54335-33-0

Basic information

• Product Name: METHYL 2,4-DIBROMOBENZOATE
• Synonyms: METHYL 2,4-DIBROMOBENZOATE;2,4-DibroMobenzoic Acid Methyl Ester;Benzoic acid, 2,4-dibroMo-, Methyl ester
• CAS NO: 54335-33-0
• Molecular Formula: C₈H₆Br₂O₂
• Molecular Weight: 294
• Product Categories: Aromatic Esters;Aromatics;Intermediates
• Mol File: 54335-33-0.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 307.981 °C at 760 mmHg
• Flash Point: 140.062 °C
• Appearance: /
• Density: 1.841 g/cm³
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: METHYL 2,4-DIBROMOBENZOATE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL 2,4-DIBROMOBENZOATE(54335-33-0)
• EPA Substance Registry System: METHYL 2,4-DIBROMOBENZOATE(54335-33-0)

Safety Data

• Hazardous Substances Data: 54335-33-0(Hazardous Substances Data)

Usage

Description

Methyl 2,4-dibromobenzoate, also known as 2,4-dibromobenzoic acid methyl ester, is an organic compound derived from the esterification of 2,4-dibromobenzoic acid with methanol. It is characterized by the presence of two bromine atoms at the 2nd and 4th positions of the benzene ring, which imparts unique chemical and biological properties to the molecule.

Uses

Used in Pharmaceutical Industry:
Methyl 2,4-dibromobenzoate is used as a key intermediate in the synthesis of various compounds with immunosuppressive inhibitory activity and antitumor activity. Its unique chemical structure allows it to modulate immune responses and exhibit potential anti-cancer effects, making it a valuable component in the development of novel therapeutic agents.
Used in Chemical Research:
In addition to its pharmaceutical applications, Methyl 2,4-dibromobenzoate is also utilized in chemical research as a starting material for the preparation of other organic compounds with diverse applications. Its reactivity and structural features make it a versatile building block for the synthesis of various chemical entities.

Upstream product

• 67-56-1 methanol 
• 59615-16-6 2,4-dibromobenzoyl chloride 
• 611-00-7 2,4-dibromobenzoic acid 
• 78222-69-2 2,4-dibromobenzonitrile 

Downstream Products

• 619-42-1 4-methoxycarbonylphenyl bromide 
• 666747-06-4 (2,4-dibromophenyl)methanol 
• 90110-98-8 3-bromo-4-(hydroxymethyl)benzonitrile 
• 58331-99-0 methyl 2,4-dicyanobenzoate 

Relevant articles and documents

Reaction mechanism for the LiCl-mediated directed zinc insertion: A computational and experimental study

An experimental/computational study on the LiCI-mediated zinc insertion, and the questions of the generation mechanism of Li ion ZnRCIHal, the role of LiCI, and the origin of the regioselectivity in the reaction has been demonstrated. The acceleration of Zn insertion by LiC1 was thermodynamically and kinetically confirmed. The exchange of electrons occurs exclusively among the three atoms, and the charges of the Li and the Cl atoms remain essentially constant during the reaction, indicating that LiCI does not participate in any oxidation/reduction process. The origin of the LiCI effect was investigated by natural bond orbital (NBO) analysis. Origin of the directed oct/to selectivity of the zinc insertion reaction. The theoretical analysis delineated above further advances the understanding of recent zinc insertion chemistry and should contribute to rational design for efficient preparation of functionalized aryl zinc reagents and its application to useful synthetic transformations.

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.

Facile synthesis of indolo[3,2-a]carbazoles via Pd-catalyzed twofold oxidative cyclization

A rapid and efficient route has been developed for the synthesis of 9-methoxycarbonylindolo[3,2-a]carbazole derivatives. The key steps in this approach involved an aromatic amination and an oxidative biaryl coupling. Via the present route, indolo[3,2-a]carbazole derivatives are available in 3-4 steps based on commercially available starting materials.