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(4'-methoxy-[1,1'-biphenyl]-2-yl)boronic acid, also known as 4'-methoxy-2-biphenylboronic acid, is an organoboron compound with the molecular formula C13H13BO3. It features a boronic acid functional group and is characterized by its white solid appearance with a melting point of approximately 160°C. (4'-methoxy-[1,1'-biphenyl]-2-yl)boronic acid is sparingly soluble in water but is soluble in organic solvents like chloroform and methanol.

219540-53-1

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219540-53-1 Usage

Uses

Used in Pharmaceutical Synthesis:
(4'-methoxy-[1,1'-biphenyl]-2-yl)boronic acid is used as a building block for the synthesis of pharmaceuticals. Its boronic acid functional group is valuable in the creation of various medicinal compounds due to its reactivity in organic synthesis.
Used in Agrochemical Synthesis:
In the agrochemical industry, (4'-methoxy-[1,1'-biphenyl]-2-yl)boronic acid is utilized as a key component in the development of new agrochemicals, contributing to the advancement of products for agricultural applications.
Used in Materials Science:
This boronic acid compound is also employed in materials science, where it serves as a building block for the synthesis of novel materials with specific properties.
Used in Suzuki Coupling Reactions:
(4'-methoxy-[1,1'-biphenyl]-2-yl)boronic acid is used as a reagent in Suzuki coupling reactions, a type of organic synthesis that is widely used to form carbon-carbon bonds, particularly in the creation of biaryl compounds.
Used in Sensor Development:
(4'-methoxy-[1,1'-biphenyl]-2-yl)boronic acid's ability to form stable bonds with diols makes (4'-methoxy-[1,1'-biphenyl]-2-yl)boronic acid useful in the development of sensors and other analytical tools, where selective detection and binding of specific molecules are required.

Check Digit Verification of cas no

The CAS Registry Mumber 219540-53-1 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 2,1,9,5,4 and 0 respectively; the second part has 2 digits, 5 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 219540-53:
(8*2)+(7*1)+(6*9)+(5*5)+(4*4)+(3*0)+(2*5)+(1*3)=131
131 % 10 = 1
So 219540-53-1 is a valid CAS Registry Number.

219540-53-1Relevant academic research and scientific papers

Facile Synthesis of Azahelicenes and Diaza[8]circulenes through the Intramolecular Scholl Reaction

Maeda, Chihiro,Nomoto, Shuichi,Akiyama, Koki,Tanaka, Takayuki,Ema, Tadashi

supporting information, p. 15699 - 15705 (2021/10/12)

Carbazole-based aza[7]helicenes and hetero[9]helicenes were successfully obtained via the intramolecular Scholl reaction of 3,6-bis(biphenyl-2-yl)carbazole congeners, while the reaction of 3,6-bis(naphthylphenyl)-appended carbazole gave a triple helicene via an unexpected simultaneous double aryl rearrangement. DFT calculations suggested that the rearrangement proceeded via an arenium cation intermediate. In addition, the reaction of methoxy-appended substrate gave an azahepta[8]circulene via the concurrent C?C bond formation. These helical dyes showed circularly polarized luminescence. The azahepta[8]circulene was further transformed into deeply saddle-distorted dibenzodiaza[8]circulenes as the first example of its solution-based synthesis and unambiguous structural determination.

Ag-Catalyzed Cyclization of Arylboronic Acids with Elemental Selenium for the Synthesis of Selenaheterocycles

Gao, Wen-Xia,Huang, Xiao-Bo,Liu, Miao-Chang,Wu, Hua-Yue,Zhang, Xue,Zhou, Yun-Bing

supporting information, p. 5639 - 5644 (2020/11/30)

A general method for the synthesis of five-membered and six-membered selenaheterocycles through Ag-catalyzed C?Se bond-forming reaction is reported. This reaction proceeds via intramolecular cyclization of arylboronic acids with selenium powder. Preliminary mechanism studies demonstrate that this transformation involves a selenium-centred radical intermediate. (Figure presented.).

Rh(III)-Catalyzed C-H Activation of Boronic Acid with Aryl Azide

Xu, Shiyang,Huang, Baoliang,Qiao, Guanyu,Huang, Ziyue,Zhang, Zhen,Li, Zongyang,Wang, Peng,Zhang, Zhenhua

supporting information, p. 5578 - 5582 (2018/09/25)

A Rh(III)-catalyzed C-H activation of boronic acid with aryl azide to obtain unsymmetric carbazoles, 1H-indoles, or indolines has been developed. The reaction constructs dual distinct C-N bonds via sp2/sp3 C-H activation and rhodium nitrene insertion. Synthetically, this approach represents an access to widely used carbazole derivatives. The practical application to CBP and unsymmetric TCTA derivatives has also been performed. Mechanistic experiments and DFT calculations demonstrate that a five-membered rhodacycle species is the key intermediate.

Rhodium-Catalyzed Oxidative Annulation of (2-Arylphenyl)boronic Acids with Alkynes: Selective Synthesis of Phenanthrene Derivatives

Nagata, Tomoya,Satoh, Tetsuya,Nishii, Yuji,Miura, Masahiro

supporting information, p. 1707 - 1710 (2016/07/06)

A rhodium-catalyzed annulative coupling of (2-arylphenyl)boronic acids with alkynes has been developed for the facile construction of phenanthrene frameworks. The reaction proceeded without external bases, and dioxygen worked as a terminal oxidant. Deuter

Scyllo-inositol as a convenient protecting group for aryl boronic acids in Suzuki-Miyaura cross-coupling reactions

Kuno, Shinichi,Kimura, Tomoyuki,Yamaguchi, Masanori

, p. 720 - 724 (2014/01/23)

Herein, we report air-and water-stable borate complexes between scyllo-inositol and aryl boronic acids. The complexes were less reactive than free aryl boronic acids under Suzuki-Miyaura cross-coupling reaction conditions; thus, the borate complexes were used as protected boronic acids. Although protecting groups for organoboronic acids are useful in coupling reactions, especially those used to produce π-conjugated molecules, only a few reports describing the use of protecting groups for boronic acids have been published. The proposed unique structural borate complex provides a novel protective method for aryl boronic acids.

Poly-orthophenylenes: Synthesis by Suzuki coupling and solid state helical structures

Blake, Alexander J.,Cooke, Paul A.,Doyle, Kevin J.,Gair, Susan,Simpkins, Nigel S.

, p. 9093 - 9096 (2007/10/03)

The preparation of ortho-polyphenylene oligomers, having 3-9 rings, using a rational Suzuki coupling stretegy, has been achieved, and a helical structure determined for a number of these products by X-ray crystallography.

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