1616634-99-1

Basic information

• Product Name: 3-bromo-2-phenyl-1,2-dihydrobenzo[e][1,2]azaborinine
• Synonyms: 3-bromo-2-phenyl-1,2-dihydrobenzo[e][1,2]azaborinine
• CAS NO: 1616634-99-1
• Molecular Weight: 283.963
• Mol File: 1616634-99-1.mol

Chemical Properties

• CAS DataBase Reference: 3-bromo-2-phenyl-1,2-dihydrobenzo[e][1,2]azaborinine(CAS DataBase Reference)
• NIST Chemistry Reference: 3-bromo-2-phenyl-1,2-dihydrobenzo[e][1,2]azaborinine(1616634-99-1)
• EPA Substance Registry System: 3-bromo-2-phenyl-1,2-dihydrobenzo[e][1,2]azaborinine(1616634-99-1)

Safety Data

• Hazardous Substances Data: 1616634-99-1(Hazardous Substances Data)

Upstream product

• 24341-84-2 2-phenyl-1,2-dihydrobenzo[e][1,2]azaborinine 
• 3867-18-3 2-vinylaniline 
• 7726-95-6 bromine 

Downstream Products

• 1616634-74-2 2,3-diphenyl-2,1-borazaronaphthalene 
• 1616635-46-1 3-(N-Boc-indol-5-yl)-2-phenyl-2,1-borazaronaphthalene 
• 1616635-43-8 2-phenyl-3-(3-thienyl)-2,1-borazaronaphthalene 
• 1616635-45-0 3-(3,5-dimethylisoxazol-4-yl)-2-phenyl-2,1-borazaronaphthalene 
• 1616635-44-9 3-(3-furanyl)-2-phenyl-2,1-borazaronaphthalene 
• 1616635-40-5 3-(4-fluorophenyl)-2-phenyl-2,1-borazaronaphthalene 
• 1616635-42-7 3-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-2-phenyl-2,1-borazaronaphthalene 

Relevant articles and documents

Accessing Elaborated 2,1-Borazaronaphthalene Cores Using Photoredox/Nickel Dual-Catalytic Functionalization

A highly effective method for derivatizing 2,1-borazaronaphthalene cores using ammonium alkylbis(catecholato)silicates via photoredox/nickel dual catalysis is reported. By forging Csp3-Csp2 bonds via this approa

Synthesis of bis-BN-Naphthalene-Fused Oxepins and Their Photoluminescence including White-Light Emission

A series of novel bis-BN-naphthalene-fused oxepin derivatives were synthesized via a Pd-catalyzed tandem reaction from brominated 2,1-borazaronaphthalenes and cis-bis(boryl)alkenes. X-ray crystallographic analysis revealed that bis-BN-naphthalene-fused oxepins feature a planar framework. The electronic and photophysical properties of the novel BN-naphthalene-fused oxepins were investigated by UV-vis and fluorescence spectroscopies and density functional theory (DFT) calculations, which disclosed the distinct electronic and photophysical properties of the analogous hydrocarbon system. Interestingly, dual-fluorescent emissions were observed upon dissolving N-substituted derivatives 10-14 in dimethyl sulfoxide. Tunable emission colors especially for white-light emissions can be achieved by controlling the ratio of solvents, concentration, or temperature using only a single-molecule compound.

Accessing molecularly complex azaborines: Palladium-catalyzed Suzuki-Miyaura cross-couplings of brominated 2,1-borazaronaphthalenes and potassium organotrifluoroborates

Despite their potential applications in both medicinal chemistry and materials science, there have been limited reports on the functionalization of 2,1-borazaronaphthalenes since their discovery in 1959. To access new chemical space and build molecular complexity, the Suzuki-Miyaura cross-coupling of brominated 2,1-borazaronaphthalenes has been investigated. The palladium-catalyzed cross-coupling proceeds with an array of potassium (hetero)aryltrifluoroborates in high yield with low catalyst loadings under mild reaction conditions. By the use of a high-yielding bromination of various 2,1-borazaronaphthalenes to generate electrophilic azaborine species, a library of 3-(hetero)aryl and 3,6-diaryl-2,1-borazaronaphthalenes has been synthesized.