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Understanding the chemical properties of intermediates is fundamental to successful organic synthesis. 3-Chloro-5-isoquinolinamine, identified by its CAS number 58142-49-7, is a compound that offers a unique blend of reactivity and stability, making it a valuable asset in the fine chemical industry.
At its core, 3-Chloro-5-isoquinolinamine is a substituted isoquinoline. The isoquinoline moiety itself is a bicyclic aromatic heterocycle, consisting of a fused benzene and pyridine ring. This aromatic nature confers a degree of stability, while the presence of the nitrogen atom in the pyridine ring introduces basic properties and specific reactivity patterns. The substituents on this core structure are crucial to its utility as a fine chemical intermediate.
The chlorine atom at the 3-position and the amine group at the 5-position are key functional groups that dictate the compound's synthetic potential. The chlorine atom, being an electron-withdrawing group, can influence the electron distribution within the aromatic system and can also serve as a leaving group in various substitution reactions. The amine group, on the other hand, is a nucleophilic center and can participate in reactions such as acylation, alkylation, or condensation, often being a critical component in the synthesis of API intermediate compounds.
The physical properties also contribute to its ease of use. Described as a white or light yellow crystalline powder with a purity of 98%, it is readily handled and weighed for reactions. Its molecular formula, C9H7ClN2, and molecular weight of 178.62 g/mol are standard parameters for stoichiometric calculations in synthetic chemistry. The compound's density of 1.363 g/cm3 and boiling point of 372.583 °C at 760 mmHg indicate its stability under typical laboratory conditions, though appropriate handling for fine chemicals is always advised.
Chemists frequently employ 3-Chloro-5-isoquinolinamine in reactions where the isoquinoline scaffold is desired, and further modifications are planned. For instance, the amine group can be derivatized to introduce complex side chains or to facilitate coupling reactions. The chlorine atom can be displaced by various nucleophiles or used in metal-catalyzed cross-coupling reactions, expanding the scope of accessible structures. This makes it an excellent starting material for creating diverse libraries of compounds, particularly in the pursuit of new pharmaceutical leads where such an organic synthesis building block is invaluable.
In conclusion, the chemical properties of 3-Chloro-5-isoquinolinamine (CAS 58142-49-7) are well-defined and highly advantageous for synthetic chemists. Its combination of a robust isoquinoline core with reactive chloro and amino substituents makes it a cornerstone for building complex molecules, especially within the pharmaceutical and specialty chemical sectors.
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