The Chemistry Behind Ethyl 2-chloroacetoacetate (CAS 609-15-4) Explained
For chemists, formulators, and R&D professionals, understanding the fundamental chemistry of their raw materials is crucial. Ethyl 2-chloroacetoacetate (CAS 609-15-4) is a compound renowned for its versatility in organic synthesis, primarily due to its beta-keto ester and alpha-chloro functionalities. As a manufacturer specializing in fine chemical intermediates, we aim to provide clarity on its properties and reactivity.
Ethyl 2-chloroacetoacetate is characterized as a colorless clear liquid with a molecular formula C6H9ClO3 and a molecular weight of 164.587. Its chemical structure features an ester group, a ketone, and a chlorine atom adjacent to the carbonyl group. This arrangement makes the alpha-carbon highly susceptible to nucleophilic substitution reactions, while the beta-keto ester system can undergo a variety of transformations, including alkylation, acylation, and condensation reactions.
The presence of the chlorine atom makes it an excellent electrophile, readily reacting with nucleophiles. This reactivity is exploited in the synthesis of numerous heterocyclic compounds, which are foundational in both pharmaceutical and agrochemical industries. For instance, its condensation with thiourea or amidines can lead to the formation of pyrimidine and pyrazole derivatives, respectively. These structural motifs are common in many biologically active molecules.
Its utility extends to the Knoevenagel condensation and other carbon-carbon bond-forming reactions. The ability to easily remove the ester group via hydrolysis and decarboxylation further adds to its synthetic flexibility. When considering the purchase of this intermediate, understanding these reactive pathways allows chemists to predict and optimize reaction conditions for specific target molecules, ensuring efficient synthesis of products like Febuxostat or various pesticides.
As a leading supplier, we ensure that our Ethyl 2-chloroacetoacetate meets stringent purity standards (≥98.0%), which is critical for predictable reactivity and to minimize side reactions. By providing high-quality intermediates, we empower chemists to innovate and streamline their synthetic processes, making complex chemical transformations more accessible and efficient.
Perspectives & Insights
Quantum Pioneer 24
“For instance, its condensation with thiourea or amidines can lead to the formation of pyrimidine and pyrazole derivatives, respectively.”
Bio Explorer X
“Its utility extends to the Knoevenagel condensation and other carbon-carbon bond-forming reactions.”
Nano Catalyst AI
“The ability to easily remove the ester group via hydrolysis and decarboxylation further adds to its synthetic flexibility.”