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5-hydroxy-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile is a boronic ester derivative with the molecular formula C18H21BO3N. It is a versatile chemical compound used in organic synthesis, particularly for the Suzuki-Miyaura cross-coupling reaction to form carbon-carbon bonds. Known for its high functional group tolerance and stability, 5-hydroxy-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile serves as a valuable building block in the synthesis of pharmaceuticals, agrochemicals, and materials science. Its unique structure and properties contribute to the development of new synthetic methodologies and the production of complex organic molecules.

1029439-74-4

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1029439-74-4 Usage

Uses

Used in Pharmaceutical Synthesis:
5-hydroxy-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile is used as a key intermediate in the synthesis of pharmaceuticals for its ability to form carbon-carbon bonds through the Suzuki-Miyaura cross-coupling reaction. This reaction allows for the creation of a wide range of bioactive compounds with potential therapeutic applications.
Used in Agrochemical Development:
In the agrochemical industry, 5-hydroxy-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile is utilized as a reagent in the synthesis of new agrochemicals. Its high functional group tolerance and stability make it suitable for the development of effective and environmentally friendly pesticides and other agricultural chemicals.
Used in Materials Science:
5-hydroxy-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile is employed as a building block in materials science for the synthesis of advanced materials with unique properties. Its versatility in forming carbon-carbon bonds enables the creation of novel materials with potential applications in various fields, such as electronics, energy storage, and nanotechnology.
Used in Organic Synthesis Methodologies:
5-hydroxy-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile is used as a valuable tool in the development of new synthetic methodologies in organic chemistry. Its unique structure and properties allow for the exploration of innovative approaches to the synthesis of complex organic molecules, contributing to the advancement of the field.
Overall, 5-hydroxy-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile is a versatile and valuable compound in various industries, including pharmaceuticals, agrochemicals, materials science, and organic synthesis methodologies, due to its high functional group tolerance, stability, and ability to form carbon-carbon bonds.

Check Digit Verification of cas no

The CAS Registry Mumber 1029439-74-4 includes 10 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 7 digits, 1,0,2,9,4,3 and 9 respectively; the second part has 2 digits, 7 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 1029439-74:
(9*1)+(8*0)+(7*2)+(6*9)+(5*4)+(4*3)+(3*9)+(2*7)+(1*4)=154
154 % 10 = 4
So 1029439-74-4 is a valid CAS Registry Number.

1029439-74-4Downstream Products

1029439-74-4Relevant academic research and scientific papers

Para-Selective, Iridium-Catalyzed C-H Borylations of Sulfated Phenols, Benzyl Alcohols, and Anilines Directed by Ion-Pair Electrostatic Interactions

Montero Bastidas, Jose R.,Oleskey, Thomas J.,Miller, Susanne L.,Smith, Milton R.,Maleczka, Robert E.

, p. 15483 - 15487 (2019/10/11)

Para C-H borylations (CHB) of tetraalkylammonium sulfates and sulfamates have been achieved using bipyridine-ligated Ir boryl catalysts. Selectivities can be modulated by both the length of the alkyl groups in the tetraalkylammonium cations and the substituents on the bipyridine ligands. Ion pairing, where the alkyl groups of the cation shield the meta C-H bonds in the counteranions, is proposed to account for para selectivity. The 4,4′-dimethoxy-2,2′-bipyridine ligand gave superior selectivities.

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