851231-30-6

Basic information

• Product Name: 2-(2,6-dimethoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• Synonyms: 2-(2,6-dimethoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• CAS NO: 851231-30-6
• Molecular Formula: C₁₄H₂₁BO₄
• Molecular Weight: 264.12514
• Mol File: 851231-30-6.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-(2,6-dimethoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(2,6-dimethoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane(851231-30-6)
• EPA Substance Registry System: 2-(2,6-dimethoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane(851231-30-6)

Safety Data

• Hazardous Substances Data: 851231-30-6(Hazardous Substances Data)

Usage

Chemical structure

The compound has a 1,3,2-dioxaborolane core with a 2-(2,6-dimethoxyphenyl) group attached to it and four methyl groups (two on each of the 4 and 5 positions).

Functional groups

The compound contains a phenyl ring with two methoxy substituents, a boron atom with four methyl groups, and a 1,3,2-dioxaborolane ring.

Reactivity

The compound is a versatile reagent in cross-coupling reactions, particularly in the formation of carbon-carbon and carbon-heteroatom bonds.

Steric hindrance

The tetramethyl substituents on the boron atom provide steric hindrance, making the compound a valuable reagent for selective and efficient bond formation.

Stability

The dimethoxyphenyl group increases the stability of the compound.

Boron-containing

The compound contains a boron atom, which is a valuable element in organic synthesis.

Synthesis tool

The compound is a valuable tool in the toolbox of organic chemists for the synthesis of diverse and structurally complex molecules.

Upstream product

• 16932-45-9 1-bromo-2,6-dimethoxybenzene 
• 73183-34-3 bis(pinacol)diborane 
• 151-10-0 1,3-Dimethoxybenzene 
• 76-09-5 2,3-dimethyl-2,3-butane diol 
• 23112-96-1 (2,6-dimethoxyphenyl)boronic acid 
• 61676-62-8 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 91-10-1 1,3-dimethoxy-2-hydroxy-benzene 
• 25240-59-9 pinacolboronic acid 
• 60319-07-5 trifluoromethanesulfonic acid 2,6-dimethoxyphenyl ester 

Downstream Products

• 1220498-60-1 1-tetrahydropyran-2''-yloxy-4-(2',6'-dimethoxyphenyl)-naphthalene 
• 1334531-99-5 C₂₄H₂₃ClO₄ 
• 362612-66-6 2-(4-phenylboronic acid) thiophene 
• 121968-94-3 2,2'',6,6''-tetramethoxy-1,1':4',1''-terphenyl 
• 16932-45-9 1-bromo-2,6-dimethoxybenzene 

Relevant articles and documents

Economical and Readily Accessible Preparation of o,o-Disubstituted Arylboronates through Palladium-Catalyzed Borylation of Haloarenes

Miyaura borylation, that is, palladium-catalyzed cross-coupling between bromoarenes and diboron, offers a versatile method for preparing arylboronates; however, a costly and inaccessible catalyst has been required for synthesizing highly congested arylboronates with the method. Here the Pd(OAc)2–tri(4-methoxyphenyl)phosphine catalyst was found to work as an efficient catalyst for the sterically demanding borylation. A broad range of o,o-disubstituted bromoarenes were converted into the corresponding arylboronates in high yields by using the palladium catalyst with Cs2CO3 in EtOAc at 80 °C.

A preparing method of a dibenzofuran compound

The invention relates to a preparing method of a dibenzofuran compound. The method includes subjecting m-dimethoxy benzene which is adopted as a raw material to a butyl lithium low-temperature reaction to prepare a boric acid compound, preparing the boric

Enantioselective synthesis of (+)-estrone exploiting a hydrogen bond-promoted Diels?Alder reaction

Starting from Danes diene and methylcyclopentenedione, (+)-estrone is synthesized along the Quinkert?Dane route in 24% total yield. The key step is an enantioselective Diels?Alder reaction promoted by an amidinium catalyst as efficiently as by a traditional Ti-TADDOLate Lewis acid.