Delving into the molecular architecture and chemical behavior of reagents is fundamental for scientists and engineers in the chemical and pharmaceutical industries. 3-Hydroxy-1,2,3-benzotriazin-4(3H)-one, commonly abbreviated as HOOBT and identified by CAS number 28230-32-2, is one such compound whose chemistry warrants a closer look. Its structure and properties lend themselves to critical roles, most notably in peptide synthesis.

HOOBT belongs to the benzotriazine class of organic compounds. Its molecular formula, C7H5N3O2, and a molecular weight of approximately 163.13 g/mol, describe a relatively compact heterocyclic molecule. The presence of the hydroxyl group (-OH) attached to the triazine ring and the ketone moiety (-C=O) within the fused ring system are key to its reactivity. Spectroscopic data, such as NMR and IR, along with its physical form (typically a white to off-white powder) and melting point (around 184-189°C), provide essential characteristics for identification and quality control by manufacturers and suppliers.

The synthesis of 3-Hydroxy-1,2,3-benzotriazin-4(3H)-one often involves the reaction of sodium nitrite with o-aminobenzhydroxamic acid. This process, detailed in various chemical synthesis literature, highlights its origin from common organic precursors. Understanding the synthetic route is crucial for manufacturers aiming to optimize production efficiency and scale up the manufacturing process to meet market demand for this fine chemical intermediate.

The primary utility of HOOBT stems from its ability to act as an auxiliary nucleophile in coupling reactions. In peptide synthesis, when used in conjunction with carbodiimides like DCC, it forms an activated ester intermediate. This activated ester is more reactive towards the incoming amino group of another amino acid, leading to efficient peptide bond formation. Crucially, this pathway is less prone to racemization compared to direct carbodiimide activation alone. This makes HOOBT an indispensable reagent for producing stereochemically pure peptides, a requirement for many advanced applications.

Beyond peptide synthesis, HOOBT may find applications as an intermediate in the synthesis of other complex organic molecules. Its reactive functional groups allow for further derivatization, opening avenues for researchers to explore its potential in various fields of organic chemistry and materials science. As a supplier of such specialized chemicals, providing detailed chemical property information and reliable sourcing is part of our commitment to the scientific community.

In summary, the chemistry of 3-Hydroxy-1,2,3-benzotriazin-4(3H)-one is characterized by its unique heterocyclic structure and reactive functional groups. These properties make it a highly effective additive in peptide synthesis, enhancing yields and preserving stereochemistry. For those seeking to purchase this compound, understanding its chemical background underscores its value and importance in modern synthetic organic chemistry.