194285-51-3

Basic information

• Product Name: N,N -bis(2-bromobenzyl)-2-methylpropan-2-amine
• Synonyms: N,N -bis(2-bromobenzyl)-2-methylpropan-2-amine
• CAS NO: 194285-51-3
• Molecular Weight: 411.179
• Mol File: 194285-51-3.mol

Chemical Properties

• CAS DataBase Reference: N,N -bis(2-bromobenzyl)-2-methylpropan-2-amine(CAS DataBase Reference)
• NIST Chemistry Reference: N,N -bis(2-bromobenzyl)-2-methylpropan-2-amine(194285-51-3)
• EPA Substance Registry System: N,N -bis(2-bromobenzyl)-2-methylpropan-2-amine(194285-51-3)

Safety Data

• Hazardous Substances Data: 194285-51-3(Hazardous Substances Data)

Upstream product

• 75-64-9 tert-butylamine 
• 3433-80-5 1-Bromo-2-bromomethyl-benzene 

Downstream Products

• 779342-27-7 [(t)BuN(CH₂C₆H₄)2BiSPh] 
• 363622-47-3 12-phenyl-5,6,7,12-tetrahydrodibenzo[c,f][1,5]azabismocine 
• 779342-25-5 [(t)BuN(CH₂C₆H₄)2BiCCPh] 
• 596093-86-6 [(t)BuN(CH₂C₆H₄)2Bi(2,4,6-(MeO)3C₆H₂)] 
• 779342-24-4 [(CH₃)3CN(CH₂C₆H₄)2BiC₆F₅] 
• 596093-84-4 [(t)BuN(CH₂C₆H₄)2Bi(3,5-(CF₃)2C₆H₃)] 
• 904689-35-6 12-phenylethynyl-N-t-butyl-5,6,7,12-tetrahydrodibenz[c,f][1,5]azastibocine 

Relevant articles and documents

Stimuli-Responsive B/N Lewis Pairs Based on the Modulation of B-N Bond Strength

A series of robust organoboranes with electronically tunable functionality of B/N Lewis pairs has been achieved. These compounds feature a B/N-containing core in which the interactions between the B and N atoms are modulated as a result of the structural

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.

Hypervalent organoantimony compounds 12-ethynyl-tetrahydrodibenz[c,f][1,5]azastibocines: Highly efficient new transmetallating agent for organic halides

Extremely efficient and high-speed ethynylation of acyl chlorides, aryl iodides and bromides was demonstrated by palladium-catalyzed cross-coupling reaction of N-t-butyl-Sb-ethynyl-5,6,7,12-tetrahydrodibenz[c,f][1,5]azastibocine under mild conditions. Optimization and generalization of the hypervalent antimony-mediated coupling reaction are presented in detail. Single-crystal X-ray analysis of the N-methyl-1,5-azastibocine revealed that the remarkable reactivity enhancement of the azastibocine was derived from elongation of the antimony-ethynyl carbon bond originated from Sb-N intramolecular non-bonding interaction.