23112-96-1

Basic information

• Product Name: 2,6-Dimethoxyphenylboronic acid
• Synonyms: CHEMBRDG-BB 3200972;AKOS BRN-0146;2,6-DIMETHOXYPHENYLBORONIC ACID;2,6-DIMETHOXYBENZENEBORONIC ACID;RARECHEM AH PB 0108;TIMTEC-BB SBB003736;2,6-Dimethoxyphenylboronic acid ,98%;2,6-Dimethoxyphenylboronic Acid (contains varying amounts of Anhydride)
• CAS NO: 23112-96-1
• Molecular Formula: C₈H₁₁BO₄
• Molecular Weight: 181.98
• EINECS: -0
• Product Categories: blocks;BoronicAcids;Boronic acids;Heterocyclic Compounds;Boronic Acid;Alkoxy;Aryl;Organoborons;Boronic Acids;Boronic Acids and Derivatives;Aryl Boronic Acids;Boronic Acids and Derivatives;Chemical Synthesis;Disubstituted Aryl Boronic Acids;Organometallic Reagents
• Mol File: 23112-96-1.mol

Chemical Properties

• Melting Point: 110-112 °C(lit.)
• Boiling Point: 372.8 °C at 760 mmHg
• Flash Point: 179.3 °C
• Appearance: White to beige/Powder
• Density: 1.19 g/cm³
• Vapor Pressure: 3.22E-06mmHg at 25°C
• Refractive Index: 1.517
• Storage Temp.: Keep Cold
• PKA: 8.58±0.58(Predicted)
• BRN: 3032352
• CAS DataBase Reference: 2,6-Dimethoxyphenylboronic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-Dimethoxyphenylboronic acid(23112-96-1)
• EPA Substance Registry System: 2,6-Dimethoxyphenylboronic acid(23112-96-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26-36/37
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 23112-96-1(Hazardous Substances Data)

Usage

Uses

Used in Chemical Synthesis:
2,6-Dimethoxyphenylboronic acid is used as a reagent for the palladium-catalyzed Suzuki-Miyaura coupling reaction, which is a widely employed method for constructing carbon-carbon bonds in organic chemistry. This reaction is particularly useful in the synthesis of complex organic molecules and pharmaceutical compounds.
Used in Pharmaceutical Industry:
2,6-Dimethoxyphenylboronic acid is used as a reactant in the synthesis of 2H-imidazo[1,5-a]pyridin-4-ium bromides. These compounds serve as precursors for the preparation of N-heterocyclic carbene (NHC) ligands, which are essential in various pharmaceutical applications, including the development of new drugs and catalysts.
Used in Enzyme Inhibition:
2,6-Dimethoxyphenylboronic acid is also used in the preparation of monosubstituted benzothiazoloquinazolinones, which have potential as inhibitors of monoamine oxidases (MAO). These enzymes are involved in the breakdown of neurotransmitters, and their inhibition can be beneficial in treating various neurological and psychiatric disorders.
Used in Suzuki-Miyaura Reactions:
As a reactant, 2,6-Dimethoxyphenylboronic acid plays a crucial role in Suzuki-Miyaura reactions, which are cross-coupling reactions between an organoboronic compound and an organic halide or triflate. These reactions are widely used in the synthesis of various organic compounds, including pharmaceuticals, agrochemicals, and advanced materials.

InChI:InChI=1/C8H11BO4/c1-12-6-4-3-5-7(13-2)8(6)9(10)11/h3-5,10-11H,1-2H3

Upstream product

• 121-43-7 Trimethyl borate 
• 151-10-0 1,3-Dimethoxybenzene 
• 250665-25-9 C₁₀H₁₅BO₄ 
• 5419-55-6 Triisopropyl borate 
• 16932-45-9 1-bromo-2,6-dimethoxybenzene 
• 7732-18-5 water 

Downstream Products

• 40972-87-0 2,6-Dimethoxybenzolborsaeure-n-butylester 
• 16932-44-8 2-iodo-1,3-dimethoxybenzene 
• 713075-13-9 11-(2,6-dimethoxy-phenyl)-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline 
• 232275-99-9 N-(2,6-dichlorobenzoyl)-4-(2,6-dimethoxyphenyl)-L-phenylalanine methyl ester 
• 309977-94-4 C₈H₁₀BFO₄ 
• 124318-70-3 2-(2',6'-Dimethoxyphenyl)-1,10-phenanthroline 
• 124318-69-0 2,9-bis(2,6-dimethoxyphenyl)-3-ethynyl-[1,10]-phenanthroline 
• 500711-47-7 2-chloro-9-(2,6-dimethoxyphenyl)-1,10-phenanthroline 
• 1067228-96-9 2-(2,6-dimethoxy-phenyl)-4-methoxy-6-methyl-5-nitro-pyrimidine 
• 387337-10-2 (S)-2-[((S)-2-Benzenesulfonyl-2-aza-bicyclo[2.2.2]octane-3-carbonyl)-amino]-3-(2',6'-dimethoxy-biphenyl-4-yl)-propionic acid methyl ester 
• 154424-13-2 (E)-3-(2,6-dimethoxy-phenyl)-acrylic acid methyl ester 

Relevant articles and documents

A practical and scaleable synthesis of A-224817.0, a novel nonsteroidal ligand for the glucocorticoid receptor

A practical and scaleable synthesis of a novel nonsteroidal ligand for the glucocorticoid receptor A-224817.0 1A is described. The synthesis proceeds in seven steps starting from 1,3-dimethoxybenzene. The biaryl intermediate 5 was prepared by an optimized

Aryl boronic acid preparation method

The invention belongs to the technical field of fine chemical engineering, and relates to an aryl boronic acid preparation method. In the prior art, aryl boronic acid as a novel safe and environmentally-friendly arylation reagent is widely used in scientific research and production of various fine chemicals containing aryl structures in the fields of medicines, pesticides, advanced materials and the like; and the aryl boronic acid compound preparation method reported in the disclosed literature has problems of harsh reaction conditions and high cost. A purpose of the invention is to provide amethod, wherein an aryl boron compound is formed by carrying out a reaction on a Grignard reagent and trialkyl borate under mild conditions, the composition of the aryl boron compound is converted from the main component diaryl borate into the main component aryl borate, and the aryl borate is hydrolyzed to obtain aryl boric acid, so that the preparation cost of the acyl aryl boric acid compound can be remarkably reduced, and the method has good practical application prospect.

Organic Compound for organic light emitting diode and an organic light emitting diode including the same

The present invention relates to an anthracene derivative selected from among compounds represented by chemical formula A-1, chemical formula A-2, chemical formula B-1, and chemical formula B-2, and an organic light emitting diode comprising the same, whe

Kolbe-Schmitt type reaction under ambient conditions mediated by an organic base

The combined use of an organic base for resorcinols realized a Kolbe-Schmitt type reaction under ambient conditions. When resorcinols (3-hydroxyphenol derivatives) were treated with DBU under a carbon dioxide atmosphere, nucleophilic addition to carbon dioxide proceeded to afford the corresponding salicylic acid derivatives in high yields.

Novel organic compounds for organic light-emitting diode and organic light-emitting diode including the same

The present invention relates to a compound for organic light-emitting diodes that can operate organic light-emitting diodes at a low driving voltage and an organic light-emitting diode comprising the same and, more particularly, to a compound for use as a fluorescent host in organic light-emitting diodes, which can bring about excellent diode properties by operating organic light-emitting diodes at a low driving voltage, and an organic light-emitting diode comprising the same.

ORGANIC LIGHT EMITTING DIODE FOR HIGH EFFICIENCY

Disclosed herein is an organic light-emitting diode, comprising: a first electrode, a second electrode opposite the first electrode, and a light-emitting layer and an electron-density-controlling layer in that order between the first electrode and the sec

Organic light-emitting element capable of low-voltage drive and having long life

The present invention relates to an organic light-emitting element capable of low-voltage drive and also having a long life, and, more specifically, relates to an organic light-emitting element comprising: a first electrode; a second electrode facing the first electrode; and a light-emitting layer interposed between the first electrode and the second electrode, wherein the light-emitting layer comprises at least one amine compound represented by [chemical formula A] or [chemical formula B], and at least one compound represented by [chemical formula D], and the structures of [chemical formula A], [chemical formula B] and [chemical formula D] are the same as given in the detailed description of the invention.

Compound containing anthracene and pyrene and preparing method and application thereof

The invention provides a compound containing anthracene and pyrene and a preparing method and application thereof. The compound has a structure shown in formula I, wherein R1 and R3 are independently selected from substituted or unsubstituted C1-C60 alkyl groups, substituted or unsubstituted C6-C60 aryl groups, substituted or unsubstituted C10-C60 condensed ring groups or substituted or unsubstituted C5-C60 heterocyclic groups; R2 is selected from hydrogen, substituted or unsubstituted C6-C60 aryl groups, substituted or unsubstituted C5-C60 heterocyclic groups, substituted or unsubstituted C10-C60 condensed ring groups or substituted or unsubstituted C5-C60 arylamine groups; n is 0 or 1. When current density is 20 mA/cm2, the current efficiency of the compound with the structure shown in formula I is as high as 8.9 cd/A, and service life is as long as 8500 h which is much longer than that of existing electroluminescent materials.

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

An efficient indenyl-derived phosphine ligand for the Suzuki-Miyaura coupling of sterically hindered aryl halides

An air-stable aryl substituted indenyl phosphine used in combination with Pd(OAc)2 provides a highly efficient catalyst for the Suzuki-Miyaura cross-coupling reaction of sterically hindered aryl halides with aryl boronic acids.