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2-[4-(4-chlorophenyl)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane is a boronic acid derivative with the molecular formula C20H23BClO2. It is a white crystalline solid at room temperature, insoluble in water, but soluble in organic solvents. This chemical compound is commonly used in organic synthesis as a reagent for Suzuki-Miyaura coupling reactions, which are crucial for the formation of carbon-carbon bonds. It also serves as a building block in the production of pharmaceuticals and agrochemicals, and has potential applications in materials science and as a precursor for the synthesis of functionalized organic molecules.

942589-53-9

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942589-53-9 Usage

Uses

Used in Organic Synthesis:
2-[4-(4-chlorophenyl)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane is used as a reagent in Suzuki-Miyaura coupling reactions for the formation of carbon-carbon bonds. This reaction is essential in the synthesis of various organic compounds, including pharmaceuticals and agrochemicals.
Used in Pharmaceutical Production:
In the pharmaceutical industry, 2-[4-(4-chlorophenyl)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane is used as a building block for the production of various drugs. Its ability to form carbon-carbon bonds through Suzuki-Miyaura coupling reactions allows for the creation of complex molecular structures with potential therapeutic properties.
Used in Agrochemical Production:
Similarly, in the agrochemical industry, 2-[4-(4-chlorophenyl)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane is used as a building block for the synthesis of various agrochemicals. Its role in forming carbon-carbon bonds is crucial for the development of effective pesticides, herbicides, and other agricultural chemicals.
Used in Materials Science:
2-[4-(4-chlorophenyl)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane has potential applications in materials science, where its unique chemical properties can be utilized to develop new materials with specific properties, such as improved conductivity, stability, or reactivity.
Used as a Precursor for Synthesis of Functionalized Organic Molecules:
2-[4-(4-chlorophenyl)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane also serves as a precursor for the synthesis of functionalized organic molecules, which can be further modified or used in various applications, including the development of new drugs, agrochemicals, or materials with specific properties.

Check Digit Verification of cas no

The CAS Registry Mumber 942589-53-9 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 9,4,2,5,8 and 9 respectively; the second part has 2 digits, 5 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 942589-53:
(8*9)+(7*4)+(6*2)+(5*5)+(4*8)+(3*9)+(2*5)+(1*3)=209
209 % 10 = 9
So 942589-53-9 is a valid CAS Registry Number.

942589-53-9Relevant academic research and scientific papers

Photoinduced Deaminative Borylation of Unreactive Aromatic Amines Enhanced by CO2

Shiozuka, Akira,Sekine, Kohei,Kuninobu, Yoichiro

supporting information, p. 4774 - 4778 (2021/06/28)

Herein, direct unreactive C-N borylation of aromatic amines by a photocatalyst was achieved. The C-N borylation of aromatic amines with bis(pinacolato)diboron (B2pin2) proceeded using a pyrene catalyst under light irradiation to afford desired borylated products and aminoborane as a byproduct. The yield of the borylated product improved under a CO2 atmosphere which probably reduced the inhibitory effect of aminoborane. Mechanistic studies suggested that the C-N bond cleavage and C-B bond formation proceeded via a concerted pathway.

Aromatic amine derivative organic electroluminescent material and device thereof

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Paragraph 0143; 0147-0149, (2021/09/29)

The invention discloses an aromatic amine derivative organic electroluminescent material and a device thereof. The compound is an aromatic amine substituted pyrene compound, and a longer arylene group or heteroarylene group and other structures are introduced among one arylamine and pyrene to prolong the molecular length of the luminescent material. The compound can be used as a luminescent material in an organic electroluminescent device. These novel compounds provide better device performance, such as light emission efficiency and external quantum efficiency. An electroluminescent device and a compound formulation are also disclosed.

COMPOUND, COMPOSITION COMPRISING THE SAME, AND ORGANIC ELECTROLUMINESCENT ELEMENT COMPRISING THAT COMPOSITION

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Paragraph 0224; 0239-0240, (2020/10/03)

PROBLEM TO BE SOLVED: To provide an organic electroluminescent element that is sufficient in performance (e.g., efficiency, lifespan) even when a hole transport layer is formed by a wet method. SOLUTION: The invention provides a compound represented by the formula (1) in the figure. In the formula, Ar1 represents an aromatic hydrocarbon; I represents an integer from 0 to 2 inclusive; G1 and G2 represent N, Si, or the like; L1 and L2 each represent a specific ring structure or the like; and A represents a specific structure including an aromatic group. SELECTED DRAWING: None COPYRIGHT: (C)2020,JPOandINPIT

COMPOUNDS FOR THE MODULATION OF PROPROTEIN CONVERTASE SUBTILISIN/KEXIN TYPE 9 (PCSK9)

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Paragraph 00232; 00239, (2020/12/30)

The present disclosure relates to novel compounds capable of binding to PCSK9, thereby modulating PCSK9 biological activity. Also provided are compositions comprising these compounds, methods of preparing the compounds, and methods for use of the compounds in the treatment of PCSK9-related conditions and diseases.

Light-Induced Gold-Catalyzed Hiyama Arylation: A Coupling Access to Biarylboronates

Xie, Jin,Sekine, Kohei,Witzel, Sina,Kr?mer, Petra,Rudolph, Matthias,Rominger, Frank,Hashmi, A. Stephen K.

, p. 16648 - 16653 (2018/12/04)

Organoboron compounds are versatile synthetic building blocks. We herein report a new strategy, a photochemical gold-catalyzed chemo-selective Hiyama arylation of B,Si bifunctionalized reagents with diazonium salts, which is orthogonal to common strategies and therefore a unique tool for synthesis of valuable biarylboronates. With this new methodology a wide array of diversely functionalized sp2- and sp3-hybridized biarylboronates were obtained. Notably, the synergism of gold catalysis with copper catalysis or palladium catalysis, allows for one-pot iterative C?X (heteroatom) and C?C couplings for the rapid assembly of several simple fragments to relatively complex molecules. Mechanistic studies indicated that photosensitizer-free conditions were superior to gold/Ru(bpy)3Cl2 dual catalysis.

Rhodium-Catalyzed Decarbonylative Borylation of Aromatic Thioesters for Facile Diversification of Aromatic Carboxylic Acids

Ochiai, Hidenori,Uetake, Yuta,Niwa, Takashi,Hosoya, Takamitsu

, p. 2482 - 2486 (2017/02/23)

Transformation of aromatic thioesters into arylboronic esters was achieved efficiently using a rhodium catalyst. The broad functional-group tolerance and mild conditions of the method have allowed for the two-step decarboxylative borylation of a wide range of aromatic carboxylic acids, including commercially available drugs.

ANTIVIRAL 2-CARBOXY-THIOPHENE COMPOUNDS

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Page/Page column 34-35, (2008/06/13)

Anti-viral agents of compounds of Formula (I) : wherein A, R1, R2 and R3 are as defined in the specification, processes for their preparation and their use in HCV treatment are provided.

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