1072945-06-2

Basic information

• Product Name: 4-METHYL-3-NITROPHENYLBORONIC ACID, PINACOL ESTER
• Synonyms: 4-METHYL-3-NITROPHENYLBORONIC ACID, PINACOL ESTER;4,4,5,5-tetramethyl-2-(3-methyl-4-nitrophenyl)-1,3,2-dioxaborolane
• CAS NO: 1072945-06-2
• Molecular Formula: C₁₃H₁₈BNO₄
• Molecular Weight: 263.1
• Mol File: 1072945-06-2.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 359.4±35.0 °C(Predicted)
• Appearance: /
• Density: 1.13
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 4-METHYL-3-NITROPHENYLBORONIC ACID, PINACOL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 4-METHYL-3-NITROPHENYLBORONIC ACID, PINACOL ESTER(1072945-06-2)
• EPA Substance Registry System: 4-METHYL-3-NITROPHENYLBORONIC ACID, PINACOL ESTER(1072945-06-2)

Safety Data

• Hazardous Substances Data: 1072945-06-2(Hazardous Substances Data)

Usage

General Description

4-METHYL-3-NITROPHENYLBORONIC ACID, PINACOL ESTER is a chemical compound with the molecular formula C14H19BNO5. It is a boronic acid derivative that is commonly used in organic synthesis and chemical research. 4-METHYL-3-NITROPHENYLBORONIC ACID, PINACOL ESTER has a methyl group and a nitro group attached to a phenyl ring, and is in the pinacol ester form. It is often utilized as a reagent in Suzuki-Miyaura cross-coupling reactions to form carbon-carbon bonds, and in other transformations in organic chemistry. Additionally, this compound has potential applications in pharmaceutical research and the development of new drugs. Overall, 4-METHYL-3-NITROPHENYLBORONIC ACID, PINACOL ESTER is a versatile chemical that plays a valuable role in the field of organic synthesis and chemical biology.

InChI:InChI=1S/C13H18BNO4/c1-9-6-7-10(8-11(9)15(16)17)14-18-12(2,3)13(4,5)19-14/h6-8H,1-5H3

Upstream product

• 89-59-8 4-chloro-2-nitrotoluene 
• 73183-34-3 bis(pinacol)diborane 
• 76-09-5 2,3-dimethyl-2,3-butane diol 
• 80500-27-2 (4-methyl-3-nitrophenyl)boronic acid 
• 119-32-4 4-Methyl-3-nitroanilin 

Downstream Products

• 850689-28-0 2-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline 
• 1565857-79-5 2,2′-(4-methyl-1,3-phenylene)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane) 
• 1374263-48-5 tert-butyl (1-{4-[2-(4-methyl-3-nitrophenyl)-9H-imidazo[1,2-d]pyrido[2,3-b][1,4]benzodiazepin-3-yl]phenyl}cyclobutyl)carbamate 

Relevant articles and documents

Miyaura Borylation and One-Pot Two-Step Homocoupling of Aryl Chlorides and Bromides under Solvent-Free Conditions

Solvent-free protocols for Miyaura borylation and the one-pot, two-step homocoupling of aryl halides are reported for the first time. Bis(dibenzylideneacetone)palladium(0) [Pd(dba)2] is an optimal source of palladium for Miyaura borylation, while for one-pot two-step homocoupling palladium(II) acetate [Pd(OAc)2] gives highest yields. Aryl bromides are coupled most efficiently using the DPEphos ligand. Chlorides are coupled using XPhos. The developed protocols are robust, versatile and easily reproducible on a large scale.

Synthesis of trimethylstannyl arylboronate compounds by sandmeyer-type transformations and their applications in chemoselective cross-coupling reactions

A synthetic method based on Sandmeyer-type reactions to access both tin- and boron-substituted arenes from nitroaniline derivatives is described. This transformation can be applied to the synthesis of a series of functionalized trimethylstannyl arylboronates. In addition, the chemoselective reaction of the Stille and Suzuki-Miyaura cross-coupling reactions is explored, and a series of m- and p-terphenyl derivatives have been synthesized by conducting consecutive one-pot Stille and Suzuki-Miyaura cross-coupling reactions.