904689-16-3

Basic information

• Product Name: N,N-bis(2-bromobenzyl)-N-cyclohexylamine
• Synonyms: N,N-bis(2-bromobenzyl)-N-cyclohexylamine
• CAS NO: 904689-16-3
• Molecular Weight: 437.217
• Mol File: 904689-16-3.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: N,N-bis(2-bromobenzyl)-N-cyclohexylamine(CAS DataBase Reference)
• NIST Chemistry Reference: N,N-bis(2-bromobenzyl)-N-cyclohexylamine(904689-16-3)
• EPA Substance Registry System: N,N-bis(2-bromobenzyl)-N-cyclohexylamine(904689-16-3)

Safety Data

• Hazardous Substances Data: 904689-16-3(Hazardous Substances Data)

Upstream product

• 108-91-8 cyclohexylamine 
• 3433-80-5 1-Bromo-2-bromomethyl-benzene 

Downstream Products

• 1609694-05-4 [CyN(CH₂C₆H₄)₂Sb]₂O 
• 1233535-13-1 12-chloro-6-cyclohexyl-5,6,7,12-tetrahydrodibenzo[c,f ][1,5]azastibocine 

Relevant articles and documents

Nickel- and Palladium-Catalyzed Cross-Coupling Reactions of Organostibines with Organoboronic Acids

A strategy for the formation of antimony-carbon bond was developed by nickel-catalyzed cross-coupling of halostibines. This method has been applied to the synthesis of various triaryl- and diarylalkylstibines from the corresponding cyclic and acyclic halostibines. This protocol showed a wide substrate scope (72 examples) and was compatible to a wide range of functional groups such as aldehyde, ketone, alkene, alkyne, haloarenes (F, Cl, Br, I), and heteroarenes. A successful synthesis of arylated stibine 3 a in a scale of 34.77 g demonstrates high synthetic potential of this transformation. The formed stibines (R3Sb) were then used for the palladium-catalyzed carbon–carbon bond forming reaction with aryl boronic acids [R?B(OH)2], giving biaryls with high selectivity, even the structures of two organomoieties (R and R′) are very similar. Plausible catalytic pathways were proposed based on control experiments.