214360-67-5

Basic information

• Product Name: 4,4,5,5-Tetramethyl-2-(3,4,5-trimethoxyphenyl)-1,3,2-dioxaborolane
• Synonyms: 3,4,5-Trimethoxyphenylboronic acid, pinacol ester;4,4,5,5-Tetramethyl-2-(3,4,5-trimethoxyphenyl)-1,3,2-dioxaborolane
• CAS NO: 214360-67-5
• Molecular Formula: C₁₅H₂₃BO₅
• Molecular Weight: 294.15112
• Mol File: 214360-67-5.mol
• Article Data: 30

Chemical Properties

• Melting Point: 100-101.5 °C
• Boiling Point: 385.6±42.0 °C(Predicted)
• Appearance: /
• Density: 1.08±0.1 g/cm3(Predicted)
• Storage Temp.: Room temperature.
• CAS DataBase Reference: 4,4,5,5-Tetramethyl-2-(3,4,5-trimethoxyphenyl)-1,3,2-dioxaborolane(CAS DataBase Reference)
• NIST Chemistry Reference: 4,4,5,5-Tetramethyl-2-(3,4,5-trimethoxyphenyl)-1,3,2-dioxaborolane(214360-67-5)
• EPA Substance Registry System: 4,4,5,5-Tetramethyl-2-(3,4,5-trimethoxyphenyl)-1,3,2-dioxaborolane(214360-67-5)

Safety Data

• Hazardous Substances Data: 214360-67-5(Hazardous Substances Data)

Usage

Description

4,4,5,5-Tetramethyl-2-(3,4,5-trimethoxyphenyl)-1,3,2-dioxaborolane is a boronic acid derivative featuring a dioxaborolane ring and a phenyl ring with three methoxy groups. This chemical compound is characterized by the presence of four methyl groups, which contribute to its unique properties and reactivity. It is widely recognized for its versatility in organic synthesis and its applications in the development of pharmaceuticals, agrochemicals, and materials.

Uses

Used in Organic Synthesis:
4,4,5,5-Tetramethyl-2-(3,4,5-trimethoxyphenyl)-1,3,2-dioxaborolane is used as a reagent in organic synthesis for its ability to participate in various organic transformations. Its boronic acid character allows it to undergo reactions such as Suzuki coupling, which is a widely used method for the formation of carbon-carbon bonds, particularly in the synthesis of complex organic molecules.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 4,4,5,5-Tetramethyl-2-(3,4,5-trimethoxyphenyl)-1,3,2-dioxaborolane is used as a building block for the development of new drugs. Its unique structure and reactivity make it a valuable component in the synthesis of bioactive compounds, contributing to the discovery and design of novel therapeutic agents.
Used in Agrochemical Industry:
4,4,5,5-Tetramethyl-2-(3,4,5-trimethoxyphenyl)-1,3,2-dioxaborolane is also utilized in the agrochemical industry as a key intermediate in the synthesis of agrochemicals. Its ability to form stable and functionalized compounds makes it suitable for the development of new pesticides, herbicides, and other agricultural chemicals.
Used in Materials Science:
In the field of materials science, 4,4,5,5-Tetramethyl-2-(3,4,5-trimethoxyphenyl)-1,3,2-dioxaborolane is employed as a component in the synthesis of advanced materials. Its structural features and reactivity enable the creation of materials with specific properties, such as improved thermal stability, mechanical strength, or electrical conductivity, which can be applied in various high-tech applications.

Upstream product

• 2675-79-8 1-bromo-3,4,5-trimethoxybenzene 
• 25015-63-8 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane 
• 73183-34-3 bis(pinacol)diborane 
• 1402042-30-1 1-methyl-2-(3,4,5-trimethoxyphenyl)-1H-indole 
• 4521-61-3 3,4,5-Trimethoxybenzoyl chloride 
• 76-09-5 2,3-dimethyl-2,3-butane diol 
• 22092-92-8 diisopropopylaminoborane 
• 634-36-6 1,2,3-trimethoxybenzene 
• 61676-62-8 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 

Downstream Products

• 1329426-14-3 2,4,6-tris[5-(3,4,5-trimethoxyphenyl)thiophen-2-yl]-1,3,5-triazine 
• 175465-12-0 1-phenyl-3-(3,4,5-trimethoxyphenyl-)propane 
• 1442416-19-4 C₁₃H₂₀O₃ 
• 1442416-25-2 5-cyclohexyl-1,2,3-trimethoxybenzene 
• 934969-15-0 C₁₂H₁₈O₃ 
• 1442416-24-1 C₁₄H₂₂O₃ 
• 487-11-6 elemicin 
• 55363-58-1 (3,4,5-trimethoxyphenyl)(phenyl)methanone 
• 67858-30-4 2-(3,4,5-trimethoxyphenyl)-4H-chromen-4-one 
• 1312996-89-6 2-methoxy-5-[2-(3,4,5-trimethoxyphenyl)cyclopent-1-en-1-yl]phenol 
• 143815-07-0 5-(cyclopent-1-en-1-yl)-1,2,3-trimethoxybenzene 

Relevant articles and documents

Columnar propeller-like 1,3,5-triphenylbenzenes: The missing link of shape-persistent hekates

Triphenylbenzenes with different substitution patterns at the outer phenyl rings have been successfully synthesised. Sixfold n-alkoxy substitution was insufficient for mesomorphism, but already increasing the number of side chains by three methoxy groups

Understanding the Activation of Air-Stable Ir(COD)(Phen)Cl Precatalyst for C-H Borylation of Aromatics and Heteroaromatics

A newly developed robust catalyst [Ir(COD)(Phen)Cl] (A) was used for the C-H borylation of three dozen aromatics and heteroaromatics with excellent yield and selectivity. Activation of the catalyst was identified by the use of catalytic amounts of water, alcohols, etc., when B2pin2 was used in noncoordinating solvents, while for THF catalytic use of HBpin was required. The results were on par with the in situ based expensive system [Ir(OMe)(COD)]2/dtbbpy or Me4Phen.

NNB-type tridentate boryl ligands enabling a highly active iridium catalyst for C–H borylation

Boryl ligands play a very important role in catalysis because of their very high electron-donating property. In this paper, NNB-type boryl anions were designed as tridentate ligands to promote aryl C–H borylation. In combination with [IrCl(COD)]2/su