Tert-Butyl cyanoacetate, a versatile fine chemical intermediate bearing the CAS number 1116-98-9, is characterized by a unique combination of functional groups that make it a valuable building block in organic synthesis. Understanding its fundamental properties and the common pathways for its synthesis is crucial for chemists aiming to leverage its potential in creating complex molecules, including pharmaceutical intermediates and precursors for vinylogous urea.

Chemically, tert-Butyl cyanoacetate (molecular formula C7H11NO2, molecular weight 141.17 g/mol) is a colorless liquid. Its physical properties, such as a boiling point of 40-42 °C at 0.1 mmHg and a density of 0.988 g/mL at 20 °C, are critical parameters for its use in reaction design and purification. The presence of the electron-withdrawing cyano group adjacent to the ester functionality renders the alpha-protons acidic, making the molecule susceptible to deprotonation and subsequent nucleophilic attack. This characteristic is fundamental to many of its synthetic applications.

The synthesis of tert-Butyl cyanoacetate typically involves the esterification of cyanoacetic acid with tert-butanol. This can be achieved through various methods, often employing acid catalysis. For example, reacting cyanoacetic acid with tert-butanol in the presence of a strong acid catalyst like sulfuric acid or p-toluenesulfonic acid can yield tert-Butyl cyanoacetate. Alternatively, transesterification reactions or reactions involving activated cyanoacetic acid derivatives can also be employed. The efficiency and yield of these synthetic routes are influenced by factors such as temperature, catalyst concentration, and reaction time, which are meticulously controlled by manufacturers like NINGBO INNO PHARMCHEM CO.,LTD. to ensure high product purity.

The reactivity profile of tert-Butyl cyanoacetate allows it to participate in a wide range of organic reactions. It is notably used in condensation reactions, such as the Knoevenagel condensation, and in Michael additions. Its role in the synthesis of vinylogous urea and its crucial function in improving selectivity during nucleoside coupling highlight its importance in specialized areas of organic chemistry. Researchers often investigate various tert-butyl cyanoacetate synthesis pathways to optimize their production processes and reduce costs, making the price of the raw materials a significant factor.

The chemical industry relies on consistent quality and availability of reagents like tert-Butyl cyanoacetate. Therefore, understanding the underlying science—from its physical and chemical properties to its synthetic origins—enables chemists to effectively employ it. Whether used in the development of novel pharmaceuticals or the creation of specialized organic materials, the precise control offered by this molecule is invaluable. For anyone looking to buy this compound, knowledge of its synthesis and properties ensures informed decision-making.

In conclusion, tert-Butyl cyanoacetate (CAS 1116-98-9) is a molecule of significant chemical interest due to its versatile reactivity and indispensable role in modern synthesis. Its production involves careful esterification processes, and its application is broad, from creating complex organic structures to facilitating critical steps in pharmaceutical development.