84165-50-4

Basic information

• Product Name: 5,7-dibromo-8-benzyloxyquinoline
• Synonyms: 5,7-dibromo-8-benzyloxyquinoline;8-benzyloxy-5,7-dibromoquinoline
• CAS NO: 84165-50-4
• Molecular Formula: C₁₆H₁₁Br₂NO
• Molecular Weight: 393.07264
• Mol File: 84165-50-4.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 5,7-dibromo-8-benzyloxyquinoline(CAS DataBase Reference)
• NIST Chemistry Reference: 5,7-dibromo-8-benzyloxyquinoline(84165-50-4)
• EPA Substance Registry System: 5,7-dibromo-8-benzyloxyquinoline(84165-50-4)

Safety Data

• Hazardous Substances Data: 84165-50-4(Hazardous Substances Data)

Upstream product

• 148-24-3 8-quinolinol 
• 521-74-4 broxyquinoline 
• 100-44-7 benzyl chloride 
• 100-39-0 benzyl bromide 

Downstream Products

• 890134-98-2 8-benzyloxy-5,7-bis(biphenyl-4-yl)quinoline 
• 620987-08-8 8-benzyloxy-5,7-diphenylquinoline 
• 1552278-51-9 5,7-bis(p-nitrophenyl)-8-hydroxyquinoline 
• 1552278-52-0 5,7-bis(p-chlorophenyl)-8-hydroxyquinoline 
• 1552278-54-2 5,7-bis(p-tert-butylphenyl)-8-hydroxyquinoline 
• 1552278-56-4 5,7-bis(p-dimethylaminophenyl)-8-hydroxyquinoline 
• 1552278-45-1 C₆₃H₃₆AlCl₆N₃O₃ 
• 362623-43-6 C₆₃H₄₂AlN₃O₃ 
• 1552278-48-4 C₆₉H₅₄AlN₃O₉ 
• 1552278-57-5 5,7-bis(pyridin-4-yl)-8-benzyloxyquinoline 
• 1552278-58-6 5,7-bis(p-nitrophenyl)-8-benzyloxyquinoline 
• 1552278-59-7 5,7-bis(p-chlorophenyl)-8-benzyloxyquinoline 
• 1552278-60-0 5,7-dinaphthyl-8-benzyloxyquinoline 
• 1552278-61-1 5,7-bis(p-tert-butylphenyl)-8-benzyloxyquinoline 

Relevant articles and documents

Synthesis, characterization and DFT calculation of 4-fluorophenyl substituted tris(8-hydroxyquinoline)aluminum(III) complexes

New 4-fluorophenyl substituted 8-hydroxyquinoline derivatives, 5-(4-fluorophenyl)quinolin-8-ol and 5,7-bis(4-fluorophenyl)quinolin-8-ol, were synthesized and characterized by spectroscopic methods. The aluminum complexes of 5-(4-fluorophenyl)quinolin-8-ol (AlQF) and of 5,7-bis(4-fluorophenyl) quinolin-8-ol (AlQF2) exhibit strong fluorescence emission centered at 525 nm and 530 nm respectively. The quantum yield of both complexes were enhanced compared to the parent tris(8-hydroxyquinolinato)aluminum(III) complex. Electronic structures and photophysical properties of the new complexes were investigated theoretically by ab initio and density functional theory (DFT) and time dependent DFT (TD-DFT). Geometries of the ground state (S0) and the first excited state (S1) of the new complexes were optimized at the B3LYP/6-31G(d) functional and configuration interaction singles (CIS) method respectively. The aryl substituents were found to contribute significantly to the frontier molecular orbitals (FMOs). We have observed that in both cases the lowest occupied molecular orbital (LUMO) energy decreases while the energy of the highest occupied molecular orbital is slightly increased. The most significant increase was observed for AlQF2.

Synthesis, characterization and electronic effects investigations of new 5,7-disubstituted tris(8-quinolinolate)Al(III) complexes

Eight 5,7-diaryl-8-hydroxyquinoline ligands were synthesized and characterized by 1H, 13C NMR spectroscopy and mass spectrometry. The electron-donating and electron-withdrawing aryl groups were attached to the 5- and 7-positions of the quinolinolate ring via Suzuki coupling reaction. The aluminum complexes of these ligands exhibited successful tuning in the emission color, covering a large segment of the visible spectrum.

Molecular fluorescent pH-probes based on 8-hydroxyquinoline

Three 5,7-π-extended 8-benzyloxyquinolines, namely 5,7-diphenyl-, 5,7-bis(biphenyl-4-yl)- and 5,7-bis(4-dibenzothiophenyl)-8-benzyloxyquinoline were prepared and investigated as fluorescent pH-probes in nonaqueous solution. Absorption and photoluminescenc