40972-86-9

Basic information

• Product Name: 2,3-Dimethoxyphenylboronic acid
• Synonyms: 2,3-DIMETHOXYBENZENEBORONIC ACID;2,3-DIMETHOXYPHENYLBORONIC ACID;AKOS BRN-0202;2,3-dimethoxyphenylboronci acid;2,3-Dimethoxyphenylboronic Acid (contains varying amounts of Anhydride);2,3-Dimethoxyphenylboronic acid ,98%;3-Boronoveratrole;2,3-DiMethoxyphenylboronic acid 97%
• CAS NO: 40972-86-9
• Molecular Formula: C₈H₁₁BO₄
• Molecular Weight: 181.98
• EINECS: -0
• Product Categories: Boronic acids;Boronic Acid;Aryl;Organoborons;Boronic Acids;Boronic Acids and Derivatives
• Mol File: 40972-86-9.mol
• Article Data: 5

Chemical Properties

• Melting Point: 67-71 °C(lit.)
• Boiling Point: 347.9 °C at 760 mmHg
• Flash Point: 164.2 °C
• Appearance: Off-white crystal
• Density: 1.19 g/cm³
• Vapor Pressure: 1.97E-05mmHg at 25°C
• Refractive Index: 1.517
• Storage Temp.: Keep Cold
• PKA: 8.12±0.58(Predicted)
• BRN: 3051295
• CAS DataBase Reference: 2,3-Dimethoxyphenylboronic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-Dimethoxyphenylboronic acid(40972-86-9)
• EPA Substance Registry System: 2,3-Dimethoxyphenylboronic acid(40972-86-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39-36/37-37
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 40972-86-9(Hazardous Substances Data)

Usage

Description

2,3-Dimethoxyphenylboronic acid is a valuable research chemical utilized in various organic synthesis and chemical processes. It is characterized by its off-white crystalline appearance and is known for its unique chemical properties that make it a versatile compound in the field of chemistry.

Uses

Used in Chemical Synthesis:
2,3-Dimethoxyphenylboronic acid is used as a key intermediate for the synthesis of various organic compounds. Its ability to participate in chemical reactions, such as the Suzuki reaction, allows for the formation of new molecules with potential applications in different industries.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2,3-Dimethoxyphenylboronic acid is used as a building block for the development of new drugs. Its unique chemical structure enables the creation of novel therapeutic agents that can target specific biological pathways, potentially leading to more effective treatments for various diseases.
Used in Material Science:
2,3-Dimethoxyphenylboronic acid is also utilized in the field of material science for the development of new materials with specific properties. Its incorporation into the synthesis process can result in materials with enhanced characteristics, such as improved stability, reactivity, or selectivity.
Used in Research and Development:
As a research chemical, 2,3-Dimethoxyphenylboronic acid is used in various research and development applications. It serves as a valuable tool for scientists and researchers to explore new chemical reactions, mechanisms, and potential applications in various fields, including pharmaceuticals, material science, and chemical engineering.

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

Upstream product

• 91-16-7 1,2-dimethoxybenzene 
• 121-43-7 Trimethyl borate 
• 5424-43-1 3-bromoveratrole 

Downstream Products

• 40972-88-1 2,3-Dimethoxybenzolborsaeure-n-butylester 
• 1026491-27-9 4-(2-benzyl-benzo[b]thiophen-3-yl)-2'',3''-dimethoxy-[1,1';3',1'']terphenyl-4'-ol 
• 91-16-7 1,2-dimethoxybenzene 
• 4433-18-5 2,2',3,3'-tetramethoxy-1,1'-biphenyl 
• 736143-51-4 methyl (2',3',5,6-tetramethoxybiphenyl-2-yl)acetate 
• 736143-59-2 (2',3'-dimethoxy-4,5-methylendioxybiphenyl-2-yl)-N-methylacetamide 
• 852146-20-4 5-(2,3-dimethoxyphenyl)furan-2-carboxylic acid methyl ester 
• 862168-16-9 4-chloro-6-(2,3-dimethoxy-phenyl)-pyrimidin-2-yl-amine 
• 195001-56-0 2-(2,3-dimethoxyphenyl)cyclohex-2-en-1-one 
• 666727-27-1 6-(2,3-dimethoxyphenyl)-2,2,4-trimethyl-1,2-dihydroquinoline 
• 928118-74-5 (S)-(2-(methoxymethyl)pyrrolidin-1-yl)(2',3',4-trimethoxybiphenyl-3-yl)methanone 
• 852122-07-7 (+/-)-{[5-chloro-7-(2,3-dimethoxyphenyl)-2,3-dihydro-1-benzofuran-2-yl]methyl}amine 
• 852122-48-6 (+/-)-{[7-(2,3-dimethoxyphenyl)-5-methyl-2,3-dihydro-1-benzofuran-2-yl]methyl}amine 
• 852122-85-1 (+/-)-{[7-(2,3-dimethoxyphenyl)-5-(trifluoromethyl)-2,3-dihydro-1-benzofuran-2-yl]methyl}amine 

Relevant articles and documents

Mo–Catalyzed One-Pot Synthesis of N-Polyheterocycles from Nitroarenes and Glycols with Recycling of the Waste Reduction Byproduct. Substituent-Tuned Photophysical Properties

A catalytic domino reduction–imine formation–intramolecular cyclization–oxidation for the general synthesis of a wide variety of biologically relevant N-polyheterocycles, such as quinoxaline- and quinoline-fused derivatives, and phenanthridines, is reported. A simple, easily available, and environmentally friendly dioxomolybdenum(VI) complex has proven to be a highly efficient and versatile catalyst for transforming a broad range of starting nitroarenes involving several redox processes. Not only is this a sustainable, step-economical as well as air- and moisture-tolerant method, but also it is worth highlighting that the waste byproduct generated in the first step of the sequence is recycled and incorporated in the final target molecule, improving the overall synthetic efficiency. Moreover, selected indoloquinoxalines have been photophysically characterized in cyclohexane and toluene with exceptional fluorescence quantum yields above 0.7 for the alkyl derivatives.

Combined Directed ortho Metalation/Suzuki-Miyaura cross-coupling strategies. Regiospecific synthesis of chlorodihydroxybiphenyls and polychlorinated biphenyls

(Chemical Equation Presented) The Directed ortho Metalation (DoM)/Suzuki-Miyaura cross-coupling strategy is applied for the regiospecific construction of all isomeric monochloro and selected dichloro and trichloro 2,3-dihydroxybiphenyls (DHBs). The combined methodology highlights iterative DoM processes, hindered Suzuki-Miyaura couplings, and advantages in diversity in approaches from commercial starting materials leading to provision of chloro-DHBs as single isomers in high purity and on a gram scale. The syntheis of several PCBs are also reported.

Directed ortho metalation and Suzuki-Miyaura cross-coupling connections: Regiospecific synthesis of all isomeric chlorodihydroxybiphenyls for microbial degradation studies of PCBs

Monochloro DHBs 1a-d and 2a-c have been regioselectively synthesised in good overall yields by a combination of directed ortho metalation and Suzuki- Miyaura cross-coupling.