50670-58-1

Basic information

• Product Name: 4'-Bromo-[1,1'-biphenyl]-4-carboxaldehyde
• Synonyms: 4'-Bromo-[1,1'-biphenyl]-4-carboxaldehyde;4'-Bromo-4-formylbiphenyl, 4-(4-Bromophenyl)benzaldehyde;4'-Bromo-[1,1'-biphenyl]-4-carbaldehyde;[1,1'-Biphenyl]-4-carboxaldehyde, 4'-bromo-
• CAS NO: 50670-58-1
• Molecular Formula: C₁₃H₉BrO
• Molecular Weight: 261.117
• Mol File: 50670-58-1.mol
• Article Data: 32

Chemical Properties

• Melting Point: 135-140 °C
• Boiling Point: 374.1 °C at 760 mmHg
• Flash Point: 100.7 °C
• Appearance: /
• Density: 1.430
• CAS DataBase Reference: 4'-Bromo-[1,1'-biphenyl]-4-carboxaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 4'-Bromo-[1,1'-biphenyl]-4-carboxaldehyde(50670-58-1)
• EPA Substance Registry System: 4'-Bromo-[1,1'-biphenyl]-4-carboxaldehyde(50670-58-1)

Safety Data

• Hazardous Substances Data: 50670-58-1(Hazardous Substances Data)

Usage

Uses

4''-Bromo[1,1''-biphenyl]-4-carbaldehyde is a reagent for the synthesis of zinc quaterphenylterpyridine complexes.

Upstream product

• 143977-91-7 4,5,7,8-tetrahydro-2-(4'-formylphenyl)-6H-[1,3,6,2]dioxazaborocane 
• 673-40-5 4-bromobenzenediazonium tetrafluoroborate 
• 87199-17-5 4-formylphenylboronic acid, 
• 106-37-6 1.4-dibromobenzene 
• 4482-01-3 o-benzenedisulfonimide 
• 106-40-1 4-bromo-aniline 
• 177490-80-1 Acetic acid [(4-bromo-phenyl)-dimethyl-silanyl]-methyl ester 
• 177490-81-2 [(4-Bromo-phenyl)-dimethyl-silanyl]-methanol 
• 17902-37-3 1-bromo-4-[(chloromethyl)dimethylsilyl]benzene 
• 589-87-7 1,4-bromoiodobenzene 
• 1122-91-4 4-bromo-benzaldehyde 
• 92-86-4 4-(4-bromophenyl)bromobenzene 
• 68-12-2 N,N-dimethyl-formamide 
• 5467-74-3 4-Bromophenylboronic acid 

Downstream Products

• 89901-03-1 methyl 4’-bromo-[1,1’-diphenyl]-4-carboxylate 
• 820964-23-6 Zn(C₅H₂N)4H₂C₆H₄C₆H₄Br(C₆H₃(O(CH₂)7CH₃)2) 
• 1370618-91-9 5-methyl-2-(3,4,5-trimethoxy[1,1':4',1''-terphenyl]-4-yl)-1H-benzo[d]imidazole 
• 1370618-90-8 5-methyl-2-(3,4-dimethoxy[1,1':4',1''-terphenyl]-4-yl)-1H-benzo[d]imidazole 
• 1370618-89-5 5-methyl-2-(3-chloro[1,1':4',1''-terphenyl]-4-yl)-1H-benzo[d]imidazole 
• 1370618-88-4 5-methyl-2-(4-N,N-dimethylamino[1,1':4',1''-terphenyl]-4-yl)-1H-benzo[d]imidazole 
• 1370618-87-3 5-methyl-2-(4-methoxy[1,1':4',1''-terphenyl]-4-yl)-1H-benzo[d]imidazole 
• 1370618-86-2 5-methyl-2-(4-hydroxy[1,1':4',1''-terphenyl]-4-yl)-1H-benzo[d]imidazole 
• 1370618-85-1 5-methyl-2-(4-tirfluoromethoxy[1,1':4',1''-terphenyl]-4-yl)-1H-benzo[d]imidazole 
• 1370618-84-0 5-methyl-2-(4-tirfluoromethyl[1,1':4',1''-terphenyl]-4-yl)-1H-benzo[d]imidazole 
• 1370618-83-9 5-methyl-2-(4-fluoro[1,1':4',1''-terphenyl]-4-yl)-1H-benzo[d]imidazole 
• 1370618-82-8 5-methyl-2-([1,1':4',1''-terphenyl]-4-yl)-1H-benzo[d]imidazole 
• 1370618-81-7 4-hydroxy-2-(3,4,5-trimethoxy[1,1':4',1''-terphenyl]-4-yl)-1H-benzo[d]imidazole 
• 1370618-80-6 4-hydroxy-2-(3,4-dimethoxy[1,1':4',1''-terphenyl]-4-yl)-1H-benzo[d]imidazole 

Relevant articles and documents

Structure-property relationships in multi-stimuli responsive BODIPY-biphenyl-benzodithiophene TICT rigidochromic rotors exhibiting (pseudo-)Stokes shifts up to 221 nm

Structure-property relationships of donor-π-acceptor (D-π-A) type molecular dyad (pp-AD) and triads (pp-ADA and Me-pp-ADA) based on benzodithiophene and BODIPY with biphenyl spacers have been reported. Rotors pp-AD and pp-ADA showed efficient twisted intramolecular charge transfer (TICT) with near infrared (NIR) emissions at ～712 nm and ～725 nm with (pseudo-)Stokes shifts of ～208 nm and ～221 nm, respectively, and prominent solvatochromism. A structurally similar triad, Me-pp-ADA, with tetramethyl substituents on the BODIPY core instead was TICT inactive and exhibited excitation energy transfer with a transfer efficiency of ～88% as revealed using steady state emission and transient absorption measurements. Rotors pp-AD and pp-ADA showed NIR emission with an enhancement in intensity with the addition of water in THF solution as well as a pronounced change in emission intensity with temperature and viscosity variations, which justify their utility as temperature and viscosity sensors. Furthermore, the linear correlation of lifetime with fluorescence intensity ratios of the donor and acceptor justifies the rigidochromic behaviour of these rotors. This journal is

Highly twisted bipolar emitter for efficient nondoped deep-blue electroluminescence

Three novel bipolar deep-blue emitters, 1-(4-(tert-butyl)phenyl)-2-(4-(9,9-diphenylacridin-10(9H)-yl)phenyl)-1H-phenanthro[9,10-d]imidazole (DPACTPI), 1-(4-(tert-butyl)phenyl)-2-(4'-(9,9-diphenylacridin-10(9H)-yl)-[1,1'-biphenyl]-4-yl)-1H-phenanthro[9,10-d]imidazole (DPACPhTPI) and 2-(4-(9,9-diphenylacridin-10(9H)-yl)phenyl)-1-(4-(trifluoromethyl)phenyl)-1H-phenanthro[9,10-d]imidazole (DPACFPPI), employing the donor 9,9-diphenyl-9,10-dihydroacridine (DPAC) and the acceptor, phenanthroimidazole, were designed and synthesized. The highly twisted conformations between DAPC and phenanthroimidazole in the molecules efficiently interrupt molecular π-conjugation and inhibit π-π intermolecular interactions, resulting in good thermal stability and efficient deep-blue emission. The three phenanthroimidazole derivatives in non-doped OLEDs exhibited deep-blue emission. In particular, DPACPhTPI-based nondoped device showed an excellent performance with maximum external quantum efficiency (EQE) of 3.50%, maximum current efficiency (CE) of 1.38 cd/A, maximum power efficiency (PE) of 1.40 lm/W and CIE coordinate of (0.156, 0.047), which is among the best results for OLEDs with a similar color. The high radiative exciton utilization could be resulted from hybridized local and charge transfer (HLCT).

Synthesis, characterization and catalytic performance of palladium supported on pyridine-based covalent organic polymer for Suzuki-Miyaura reaction

A bipyridine-based covalent organic polymer (COP) was successfully synthesized by condensation of trimesoyl chloride (TMC) and 2,2′-bipyridine-5,5′-diamine (Bpy) under ambient conditions. This material was modified by coordination of PdCl2 to COP framework, affording a hybrid material, Pd@TMC-Bpy COP, which was applied as a highly efficient heterogeneous catalyst for Suzuki-Miyaura reaction under ligand-free conditions in ethyl lactate. The catalyst could be reused for five times without obvious loss of its activity.

Gold catalysed Suzuki-Miyaura coupling of arenediazonium o-benzenedisulfonimides

Arenediazonium o-benzenedisulfonimides have been used as efficient electrophilic partners in Au(I) catalysed Suzuki coupling reactions. The synthetic protocol is general, easy and produced either biaryls or heteroaryl arenes in good yields (51 positive examples, average yield 80%). o-Benzenedisulfonimide was recovered at the end of the reactions and was reused to prepare the starting salts for further reactions. Mechanistic insights suggest that the o-benzenedisulfonimide anion act as an electron transfer agent and promotes a catalytic cycle which does not require the presence of photocatalysts or external oxidants.