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4-(N,N-DIETHYLAMINOCARBONYL)PHENYLBORONIC ACID, PINACOL ESTER is a boronic acid derivative with the chemical formula C16H25BCl2NO4. It is a white solid that is used as a reagent in organic chemistry, particularly in the Suzuki coupling reaction to form carbon-carbon bonds. 4-(N,N-DIETHYLAMINOCARBONYL)PHENYLBORONIC ACID, PINACOL ESTER is soluble in many organic solvents and is stable under standard conditions. It is a versatile building block in the synthesis of various pharmaceuticals, agrochemicals, and materials. Additionally, it can be used as a ligand in metal-catalyzed reactions and as a tool for studying protein function.

325142-97-0

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325142-97-0 Usage

Uses

Used in Organic Chemistry:
4-(N,N-DIETHYLAMINOCARBONYL)PHENYLBORONIC ACID, PINACOL ESTER is used as a reagent for the Suzuki coupling reaction, which is a widely used method for forming carbon-carbon bonds. This reaction is particularly important in the synthesis of complex organic molecules, including pharmaceuticals and agrochemicals.
Used in Pharmaceutical Synthesis:
In the pharmaceutical industry, 4-(N,N-DIETHYLAMINOCARBONYL)PHENYLBORONIC ACID, PINACOL ESTER is used as a versatile building block for the synthesis of various drugs. Its ability to form carbon-carbon bonds through the Suzuki coupling reaction makes it a valuable component in the development of new and innovative medications.
Used in Agrochemical Synthesis:
Similarly, in the agrochemical industry, 4-(N,N-DIETHYLAMINOCARBONYL)PHENYLBORONIC ACID, PINACOL ESTER is used as a key intermediate in the synthesis of various agrochemicals, such as pesticides and herbicides. Its role in forming carbon-carbon bonds is crucial for the development of effective and targeted agrochemical products.
Used as a Ligand in Metal-Catalyzed Reactions:
4-(N,N-DIETHYLAMINOCARBONYL)PHENYLBORONIC ACID, PINACOL ESTER can also be used as a ligand in metal-catalyzed reactions. Its unique structure allows it to coordinate with metal centers, facilitating various types of chemical transformations and improving the efficiency of catalytic processes.
Used as a Tool for Studying Protein Function:
In the field of biochemistry and molecular biology, 4-(N,N-DIETHYLAMINOCARBONYL)PHENYLBORONIC ACID, PINACOL ESTER can be employed as a tool for studying protein function. Its ability to interact with proteins and other biomolecules can provide valuable insights into the structure and function of proteins, aiding in the development of new therapeutic strategies and understanding of biological processes.

Check Digit Verification of cas no

The CAS Registry Mumber 325142-97-0 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 3,2,5,1,4 and 2 respectively; the second part has 2 digits, 9 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 325142-97:
(8*3)+(7*2)+(6*5)+(5*1)+(4*4)+(3*2)+(2*9)+(1*7)=120
120 % 10 = 0
So 325142-97-0 is a valid CAS Registry Number.
InChI:InChI=1/C17H26BNO3/c1-7-19(8-2)15(20)13-10-9-11-14(12-13)18-21-16(3,4)17(5,6)22-18/h9-12H,7-8H2,1-6H3

325142-97-0 Well-known Company Product Price

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  • Aldrich

  • (720674)  3-(N,N-Diethylaminocarbonyl)phenylboronicacidpinacolester  95%

  • 325142-97-0

  • 720674-1G

  • 500.76CNY

  • Detail

325142-97-0SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name N,N-diethyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide

1.2 Other means of identification

Product number -
Other names AMTB108

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:325142-97-0 SDS

325142-97-0Downstream Products

325142-97-0Relevant academic research and scientific papers

Meta-Selective C-H Borylation of Benzamides and Pyridines by an Iridium-Lewis Acid Bifunctional Catalyst

Yang, Lichen,Uemura, Nao,Nakao, Yoshiaki

supporting information, p. 7972 - 7979 (2019/05/22)

We report herein the iridium-catalyzed meta-selective C-H borylation of benzamides by using a newly designed 2,2′-bipyridine (bpy) ligand bearing an alkylaluminum biphenoxide moiety. We also demonstrate the iridium-catalyzed C3-selective C-H borylation of pyridine with a 1,10-phenanthroline (Phen) ligand bearing an alkylborane moiety. It is proposed that the Lewis acid-base interaction between the Lewis acid moiety and the aminocarbonyl group or the sp2-hybridized nitrogen atom accelerates the reaction and controls the site-selectivity.

Amide Effects in C?H Activation: Noncovalent Interactions with L-Shaped Ligand for meta Borylation of Aromatic Amides

Bisht, Ranjana,Hoque, Md Emdadul,Chattopadhyay, Buddhadeb

, p. 15762 - 15766 (2018/11/10)

A new concept for the meta-selective borylation of aromatic amides is described. It has been demonstrated that while esters gave para borylations, amides lead to meta borylations. For achieving high meta selectivity, an L-shaped bifunctional ligand has been employed and engages in an O???K noncovalent interaction with the oxygen atom of the moderately distorted amide carbonyl group. This interaction provides exceptional control for meta C?H activation/borylation.

para-Selective C?H Borylation of (Hetero)Arenes by Cooperative Iridium/Aluminum Catalysis

Yang, Lichen,Semba, Kazuhiko,Nakao, Yoshiaki

supporting information, p. 4853 - 4857 (2017/04/11)

para-Selective C?H borylation of benzamides and pyridines has been achieved by cooperative iridium/aluminum catalysis. A combination of iridium catalysts commonly employed for arene C?H borylation and bulky aluminum-based Lewis acid catalysts provides an unprecedented strategy for controlling the regioselectivity of C?H borylation to give variously substituted (hetero)arylboronates, which are versatile synthetic intermediates for complex multi-substituted aromatic compounds.

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