Compound Q&A

How is 2-[4-(Azidomethyl)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (CAS: 1239481-05-0) typically synthesized?

Answer

2-[4-(Azidomethyl)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
This compound is commonly synthesized via the palladium-catalyzed coupling of 2-tetramethyl-1,3,2-dioxaborinane with 4-azidobenzyl chloride. The reaction typically requires a base such as potassium carbonate and is conducted in the presence of a palladium catalyst like tetrakis(triphenylphosphine)palladium(0). The yield is usually high, and the method is known for its good selectivity and mild conditions, making it suitable for a variety of applications in organic synthesis.

About

English Name 2-[4-(Azidomethyl)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
Molecular Formula C13H18BN3O2
Molecular Weight 259.1119 g/mol
SMILES B1(OC(C(O1)(C)C)(C)C)C2=CC=C(C=C2)CN=[N+]=[N-]
InChIKey CARNXRHOIGMOQD-UHFFFAOYSA-N
Last Updated: 2026-03-28 13:48

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