Methyl 4-bromo-2-bromomethylbenzoate
[CAS# 78471-43-9]

Identification

• Classification: Organic raw materials >> Carboxylic compounds and derivatives >> Carboxylic esters and their derivatives
• Name: Methyl 4-bromo-2-bromomethylbenzoate
• Molecular Formula: C₉H₈Br₂O₂
• Molecular Weight: 307.97
• CAS Registry Number: 78471-43-9
• EC Number: 810-118-1
• SMILES: COC(=O)C1=C(C=C(C=C1)Br)CBr

Properties

• Density: 1.8±0.1 g/cm³ Calc.^*
• Melting point: 76 - 78 ºC (Expl.)
• Boiling point: 364.3±32.0 ºC 760 mmHg (Calc.)^*
• Flash point: 174.1±25.1 ºC (Calc.)^*
• Index of refraction: 1.59 (Calc.)^*

^* Calculated using Advanced Chemistry Development (ACD/Labs) Software.

Safety Data

• Hazard Symbols: GHS05;GHS07 DangerGHS05
• Hazard Statements: H290-H314-H315-H318-H319-H335
• Precautionary Statements: P234-P260-P261-P264-P264+P265-P271-P280-P301+P330+P331-P302+P352-P302+P361+P354-P304+P340-P305+P351+P338-P305+P354+P338-P316-P317-P319-P321-P332+P317-P337+P317-P362+P364-P363-P390-P403+P233-P405-P406-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Specific target organ toxicity - single exposure	STOT SE	3	H335
Skin corrosion	Skin Corr.	1B	H314
Eye irritation	Eye Irrit.	2	H319
Skin corrosion	Skin Corr.	1C	H314
Substances or mixtures corrosive to metals	Met. Corr.	1	H290
Skin irritation	Skin Irrit.	2	H315
Serious eye damage	Eye Dam.	1	H318

Discovory and Applicatios

Methyl 4-bromo-2-bromomethylbenzoate is a chemical compound with a notable structure, consisting of a benzene ring with two halogenated substituents and a methyl ester group. The substance falls under the category of halogenated benzoate derivatives, which are of interest in several areas of organic chemistry and materials science.

This compound is primarily used as an intermediate in organic synthesis, particularly in the production of other chemical entities through various functionalization processes. The presence of both bromine atoms in different positions on the benzene ring provides unique reactivity profiles, making it a valuable building block in the synthesis of more complex molecules.

One of the key applications of methyl 4-bromo-2-bromomethylbenzoate is in the synthesis of pharmaceuticals and agrochemicals. It serves as an intermediate for the construction of more complex aromatic compounds that may exhibit biological activity. The bromine atoms, being electrophilic, can facilitate nucleophilic substitution reactions, enabling further modifications to the molecule, such as the introduction of additional functional groups or the creation of new carbon-carbon bonds.

In addition to its applications in pharmaceuticals, methyl 4-bromo-2-bromomethylbenzoate is also used in the field of materials science. It has potential as a precursor for the development of new organic materials with desired electronic or optical properties. The halogen atoms in the molecule may influence the compound’s electronic characteristics, making it suitable for applications in organic electronics, such as organic light-emitting diodes (OLEDs) and organic solar cells.

The compound's reactivity and versatility also make it useful in the development of new chemical reactions, particularly those involving halogenation and esterification. It can be utilized in the design of novel reaction mechanisms and the study of new catalysts. Researchers have explored its utility in the development of reactions that could enable the creation of functionalized aromatic compounds with high selectivity and efficiency.

Overall, methyl 4-bromo-2-bromomethylbenzoate is an important chemical intermediate in organic chemistry. Its role in pharmaceutical synthesis, materials science, and the development of new chemical reactions highlights its significance as a versatile and reactive compound. As research into new synthetic methods and applications continues, its utility in various industrial and academic fields is expected to grow.