105946-82-5

Basic information

• Product Name: 4-Bromo-4'-iodobiphenyl
• Synonyms: 4-Bromo-4'-iodobiphenyl;4-broMo-4'-iodo-;4-Bromo-4'-iodo-1,1'-biphenyl;4-iodo-4'-broMobiphenyl;1,1'-Biphenyl, 4-broMo-4'-iodo-;4-4-of iodinebroMinebiphenyl;BIB
• CAS NO: 105946-82-5
• Molecular Formula: C₁₂H₈BrI
• Molecular Weight: 359.00039
• EINECS: 1312995-182-4
• Mol File: 105946-82-5.mol

Chemical Properties

• Melting Point: 166-168℃
• Boiling Point: 369.329 °C at 760 mmHg
• Flash Point: 177.164 °C
• Appearance: /Solid
• Density: 1.860
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Sensitive: Light Sensitive
• CAS DataBase Reference: 4-Bromo-4'-iodobiphenyl(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Bromo-4'-iodobiphenyl(105946-82-5)
• EPA Substance Registry System: 4-Bromo-4'-iodobiphenyl(105946-82-5)

Safety Data

• Statements: 36/37/38-52/53
• Safety Statements: 26-37-60-61
• RIDADR: 3152
• HazardClass: 9
• PackingGroup: II
• Hazardous Substances Data: 105946-82-5(Hazardous Substances Data)

Usage

Chemical Properties

White solid

Uses

suzuki reaction

Upstream product

• 591-50-4 iodobenzene 
• 79991-24-5 1,6-di-p-bromophenyl-3,4-diacetyl-1,5-hexazadiene 
• 106-40-1 4-bromo-aniline 
• 624-38-4 para-diiodobenzene 
• 919474-54-7 4-bromo-4'-(diacetoxyiodo)biphenyl 
• 92-66-0 4-bromo-1,1'-biphenyl 
• 589-87-7 1,4-bromoiodobenzene 
• 17865-11-1 (4-(trimethylsilyl)phenyl)boronic acid 
• 17908-91-7 (4′-bromobiphenyl-4-yl)(trimethyl)silane 

Downstream Products

• 204327-05-9 N-(3-methylphenyl)-N-phenyl-4-bromo-1,1'-biphenyl-4'-amine 
• 220716-53-0 N-(4'-bromo-1,1'-biphenyl-4-yl)-N-(4-methoxyphenyl)-N-(3-methylphenyl)amine 
• 220716-54-1 N-(4'-bromo-1,1'-biphenyl-4-yl)-N-(3-fluorophenyl)-N-(3-methylphenyl)amine 
• 919474-55-8 4-bromo-4'-[(hydroxy)(tosyloxy)iodo]biphenyl 
• 195443-34-6 N-(3-methylphenyl)-N-phenyl-4-iodo-1,1'-biphenyl-4'-amine 
• 1095074-09-1 1,2,3,3-tetrakis(benzyloxycarbonyl)-5-(1'-(4''-(4'''-bromophenyl)phenyl)ethenyl)pyrazolidine 
• 1318779-64-4 5-(1-(4-p-bromophenylphenyl)vinyl)-3-(ethoxycarbonyl)-1-(4-methoxyphenyl)-2-methyl-4,5-dihydro-1H-pyrrole 
• 1352615-62-3 C₈₆H₈₆Br₂N₂ 
• 1352615-63-4 C₁₀₀H₁₁₄Br₂N₂ 
• 1352615-64-5 C₇₀H₇₀Br₂N₂ 
• 1352615-57-6 C₇₄H₆₂Br₂N₂ 
• 1352615-55-4 C₇₆H₆₆Br₂N₂ 
• 1352615-59-8 C₇₈H₇₀Br₂N₂ 
• 1352615-61-2 C₈₂H₇₈Br₂N₂ 

Relevant articles and documents

Modular and Selective Arylation of Aryl Germanes (C?GeEt3) over C?Bpin, C?SiR3 and Halogens Enabled by Light-Activated Gold Catalysis

Selective C (Formula presented.) –C (Formula presented.) couplings are powerful strategies for the rapid and programmable construction of bi- or multiaryls. To this end, the next frontier of synthetic modularity will likely arise from harnessing the coupling space that is orthogonal to the powerful Pd-catalyzed coupling regime. This report details the realization of this concept and presents the fully selective arylation of aryl germanes (which are inert under Pd0/PdII catalysis) in the presence of the valuable functionalities C?BPin, C?SiMe3, C?I, C?Br, C?Cl, which in turn offer versatile opportunities for diversification. The protocol makes use of visible light activation combined with gold catalysis, which facilitates the selective coupling of C?Ge with aryl diazonium salts. Contrary to previous light-/gold-catalyzed couplings of Ar–N2+, which were specialized in Ar–N2+ scope, we present conditions to efficiently couple electron-rich, electron-poor, heterocyclic and sterically hindered aryl diazonium salts. Our computational data suggest that while electron-poor Ar–N2+ salts are readily activated by gold under blue-light irradiation, there is a competing dissociative deactivation pathway for excited electron-rich Ar–N2+, which requires an alternative photo-redox approach to enable productive couplings.

Energy Gap between the Poly-p-phenylene Bridge and Donor Groups Controls the Hole Delocalization in Donor-Bridge-Donor Wires

Poly-p-phenylene wires are critically important as charge-transfer materials in photovoltaics. A comparative analysis of a series of poly-p-phenylene (RPPn) wires, capped with isoalkyl (iAPPn), alkoxy (ROPPn), and dialkylamino (R2NPPn) groups, shows unexpected evolution of oxidation potentials, i.e., decrease (-260 mV) for iAPPn, while increase for ROPPn (+100 mV) and R2NPPn (+350 mV) with increasing number of p-phenylenes. Moreover, redox/optical properties and DFT calculations of R2NPPn/R2NPPn+? further show that the symmetric bell-shaped hole distribution distorts and shifts toward one end of the molecule with only 4 p-phenylenes in R2NPPn+?, while shifting of the hole occurs with 6 and 8 p-phenylenes in ROPPn+? and iAPPn+?, respectively. Availability of accurate experimental data on highly electron-rich dialkylamino-capped R2NPPn together with ROPPn and iAPPn allowed us to demonstrate, using our recently developed Marcus-based multistate model (MSM), that an increase of oxidation potentials in R2NPPn arises due to an interplay between the electronic coupling (Hab) and energy difference between the end-capped groups and bridging phenylenes (Δ?). A comparison of the three series of RPPn with varied Δ? further demonstrates that decrease/increase/no change in oxidation energies of RPPn can be predicted based on the energy gap Δ? and coupling Hab, i.e., decrease if Δ? ab (i.e., iAPPn), increase if Δ? > Hab (i.e., R2NPPn), and minimal change if Δ? ≈ Hab (i.e., ROPPn). MSM also reproduces the switching of the nature of electronic transition in higher homologues of R2NPPn+? (n ≥ 4). These findings will aid in the development of improved models for charge-transfer dynamics in donor-bridge-acceptor systems.

Palladium-Catalyzed Enantioselective C(sp3)-H Arylation of 2-Propyl Azaaryls Enabled by an Amino Acid Ligand

A palladium(II)-catalyzed enantioselective arylation of unbiased secondary C(sp3)-H bonds was developed. The enantioselectivity was controlled by the combination of a pyridyl or isoquinolinyl directing group and an amino acid, N-Boc-2-pentyl proline. A variety of 2-propyl azaaryls and biaryl iodides were employed to provide arylated products in moderate to good yields (up to 82%) with high enantioselectivities (up to 93:7 er). This reaction is a rare example of an amino-acid-enabled enantioselective acyclic methylene C(sp3)-H arylation. Furthermore, the reaction proceeded with high enantioselectivity even on a gram scale, and the product was transformed to a 5,6,7,8-tetrahydroisoquinoline bioactive molecule. Kinetic isotope effect (KIE) experiments indicated that C-H activation is the rate-determining step for the enantioselective C(sp3)-H arylation.

Palladium-Catalyzed Secondary C(sp3)?H Arylation of 2-Alkylpyridines

A pyridyl group-assisted palladium-catalyzed secondary C(sp3)?H arylation protocol was developed. A substituent at the 3-position of the pyridyl group is proved to be important for promoting C?H arylation and controlling the regioselectivity. Aryl iodides can be used as coupling partners. The reaction proceeded in good to excellent yields with good functional group tolerance, even on the gram-scale. The preliminary asymmetric reaction was investigated using an L-proline derivative as a chiral ligand. (Figure presented.).

Compound, organic electroluminescent element material, organic electroluminescent element, and electronic device

A compound represented by general formula (A-0) or (B-0) is useful as an organic EL element material whereby it is possible to realize an organic EL element having long service life and high luminous efficiency even when driven at low voltage. (In the formulas, R1-R4, n1, m2, k3, k4, L0-L2, Ar1, and Ar2 are as defined in the specification.)

AROMATIC AMINE DERIVATIVE, AND ORGANIC ELECTROLUMINESCENCE ELEMENT USING THE SAME

Of a specific structure novel aromatic amine derivatives, and at least a light-emitting layer between a cathode and an anode including 1 layer or an organic thin film composed of one layer interposed in an organic electroluminescent element, said organic thin film least 1 layer, hole transport layer in particular said aromatic amine derivatives by itself or as a component of a mixture by, whether or not result in crystallization of molecules, organic electroluminescent device corresponding to a predetermined liquid crystal and, tube having a long lifetime in organic electroluminescent device with high.

AROMATIC AMINE DERIVATIVE AND ORGANIC ELECTROLUMINESCENCE ELEMENT USING SAME

An aromatic amine derivative represented by formula (1): wherein L1, L2, Ar1, Ar2, R1, R2, a, b, and Q are as defined in the specification. An organic electroluminescence device having at least one organic thin film layer which includes the aromatic amine derivative has high emission efficiency and long lifetime.

AROMATIC AMINE DERIVATIVE, AND ORGANIC ELECTROLUMINESCENT ELEMENT COMPRISING SAME

An aromatic amine derivative represented by the following formula (1), wherein at least one of Ar1 to Ar3 is represented by the following formula (2), wherein X1 to X3 are independently a nitrogen atom or CR2, provided that two of X1 to X3 are a nitrogen atom and X1 and X3 are not simultaneously a nitrogen atom.

ELECTROACTIVE MATERIALS

A compound having Formula I, Formula II, or Formula III: Ar1 may independently be phenylene, substituted phenylene, naphthylene, or substituted naphthylene. Ar2 is the same or different at each occurrence and is an aryl group. M is the same or different at each occurrence and is a conjugated moiety. T1 and T2 are independently the same or different at each occurrence and are conjugated moieties which are connected in a non-planar configuration; a and e are the same or different at each occurrence and are an integer from 1 to 6; b, c, and d are mole fractions such that b+c+d=1.0, with the proviso that c is not zero, and at least one of b and d is not zero, and when b is zero, M has at least two triarylamine units; and n is an integer greater than 1.

AROMATIC AMINE DERIVATIVE AND ORGANIC ELECTROLUMINESCENT ELEMENT USING SAME

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