213596-33-9

Basic information

• Product Name: 2-(4-Methoxyphenyl)-5,5-dimethyl-1,3,2-dioxaborinane
• Synonyms: 2-(4-Methoxyphenyl)-5,5-dimethyl-1,3,2-dioxaborinane
• CAS NO: 213596-33-9
• Molecular Formula: C₁₂H₁₇BO₃
• Molecular Weight: 220.08
• Product Categories: Boronic Acids
• Mol File: 213596-33-9.mol
• Article Data: 66

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-(4-Methoxyphenyl)-5,5-dimethyl-1,3,2-dioxaborinane(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-Methoxyphenyl)-5,5-dimethyl-1,3,2-dioxaborinane(213596-33-9)
• EPA Substance Registry System: 2-(4-Methoxyphenyl)-5,5-dimethyl-1,3,2-dioxaborinane(213596-33-9)

Safety Data

• Hazardous Substances Data: 213596-33-9(Hazardous Substances Data)

Usage

General Description

2-(4-Methoxyphenyl)-5,5-dimethyl-1,3,2-dioxaborinane is a chemical compound with the molecular formula C11H17BO3. It is a boron-containing compound that belongs to the class of dioxaborinane compounds. 2-(4-Methoxyphenyl)-5,5-dimethyl-1,3,2-dioxaborinane is often used in organic synthesis as a reagent for the preparation of various organic compounds. It is commonly used in the formation of carbon-carbon and carbon-heteroatom bonds through various coupling reactions. Additionally, it is used as a building block in the synthesis of pharmaceuticals, agrochemicals, and other fine chemicals. The presence of the methoxy and dimethyl groups in the compound makes it a versatile building block for the synthesis of a wide range of organic molecules.

Upstream product

• 66107-29-7 4-methoxyphenyl triflate 
• 201733-56-4 2-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)-5,5-dimethyl-1,3,2-dioxaborinane 
• 696-62-8 para-iodoanisole 
• 668987-38-0 5,5-dimethyl-1,3,2-dioxaborinane 
• 126-30-7 2,2-Dimethyl-1,3-propanediol 
• 19013-30-0 p-methoxyphenyl mesylate 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 623-12-1 4-chloromethoxybenzene 
• 7305-10-4 4-methoxyphenyl dimethylcarbamate 
• 13675-18-8 tetrahydroxydiboron 
• 3899-91-0 4-methoxyphenyl p-toluenesulfonate 
• 67-56-1 methanol 
• 21502-70-5 tris(p-anisyl)antimony 
• 10294-34-5 boron trichloride 

Downstream Products

• 209795-84-6 3,8-bis-(4-methoxyphenyl)-1,10-phenanthroline 
• 20013-55-2 4'-methoxy-2-nitrobiphenyl 
• 100-09-4 4-methoxybenzoic acid 
• 876661-11-9 3-bromo-8-(4-methoxyphenyl)-1,10-phenanthroline 
• 53040-92-9 4-(4-tolyl)anisole 
• 2132-80-1 4,4'-Dimethoxybiphenyl 
• 2675-79-8 1-bromo-3,4,5-trimethoxybenzene 
• 121-98-2 methyl 4-methoxybenzoate 
• 6938-38-1 4-methoxy-benzoic acid isopropyl ester 
• 57479-35-3 8-(4-methoxyphenyl)quinoline 
• 1186126-51-1 5-(4-methoxyphenyl)isoquinoline 
• 1346262-17-6 1-(4'-methoxy-[1,1'-biphenyl]-4-yl)pyrrolidine-2,5-dione 
• 19617-68-6 methyl 4′-methoxy(1,1′-biphenyl)-3-carboxylate 
• 5958-02-1 3-(4-methoxyphenyl)pyridine 

Relevant articles and documents

A novel transmetallation of triarylstibanes into arylboronate: Boro-induced ipso-deantimonation and its theoretical calculation

Treatment of triarylstibanes with boron trichloride followed by derivatization with methanol and 1,3-propanediol afforded arylboronates in good yield with all three aryl groups on the antimony being utilized. Theoretical calculation of the reaction pathwa

Decarbonylative Fluoroalkylation at Palladium(II): From Fundamental Organometallic Studies to Catalysis

This Article describes the development of a decarbonylative Pd-catalyzed aryl-fluoroalkyl bond-forming reaction that couples fluoroalkylcarboxylic acid-derived electrophiles [RFC(O)X] with aryl organometallics (Ar-M′). This reaction was optimized by interrogating the individual steps of the catalytic cycle (oxidative addition, carbonyl de-insertion, transmetalation, and reductive elimination) to identify a compatible pair of coupling partners and an appropriate Pd catalyst. These stoichiometric organometallic studies revealed several critical elements for reaction design. First, uncatalyzed background reactions between RFC(O)X and Ar-M′ can be avoided by using M′ = boronate ester. Second, carbonyl de-insertion and Ar-RF reductive elimination are the two slowest steps of the catalytic cycle when RF = CF3. Both steps are dramatically accelerated upon changing to RF = CHF2. Computational studies reveal that a favorable F2C-H - -X interaction contributes to accelerating carbonyl de-insertion in this system. Finally, transmetalation is slow with X = difluoroacetate but fast with X = F. Ultimately, these studies enabled the development of an (SPhos)Pd-catalyzed decarbonylative difluoromethylation of aryl neopentylglycol boronate esters with difluoroacetyl fluoride.

Ruthenium-Catalyzed Carbonylative Coupling of Anilines with Organoboranes by the Cleavage of Neutral Aryl C-N Bond

Herein, we report the first ruthenium-catalyzed Suzuki-type carbonylative reaction of electronically neutral anilines via C(aryl)-N bond cleavage. Without any ligand and base, diaryl ketones can be obtained in moderate to high yields by using Ru3/su