Sodium bromodifluoroacetate
[CAS# 84349-27-9]

Identification

• Classification: Organic raw materials >> Carboxylic compounds and derivatives >> Salt of carboxylic acid ester and its derivatives
• Name: Sodium bromodifluoroacetate
• Synonyms: sodium 2-bromo-2,2-difluoroacetate
• Molecular Formula: C₂BrF₂NaO₂
• Molecular Weight: 196.91
• CAS Registry Number: 84349-27-9
• EC Number: 689-318-4
• SMILES: C(=O)(C(F)(F)Br)[O-].[Na+]

Safety Data

• Hazard Symbols: GHS07 Warning
• Hazard Statements: H302+H312+H332-H302-H312-H315-H319-H332-H335
• Precautionary Statements: P261-P264-P264+P265-P270-P271-P280-P301+P317-P302+P352-P304+P340-P305+P351+P338-P317-P319-P321-P330-P332+P317-P337+P317-P362+P364-P403+P233-P405-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Eye irritation	Eye Irrit.	2	H319
Specific target organ toxicity - single exposure	STOT SE	3	H335
Skin irritation	Skin Irrit.	2	H315
Acute toxicity	Acute Tox.	4	H332
Acute toxicity	Acute Tox.	4	H302
Acute toxicity	Acute Tox.	4	H312

Discovory and Applicatios

Sodium bromodifluoroacetate is a chemical compound with the formula C2HBrF2O2Na. It is a derivative of difluoroacetic acid, where the hydrogen atom in the carboxyl group is replaced by a sodium ion, resulting in the formation of a sodium salt. The compound is distinguished by its bromine and difluoromethyl groups, which confer unique chemical properties and reactivity.

The discovery of sodium bromodifluoroacetate is part of the broader exploration of difluoroacetic acid derivatives in the 20th century. Difluoroacetic acid itself was first synthesized in the 1950s as part of research into fluorinated carboxylic acids. Sodium bromodifluoroacetate was introduced later as researchers sought to explore its potential applications in various chemical processes. The compound is typically synthesized by reacting difluoroacetic acid with sodium bromide under acidic conditions. The reaction involves the substitution of the hydrogen atom in the carboxyl group of difluoroacetic acid with a sodium bromide molecule.

One of the primary applications of sodium bromodifluoroacetate is in the field of organic synthesis, where it serves as a reagent for introducing difluoromethyl and bromine groups into organic molecules. The presence of the bromine atom makes it particularly useful in halogenation reactions, where it can act as a source of bromine. This application is important in the synthesis of various organic compounds, including pharmaceuticals and agrochemicals. The difluoromethyl group, on the other hand, imparts unique electronic properties to the molecules, which can enhance their biological activity or alter their chemical reactivity.

Sodium bromodifluoroacetate is also used as an intermediate in the synthesis of fluorinated compounds. The presence of both bromine and difluoromethyl groups allows for the introduction of these functional groups into more complex molecules. This property is valuable in the development of fluorinated pharmaceuticals and agrochemicals, where the incorporation of fluorine atoms can significantly affect the biological activity and stability of the compounds.

In addition to its use in organic synthesis, sodium bromodifluoroacetate is employed in the study of chemical reactions and mechanisms. Its unique structure makes it a useful probe for understanding the reactivity of difluoromethyl and bromine-containing species. Researchers use it to explore reaction pathways and mechanisms involving these functional groups, contributing to the development of new synthetic methods and technologies.

The compound also finds application in the field of material science. Sodium bromodifluoroacetate is used as a precursor in the synthesis of fluorinated polymers and materials. These materials often exhibit enhanced chemical and thermal stability, making them suitable for use in a variety of high-performance applications. The ability to incorporate fluorine and bromine into polymer matrices can lead to the development of advanced materials with tailored properties, such as improved resistance to chemicals and solvents.

When handling sodium bromodifluoroacetate, it is important to observe safety precautions due to its chemical reactivity. Proper storage and handling procedures should be followed to minimize exposure and ensure safe use.

Overall, sodium bromodifluoroacetate is a valuable compound in organic synthesis, materials science, and chemical research. Its unique combination of bromine and difluoromethyl groups provides versatile reactivity and applications in the development of various chemical products and technologies.