=208
208 % 10 = 8
So 653589-95-8 is a valid CAS Registry Number.
InChI:InChI=1/C14H19BO4/c1-13(2)14(3,4)19-15(18-13)11-9-7-6-8-10(11)12(16)17-5/h6-9H,1-5H3

653589-95-8SDS

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 2-Methoxycarbonylphenylboronic Acid Pinacol Ester

1.2 Other means of identification

Product number -
Other names METHYL 2-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BENZOATE

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:653589-95-8 SDS

653589-95-8Relevant academic research and scientific papers

Synthesis and evaluation of tiaprofenic acid-derived UCHL5 deubiquitinase inhibitors

Gurusingha Arachchige, Harshani S.,Herath Mudiyanselage, Poornima D.H.,VanHecke, Garrett C.,Patel, Kush,Cheaito, Hassan A.,Dou, Q. Ping,Ahn, Young-Hoon

supporting information, (2020/12/25)

The ubiquitin–proteasome system (UPS) plays an important role in maintaining protein homeostasis by degrading intracellular proteins. In the proteasome, poly-ubiquitinated proteins are deubiquitinated by three deubiquitinases (DUBs) associated with 19S re

A new air-stable Si,S-chelating ligand for Ir-catalyzed directed: Ortho C-H borylation

Jiao, Jiao,Nie, Wenzheng,Song, Peidong,Li, Pengfei

supporting information, p. 355 - 359 (2021/01/29)

A new air-stable Si,S-chelating ligand has been developed and used in an iridium-catalyzed ortho C-H borylation reaction with a broad substrate scope. This study provides the first example of using a sulfur-containing ligand in the catalytic C-H borylation process. It provides a rapid, efficient, and economical method for the preparation of organoboron compounds. This journal is

Carbazole derivatives and organoelectro luminescent device using the same

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Paragraph 0366; 0403-0408; 0429-0435, (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.

Thiosilane ligand and preparation method thereof as well as application of thiosilane ligand in aryl boronation catalytic reaction (by machine translation)

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Paragraph 0087-0089, (2020/06/17)

The invention provides a thiosilane ligand and a preparation method thereof, and an application of the thiosilane ligand in an aryl boronation catalytic reaction. The ligand can be synthesized efficiently, the yield of the catalytic synthetic aryl boronic acid compound is high, purification is easy, the atom economy is high, and the ligand is suitable for mass synthesis in industry. (by machine translation)

Cleavage of C(aryl)?CH3 Bonds in the Absence of Directing Groups under Transition Metal Free Conditions

Dai, Peng-Fei,Ning, Xiao-Shan,Wang, Hua,Cui, Xian-Chao,Liu, Jie,Qu, Jian-Ping,Kang, Yan-Biao

supporting information, p. 5392 - 5395 (2019/03/29)

Organic chemists now can construct carbon–carbon σ-bonds selectively and sequentially, whereas methods for the selective cleavage of carbon–carbon σ-bonds, especially for unreactive hydrocarbons, remain limited. Activation by ring strain, directing groups, or in the presence of a carbonyl or a cyano group is usually required. In this work, by using a sequential strategy site-selective cleavage and borylation of C(aryl)?CH3 bonds has been developed under directing group free and transition metal free conditions. Methyl groups of various arenes are selectively cleaved and replaced by boryl groups. Mechanistic analysis suggests that it proceeds by a sequential intermolecular oxidation and coupling of a transient aryl radical, generated by radical decarboxylation, involving a pyridine-stabilized persistent boryl radical.

Hydrogenation of (Hetero)aryl Boronate Esters with a Cyclic (Alkyl)(amino)carbene–Rhodium Complex: Direct Access to cis-Substituted Borylated Cycloalkanes and Saturated Heterocycles

Ling, Liang,He, Yuan,Zhang, Xue,Luo, Meiming,Zeng, Xiaoming

supporting information, p. 6554 - 6558 (2019/04/17)

We herein report the hydrogenation of substituted aryl- and heteroaryl boronate esters for the selective synthesis of cis-substituted borylated cycloalkanes and saturated heterocycles. A cyclic (alkyl)(amino)carbene-ligated rhodium complex with two dimethyl groups at the ortho-alkyl scaffold of the carbene showed high reactivity in promoting the hydrogenation, thereby enabling the hydrogenation of (hetero)arenes with retention of the synthetically valuable boronate group. This process constitutes a clean, atom-economic, as well as chemo- and stereoselective route for the generation of cis-configured, diversely substituted borylated cycloalkanes and saturated heterocycles that are usually elusive and difficult to prepare.

N,B-bidentate boryl ligand-supported iridium catalyst for efficient functional-group-directed C-H borylation

Wang, Guanghui,Liu, Li,Wang, Hong,Ding, You-Song,Zhou, Jing,Mao, Shuai,Li, Pengfei

supporting information, p. 91 - 94 (2017/05/16)

Convenient silylborane precursors for introducing N,B-bidentate boryl ligands onto transition metals were designed, prepared, and employed in ready formation of irdium(IIl) complexes via Si-B oxidative addition. A practical, efficient catalytic ortho-borylation reaction of arenes with a broad range of directing groups was developed using an in situ generated catalyst from the silylborane preligand 3c and [IrCl(COD)]2.

Metal-Organic Frameworks Stabilize Mono(phosphine)-Metal Complexes for Broad-Scope Catalytic Reactions

Sawano, Takahiro,Lin, Zekai,Boures, Dean,An, Bing,Wang, Cheng,Lin, Wenbin

supporting information, p. 9783 - 9786 (2016/08/19)

Mono(phosphine)-M (M-PR3; M = Rh and Ir) complexes selectively prepared by postsynthetic metalation of a porous triarylphosphine-based metal-organic framework (MOF) exhibited excellent activity in the hydrosilylation of ketones and alkenes, the hydrogenation of alkenes, and the C-H borylation of arenes. The recyclable and reusable MOF catalysts significantly outperformed their homogeneous counterparts, presumably via stabilizing M-PR3 intermediates by preventing deleterious disproportionation reactions/ligand exchanges in the catalytic cycles.

A mild and facile synthesis of aryl and alkenyl sulfides via copper-catalyzed deborylthiolation of organoborons with thiosulfonates

Yoshida, Suguru,Sugimura, Yasuyuki,Hazama, Yuki,Nishiyama, Yoshitake,Yano, Takahisa,Shimizu, Shigeomi,Hosoya, Takamitsu

, p. 16613 - 16616 (2015/11/25)

An efficient deborylthiolation of aryl- and alkenylborons with thiosulfonates has been achieved under mild conditions using a copper catalyst. All steps of the experimental process were free from unpleasant odors. The mild reaction conditions as well as ready availability of boron compounds and thiosulfonates enabled easy access to an array of sulfides, including those bearing sensitive functional groups.

Silyl phosphorus and nitrogen donor chelates for homogeneous ortho borylation catalysis

Ghaffari, Behnaz,Preshlock, Sean M.,Plattner, Donald L.,Staples, Richard J.,Maligres, Peter E.,Krska, Shane W.,Maleczka, Robert E.,Smith, Milton R.

supporting information, p. 14345 - 14348 (2014/12/10)

Ir catalysts supported by bidentate silyl ligands that contain P- or N-donors are shown to effect ortho borylations for a range of substituted aromatics. The substrate scope is broad, and the modular ligand synthesis allows for flexible catalyst design.

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