25462-66-2

Usage

Derivative of acetanilide

2',5'-Dibromoacetoanilide is a modified version of acetanilide, which is a commonly used precursor in the synthesis of various pharmaceuticals and dyes.

Intermediate in organic synthesis

2',5'-Dibromoacetoanilide is primarily used as an intermediate in the production of organic compounds, rather than having specific applications of its own.

Brominated structure

The presence of bromine atoms in the structure of 2',5'-Dibromoacetoanilide makes it valuable in the study of organic chemistry and as a building block for more complex molecules.

Potential applications

Due to its brominated structure, 2',5'-Dibromoacetoanilide may exhibit certain properties that make it useful for specific chemical reactions or applications, depending on the intended use in research or industrial processes.

Upstream product

• 3638-73-1 2,5-dibromoaniline 
• 106-37-6 1.4-dibromobenzene 
• 75-05-8 acetonitrile 
• 75-36-5 acetyl chloride 
• 3460-18-2 1,4-dibromo-2-nitrobenzene 
• 108-24-7 acetic anhydride 

Downstream Products

• 3460-28-4 acetic acid-(2,4,5-tribromo-anilide) 
• 1417896-98-0 4-(7-bromo-2-methylbenzo[d]thiazol-4-yl)-N,N-diphenylaniline 
• 1417897-00-7 5-(4-(4-(diphenylamino)phenyl)-2-methylbenzo[d]thiazol-7-yl)thiophene-2-carbaldehyde 
• 1417897-02-9 2-cyano-3-(5-(4-(4-(diphenylamino)phenyl)-2-methylbenzo[d]thiazol-7-yl)thiophen-2-yl) acrylic acid 
• 1417897-03-0 2-cyano-3-(5-(7-(4-(diphenylamino)phenyl)-2-methylbenzo[d]thiazol-4-yl)thiophen-2-yl) acrylic acid 
• 1417896-99-1 4-(4-bromo-2-methylbenzo[d]thiazol-7-yl)-N,N-diphenylaniline 
• 1417897-01-8 5-(7-(4-(diphenylamino)phenyl)-2-methylbenzo[d]thiazol-4-yl)thiophene-2-carbaldehyde 
• 1141727-54-9 2,5-diethynyl-1,4-phenylenediamine 
• 760212-69-9 5-bromo-2-methyl-1-phenyl-1H-benzo[d]imidazole 
• 1519051-06-9 N'-(2,5-dibromophenyl)-N-phenylacetimidamide 
• 25462-61-7 2,5-dibromo-1,4-phenylenediamine 
• 1574359-46-8 2,5-di-(2-thienyl)-N,N-bis(pyridine-2-ylmethylene)benzene-1,4-diamine 
• 1574359-45-7 2,5-di-(2-thienyl)-4-nitroaniline 
• 1574359-42-4 2,5-dibromo-N,N-bis(pyridine-2-ylmethylene)benzene-1,4-diamine 

Relevant academic research and scientific papers

Acetonitrile and benzonitrile as versatile amino sources in copper-catalyzed mild electrochemical C-H amidation reactions

A mild, efficient electrochemical approach to the site-selective direct C-H amidation of benzene and its derivatives with acetonitrile and benzonitrile has been developed. It has been shown that joint electrochemical oxidation of various arenes in the presence of a copper salt as a catalyst and nitriles leads to the formation of N-phenylacetamide from benzene and N-benzylacetamides from benzyl derivatives (up to 78% yield). A favorable feature of the process is mild conditions (room temperature, ambient pressure, no strong oxidants) that meet the criteria of green chemistry.

Synthetic method of 2,5-dibromo-p-phenylenediamine

The invention discloses a synthetic method of 2,5-dibromo-p-phenylenediamine. According to the method, the 2,5-dibromo-p-phenylenediamine is synthesized from a compound shown as I, namely, p-dibromobenzene serving as a starting material. By adopting the synthetic method of the 2,5-dibromo-p-phenylenediamine disclosed by the invention, the 2,5-dibromo-p-phenylenediamine can be effectively synthesized. Moreover, the synthetic method has the advantages of high synthesis efficiency, safe production, simple process operation, short production period and the like, so that the method is more suitablefor large-scale and industrialized production of the 2,5-dibromo-p-phenylenediamine.

Benzodipyrrole-based Donor–Acceptor-type Boron Complexes as Tunable Near-infrared-Absorbing Materials

Benzodipyrrole-based donor–acceptor boron complexes were designed and synthesized as near-infrared-absorbing materials. The electron-rich organic framework combined with the Lewis acidic boron co-ordination enabled us to tune the LUMO energy level and the HOMO–LUMO gap (i.e.,the absorption wavelength) by changing the organic acceptor units, the number of boron atoms, and the substituents on the boron atoms.

Polymer-based fluorescence sensor incorporating thiazole moiety for direct and visual detection of Hg2+ and Ag+

A thiazole-based conjugated polymer was synthesized by the polymerization reaction of 4,7-dibromo-2-methylbenzo[d]thiazole with 1,4-diethynyl-2,5-bis(octyloxy)benzene via Pd-catalyzed Sonogashira coupling reaction. The conjugated polymer emits bright green fluorescence and exhibits 'turn-off' fluorescent quenching responses towards both Hg2+ and Ag+ over other cations, such as Li+, K+, Ca2+, Mg2+, Ba2+, Zn2+, Cd2+, Co2+, Ni2+, Pb2+, Cu2+, Al3+ and Fe3+. More importantly, the color change of this polymer solution could be clearly observed by the naked eyes upon the addition of Hg2+ (green to colorless) and Ag+ (green to yellow), indicating that this thiazole-based conjugated polymer material could be used as a colorimetric sensor for directly visual detection of Hg2+ and Ag+.

Influence of the benzo[d]thiazole-derived π-bridges on the optical and photovoltaic performance of D-π-A dyes

New metal-free organic sensitizers containing a benzo[d]thiazole or phenyl unit as the π-conjugated system, a triphenylamine as an electron donor, and a cyanoacrylic acid moiety as an electron acceptor were synthesized and used for dye-sensitized solar cells. Photophysical and electrochemical properties of these dyes were investigated, and their performances as sensitizers in solar cells were measured. The introduction of a benzo[d]thiazole unit into the molecular structure resulted in a high incident photon-to-current conversion efficiency (more than 70%) from 340 nm to 600 nm. One solar cell containing a benzo[d]thiazole unit, produced a η of 5.85% (JSC = 10.63 mA cm-2, VOC = 0.72 V, and ff = 0.77) under 100 mW cm -2 simulated AM 1.5 G solar irradiation.

Dipole effects on molecular and electronic structures in a novel conjugate of oligo(phenyleneethynylene) and helical peptide

A novel conjugate of a helical nonapeptide and an oligo(phenyleneethynylene) (OPE) having a nitro group at a molecular terminal was synthesized. Both components have a dipole. The peptide has a disulfide group at the N-terminal for immobilization on gold. In order to investigate the electric field effect of the helical peptide dipole on the OPE and molecular structure by the dipole-dipole interaction between the two components, the electronic structure of the OPE was spectroscopically studied in solution, the self-assembled monolayer on gold, and Langmuir-Blodgett (LB) layers on a fused quartz surface. The absorption maximum (λmax) of the OPE component in chloroform is red-shifted by 4 nm from the reference OPE derivative without the helical peptide component. The red shifts of the OPE component are also observed in the LB monolayer and bilayer compared with that of the self-assembled monolayer. The observed dipole effect of the peptide on the OPE electronic structure was quantitatively discussed with ab initio calculations. Antiparallel orientation on the dipole directions of the peptide and the OPE components is considered to explain the red shifts via the dipole effect on the electronic structure of the OPE.

Synthesis of terphenyl oligomers as molecular electronic device candidates

Six functionalized bis(phenylene ethynylene)-p,p-terphenyls (BPETs) have been synthesized as potential molecular electronic devices. The molecules containing mono- and dinitro terphenyl cores, were rationally designed based on the electronic properties recently found in oligo(phenylene ethynylene)s (OPEs). From our understanding of the conductance properties in OPEs, improvement of electronic properties may be possible by using BPETs due to a higher rotational barrier between the central aromatic rings of the compounds prepared here. BPETs cores were functionalized with nitro groups and with different metallic adhesion moieties (alligator clips) to provide new compounds for testing in the nanopore and planar testbed structures.

Molecular electronics - Integration of single molecules in electronic circuits

Electronic devices made with organic molecules may one day play an important role in integrated circuits. However, the research is still in its infancy. The mechanically controlled break-junction technique allows the measurement of the current through a s

Synthesis and preliminary testing of molecular wires and devices

Presented here are several convergent synthetic routes to conjugated oligo(phenylene ethynylene)s. Some of these oligomers are free of functional groups, while others possess donor groups, acceptor groups, porphyrin interiors, and other heterocyclic interiors for various potential transmission and digital device applications. The syntheses of oligo(phenylene ethynylene)s with a variety of end groups for attachment to numerous metal probes and surfaces are presented. Some of the functionalized molecular systems showed linear, wire-like, current versus voltage (I(V)) responses, while others exhibited nonlinear I(V) curves for negative differential resistance (NDR) and molecular random access memory effects. Finally, the syntheses of functionalized oligomers are described that can form self-assembled monolayers on metallic electrodes that reduce the Schottky barriers. Information from the Schottky barrier studies can provide useful insight into molecular alligator clip optimizations for molecuar electronics.

Phenylene ethynylene diazonium salts as potential self-assembling molecular devices

(matrix presented) Functionalized diazonium salts for molecular electronic devices are prepared by the reaction of the corresponding anilines with NOBF4 in sulfolane-acetonitrile solvent.