443776-90-7

Basic information

• Product Name: 4-Methoxy-3-(tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde
• Synonyms: 4-Methoxy-3-(tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde
• CAS NO: 443776-90-7
• Molecular Formula: C₁₄H₁₉BO₄
• Molecular Weight: 262.10926
• Mol File: 443776-90-7.mol
• Article Data: 9

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 4-Methoxy-3-(tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Methoxy-3-(tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde(443776-90-7)
• EPA Substance Registry System: 4-Methoxy-3-(tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde(443776-90-7)

Safety Data

• Hazardous Substances Data: 443776-90-7(Hazardous Substances Data)

Usage

Description

4-Methoxy-3-(tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde is a chemical compound with the molecular formula C15H19BO3. It is an aldehyde derivative that contains a benzene ring with a methoxy group and a boron-containing side chain.

Uses

Used in Organic Synthesis:
4-Methoxy-3-(tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde is used as a reagent for the formation of carbon-carbon bonds through the Suzuki coupling reaction. It is a highly versatile and valuable synthetic intermediate in the production of various pharmaceuticals, agrochemicals, and organic materials.
Used in Pharmaceutical Industry:
4-Methoxy-3-(tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde is used as a synthetic intermediate for the development of new pharmaceuticals.
Used in Agrochemical Industry:
4-Methoxy-3-(tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde is used as a synthetic intermediate for the development of new agrochemicals.
Used in Material Science:
4-Methoxy-3-(tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde has potential applications in the development of new materials, such as polymers and liquid crystals.

Upstream product

• 2314-37-6 3-iodo-4-methoxybenzaldehyde 
• 38493-59-3 (3-bromo-4-methoxy-phenyl)-methanol 
• 34841-06-0 3-bromo-4-methoxybenzylaldehyde 
• 73183-34-3 bis(pinacol)diborane 
• 35450-37-4 methyl 3-bromo-4-methoxybenzoate 
• 121-98-2 methyl 4-methoxybenzoate 
• 99-96-7 4-hydroxy-benzoic acid 
• 123-11-5 4-methoxy-benzaldehyde 
• 15875-74-8 N-(4-methoxybenzylidene)-2-methylpropan-2-amine 
• 25015-63-8 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane 
• 13114-23-3 4-methoxybenzyl-N-methylimine 
• 2186-92-7 p-Anisaldehyde dimethyl acetal 

Relevant articles and documents

Synthesis of some new biheterocycles by a one-pot Suzuki-Miyaura coupling reaction

Halogenated indoles, benzofurans and flavones were subjected to a one-pot Suzuki-Miyaura coupling reaction to generate a series of new biheterocycles. The methodology may be readily adapted to the synthesis of a wide variety of substituted biheterocycles.

Palladium-Catalzyed Atroposelective 16-Membered Macrocyclization: Total Synthesis of Isoplagiochin D?

Isoplagiochin D is a ring-strained macrocyclic bisbibenzylis, which showed stable axial chirality in one biaryl structure, and semistable axial chirality in the other biaryl moiety. We reported here an unprecedented example for the catalytically asymmetri

Formal Ir-Catalyzed Ligand-Enabled Ortho and Meta Borylation of Aromatic Aldehydes via in Situ-Generated Imines

The ligand-enabled development of ortho and meta C-H borylation of aromatic aldehydes is reported. It was envisaged that while ortho borylation could be achieved using tert-butylamine as the traceless protecting/directing group, meta borylation proceeds via an electrostatic interaction and a secondary interaction between the ligand of the catalyst and the substrate. These ligand-substrate electrostatic interactions and secondary B-N interactions provide an unprecedented controlling factor for meta-selective C-H activation/borylation.