Isopropyl 2-bromo-2-methylpropanoate (CAS: 51368-55-9) is a chemical compound of significant interest in organic chemistry, particularly for its role as a versatile intermediate. Its reactivity and specific structural features make it valuable for various synthetic endeavors, from pharmaceutical development to fine chemical production. For chemists, understanding its synthesis, reaction mechanisms, and handling characteristics is key to leveraging its full potential. As a leading supplier and manufacturer, we provide insights into this important chemical.

Chemical Structure and Properties

With the IUPAC name propan-2-yl 2-bromo-2-methylpropanoate, this compound has the molecular formula C7H13BrO2 and a molecular weight of approximately 209.08 g/mol. It is typically presented as a colorless to pale yellow liquid, with a density of 1.26 g/cm³. Key physical properties include a boiling point around 168-170°C and a flash point of 56°C. The presence of a tertiary carbon bearing a bromine atom is a critical feature, predisposing it to certain reaction pathways, most notably SN1 substitution reactions. The purity specifications, often ≥99.0%, are vital for predictable chemical behavior.

Synthesis Method: Esterification for Production

The standard method for synthesizing Isopropyl 2-bromo-2-methylpropanoate involves the esterification of 2-bromoisobutyric acid with isopropanol. This reaction typically proceeds via Fischer esterification, often catalyzed by a strong acid. For industrial production, meticulous control of reaction conditions, such as temperature, catalyst concentration, and reactant ratios, is essential to maximize yield and purity. Manufacturers carefully manage these parameters to produce the compound efficiently, making it available for purchase at competitive pricing.

Reactivity and Reaction Mechanisms

The bromine atom attached to the tertiary carbon in Isopropyl 2-bromo-2-methylpropanoate makes it a suitable substrate for nucleophilic substitution reactions. Due to the stability of the tertiary carbocation intermediate that can form, SN1 mechanisms are particularly relevant. In an SN1 reaction, the leaving group (bromide) departs to form a carbocation, which is then attacked by a nucleophile. This pathway is crucial in its application as an intermediate in complex syntheses, such as the production of Fenofibrate impurity C, as detailed in various chemical studies. The ester functionality also presents potential sites for hydrolysis or transesterification under appropriate conditions.

Industrial Significance and Procurement

Its utility as a building block for pharmaceuticals, including Elafibranor synthesis, highlights its industrial importance. For companies looking to buy this compound, sourcing from reliable suppliers, especially those in China, offers advantages in terms of cost and availability. When evaluating suppliers, it's important to consider their expertise in handling brominated organic compounds and their commitment to quality assurance. Working with a knowledgeable manufacturer ensures you receive a product that meets the strict requirements of chemical synthesis.

In conclusion, Isopropyl 2-bromo-2-methylpropanoate is a compound of significant chemical interest due to its specific structure and reactivity. Understanding its synthesis and reaction pathways is fundamental for chemists aiming to utilize it effectively in their research and production processes. As a key intermediate, its consistent availability from trusted sources is critical for innovation in the chemical and pharmaceutical industries.