Name: 4-(Azidomethyl)benzoic acid
Brand: BOC Sciences
Rating: 5 (1 reviews)

Synonyms

p-azidomethylbenzoic acid; Benzoic acid, 4-(azidomethyl)-

Canonical SMILES

C1=CC(=CC=C1CN=[N+]=[N-])C(=O)O

InChI

InChI=1S/C8H7N3O2/c9-11-10-5-6-1-3-7(4-2-6)8(12)13/h1-4H,5H2,(H,12,13)

InChIKey

QWRURNUFBGDSDL-UHFFFAOYSA-N

Melting Point

134°C

4-(Azidomethyl)benzoic acid, a versatile chemical compound, finds diverse applications in scientific realms. Explore its key applications with heightened perplexity and burstiness:

Chemical Synthesis: Serving as a fundamental building block in organic synthesis, 4-(Azidomethyl)benzoic acid plays a pivotal role in crafting intricate molecular structures. Its azido group, transformable through click chemistry, facilitates the synthesis of a myriad of molecular architectures. This compound stands as an indispensable intermediate in domains such as pharmaceutical research and material science, propelling innovation and discovery.

Bioconjugation: Embracing bioconjugation techniques, this compound acts as a bridge, linking biomolecules like peptides or proteins to various substrates with precision. The azido group's selective conjugation reactions enhance the stability and functionality of bioconjugates, crucial for the advancement of targeted drug delivery systems and diagnostic tools. This application revolutionizes the realms of biotechnology and medicine, paving the way for tailored and effective treatments.

Photocrosslinking: Delving into the realm of molecular interactions, 4-(Azidomethyl)benzoic acid shines in photocrosslinking studies, investigating complex protein-protein and protein-DNA interactions. Under UV light exposure, the azido group unleashes a highly reactive nitrene intermediate, forming covalent bonds with neighboring molecules. This technique serves as a beacon in elucidating molecular dynamics and mapping active sites in proteins, pushing the boundaries of biological research and understanding.

Surface Modification: A catalyst for surface transformation, this compound empowers the customization of surfaces with azide functionality, enabling subsequent reactions with alkyne-containing molecules via click chemistry. This precise attachment of diverse functional groups onto surfaces sparks innovation in sensor technology, biomaterial development, and advanced material creation. Through this surface modification approach, the landscape of material science is enriched, offering tailored material properties and functionalities for a myriad of applications.