933585-18-3

Usage

Uses

Used in Pharmaceutical Industry:
2-BROMO-5-FLUOROBENZALDEHYDE DIMETHYL ACETAL is used as a chemical intermediate for the synthesis of various pharmaceuticals, contributing to the development of new drugs and improving the efficacy of existing ones.
Used in Agrochemical Industry:
In the agrochemical sector, 2-BROMO-5-FLUOROBENZALDEHYDE DIMETHYL ACETAL is utilized as a precursor in the production of agrochemicals, aiding in the creation of more effective and targeted pest control solutions.
Used in Organic Synthesis:
2-BROMO-5-FLUOROBENZALDEHYDE DIMETHYL ACETAL is employed as a building block in organic synthesis, particularly for the preparation of aromatic derivatives, which are essential in various chemical and material applications.
Safety Precautions:
It is crucial to handle 2-BROMO-5-FLUOROBENZALDEHYDE DIMETHYL ACETAL with care, as it may pose health risks if ingested, inhaled, or comes into contact with the skin. It should be stored and managed in a well-ventilated area, away from ignition sources and incompatible materials to ensure safety during its use in various applications.

Upstream product

• 94569-84-3 2-bromo-5-fluorobenzaldehyde 
• 149-73-5 trimethyl orthoformate 
• 59142-68-6 2-bromo-4-fluorobenzaldehyde 

Downstream Products

• 893620-41-2 2-allyl-5-fluorobenzaldehyde 
• 825644-26-6 (4-fluoro-2-formylphenyl)boronic acid 
• 1196117-41-5 2-(dimethyl(phenyl)silyl)-5-fluorobenzaldehyde 
• 662136-54-1 (R)-(3-fluorophenyl)(phenyl)methanol 

Relevant academic research and scientific papers

Correction: Simple Chiral Derivatization Protocols for 1H NMR and 19F NMR Spectroscopic Analysis of the Enantiopurity of Chiral Diols (Journal of Organic Chemistry (2009) 741:1 (427-430) DOI: 10.1021/jo8019187)

We recently noticed that a number of the ChemDraw structures in our original paper were drawn incorrectly as their meta fluoro to boron isomers, rather than their correct para fluoro to boron isomers. The graphical abstract and scheme on page 427 were affected. The corrected version is given below. (Figure Presented).

Sustainable Passerini-tetrazole three component reaction (PT-3CR): selective synthesis of oxaborol-tetrazoles

A sustainable catalyst- and solvent-free Passerini-tetrazole three component reaction (PT-3CR) has been developed for the selective synthesis of benzoxaborol-tetrazoles for the first time. The synthetic potential of oxaboroles was demonstrated towards various functionalized tetrazoles, which are otherwise difficult to achieve through conventional PT-3CR from aromatic aldehydes/ketones. The reaction features high practicality, broad substrate scope and excellent yields (80-98%). Preliminary results of the asymmetric PT-3CR are also shown for the synthesis of chiral benzoxaboroles.

Catalytic Synthesis of 1 H-2-Benzoxocins: Cobalt(III)-Carbene Radical Approach to 8-Membered Heterocyclic Enol Ethers

The metallo-radical activation of ortho-allylcarbonyl-aryl N-arylsulfonylhydrazones with the paramagnetic cobalt(II) porphyrin catalyst [CoII(TPP)] (TPP = tetraphenylporphyrin) provides an efficient and powerful method for the synthesis of novel 8-membered heterocyclic enol ethers. The synthetic protocol is versatile and practical and enables the synthesis of a wide range of unique 1H-2-benzoxocins in high yields. The catalytic cyclization reactions proceed with excellent chemoselectivities, have a high functional group tolerance, and provide several opportunities for the synthesis of new bioactive compounds. The reactions are shown to proceed via cobalt(III)-carbene radical intermediates, which are involved in intramolecular hydrogen transfer (HAT) from the allylic position to the carbene radical, followed by a near-barrierless radical rebound step in the coordination sphere of cobalt. The proposed mechanism is supported by experimental observations, density functional theory (DFT) calculations, and spin trapping experiments.

A Three-Component Derivatization Protocol for Determining the Enantiopurity of Sulfinamides by 1H and 19F NMR Spectroscopy

A practically simple three-component chiral derivatization protocol has been developed to determine the enantiopurity of eight S-chiral sulfinamides by 1H and 19F NMR spectroscopic analysis, based on their treatment with a 2-formylphenylboronic acid template and enantiopure pinanediol to afford a mixture of diastereomeric sulfiniminoboronate esters whose diastereomeric ratio is an accurate reflection of the enantiopurity of the parent sulfinamide.

Synthesis of Trifluoromethylated Naphthoquinones via Copper-Catalyzed Cascade Trifluoromethylation/Cyclization of 2-(3-Arylpropioloyl)benzaldehydes

A novel copper-catalyzed cascade trifluoromethylation/cyclization of 2-(3-arylpropioloyl)benzaldehydes is described, allowing a direct access to structurally diverse trifluoromethylated naphthoquinones under mild reaction conditions. It represents the first trans-acyltrifluoromethylation of internal alkynes.

Copper-Catalyzed Radical Cascade Difluoromethylation/Cyclization of 2-(3-Arylpropioloyl)benzaldehydes: A Route to Difluoromethylated Naphthoquinones

A novel copper-catalyzed cascade difluoromethylation/cyclization of 2-(3-arylpropioloyl)benzaldehydes has been developed. This method affords an efficient and straightforward access to structurally diverse difluoromethylated naphthoquinones in one pot, starting from readily available starting materials. The reaction represents the first trans-acyldifluoromethylation of internal alkynes, which features aldehydes as acceptors for the addition of alkenyl radicals. Furthermore, this protocol can also access to monofluoromethylated naphthoquinone and difluoromethylated indanones in the same reaction condition.

Fluoro-substituted 2-formylphenylboronic acids: Structures, properties and tautomeric equilibria

Four isomeric fluoro-2-formylphenylboronic acids were synthesized and characterized by 1H, 13C, 19F and 17O NMR. Molecular and crystal structure of two compounds was determined by single crystal XRD method. pKa values of all the isomers have been determined by spectrophotometric method and compared with the results for the corresponding benzoxaboroles as well as fluoro- and formylphenylboronic acids. Tautomeric equilibrium with cyclic benzoxaborole form was investigated. The influence of position of fluorine substituents on the properties of investigated compounds is discussed.

Synthesis of five- and six-membered benzocyclic ketones through intramolecular alkene hydroacylation catalyzed by Nickel(0)/N-Heterocyclic Carbenes

Getting some closure: Mechanistic studies supported the participation of an oxanickelacycle complex in the hydroacylation step of the title reaction, which proceeds without decarbonylation even in the absence of well-known chelation assistance by heteroatoms. Copyright

Simple chiral derivatization protocols for 1H NMR and 19F NMR spectroscopic analysis of the enantiopurity of chiral diols

(Chemical Equation Presented) Two practically simple chiral derivatization protocols for determining the enantiopurity of chiral diols by 1H NMR and 19F NMR spectroscopic analysis are described, involving treatment of the diol with 2