61657-63-4

Basic information

• Product Name: 2-(BENZYLOXY)-3,5-DIBROMOBENZALDEHYDE
• Synonyms: benzaldehyde, 3,5-dibromo-2-(phenylmethoxy)-
• CAS NO: 61657-63-4
• Molecular Formula: C₁₄H₁₀Br₂O₂
• Molecular Weight: 370.04
• Mol File: 61657-63-4.mol

Chemical Properties

• Boiling Point: 439.7°C at 760 mmHg
• Flash Point: 219.7°C
• Appearance: /
• Density: 1.696g/cm³
• Vapor Pressure: 6.27E-08mmHg at 25°C
• Refractive Index: 1.649
• CAS DataBase Reference: 2-(BENZYLOXY)-3,5-DIBROMOBENZALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(BENZYLOXY)-3,5-DIBROMOBENZALDEHYDE(61657-63-4)
• EPA Substance Registry System: 2-(BENZYLOXY)-3,5-DIBROMOBENZALDEHYDE(61657-63-4)

Safety Data

• Hazardous Substances Data: 61657-63-4(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2-(Benzyloxy)-3,5-dibromobenzaldehyde is used as a building block or intermediate for the synthesis of various pharmaceuticals. Its unique reactivity and selectivity in organic reactions make it a valuable tool for the preparation of complex molecules with potential therapeutic applications.
Used in Agrochemical Industry:
2-(Benzyloxy)-3,5-dibromobenzaldehyde is also used as a building block or intermediate in the synthesis of agrochemicals. Its chemical properties allow for the development of new compounds with potential applications in agriculture, such as pesticides or herbicides.
Used in Organic Chemistry Research:
2-(Benzyloxy)-3,5-dibromobenzaldehyde is used as a valuable tool by organic chemists in the preparation of complex molecules. Its unique reactivity and selectivity in organic reactions enable the synthesis of novel compounds with potential applications in various fields.

InChI:InChI=1/C14H10Br2O2/c15-12-6-11(8-17)14(13(16)7-12)18-9-10-4-2-1-3-5-10/h1-8H,9H2

Upstream product

• 90-59-5 3,5-Dibromosalicylaldehyde 
• 100-44-7 benzyl chloride 
• 100-39-0 benzyl bromide 

Downstream Products

• 515160-09-5 methyl 3-(2-benzyloxy-3,5-dibromophenyl)-3-hydroxy-2-methylenepropanoate 
• 1307886-75-4 1-(2-(benzyloxy)-3,5-dibromophenyl)hex-2-yn-1-one 
• 1307886-86-7 3-benzyl-6,8-dibromo-2-propyl-4H-chromen-4-one 

Relevant articles and documents

Exploring intermolecular contacts in multi-substituted benzaldehyde derivatives: X-ray, Hirshfeld surface and lattice energy analyses

Crystal structures of six benzaldehyde derivatives (1-6) have been determined and their supramolecular networks were established by an X-ray crystallographic study. The study has shown that the compounds are linked by various intermolecular interactions s

SAR Studies on Aromatic Acylhydrazone-Based Inhibitors of Fungal Sphingolipid Synthesis as Next-Generation Antifungal Agents

Recently, the fungal sphingolipid glucosylceramide (GlcCer) synthesis has emerged as a highly promising new target for drug discovery of next-generation antifungal agents, and we found two aromatic acylhydrazones as effective inhibitors of GlcCer synthesis based on HTP screening. In the present work, we have designed libraries of new aromatic acylhydrazones, evaluated their antifungal activities (MIC80 and time-kill profile) against C. neoformans, and performed an extensive SAR study, which led to the identification of five promising lead compounds, exhibiting excellent fungicidal activities with very large selectivity index. Moreover, two compounds demonstrated broad spectrum antifungal activity against six other clinically relevant fungal strains. These five lead compounds were examined for their synergism/cooperativity with five clinical drugs against seven fungal strains, and very encouraging results were obtained; e.g., the combination of all five lead compounds with voriconazole exhibited either synergistic or additive effect to all seven fungal strains.

Electrophilic carbon transfer in gold catalysis: Synthesis of substituted chromones

Using easily accessible aromatic alkoxy-arylalkynones, we have investigated the gold-catalyzed intramolecular addition of ethers to alkynes, to give easy access to various substituted chromones. This reaction involves the transfer of the ether substituent via a carbodemetallation process. We also noticed a competing isomerization of several starting materials for which we propose a second gold catalyzed mechanism.

A convenient and improved Baylis-Hillman synthesis of 3-substututed 2H-1-benzopyran-2-ones

Halogen acid-catalysed deprotection and cyclisation of Baylis-Hillman products obtained using O-benzylated salicylaldehyde precursors has been shown to afford 3-(halomethyl)coumarins (3-halomethyl-2H-1-benzopyran-2-ones) chemoselectively and in good yield.