54558-18-8

Usage

Appearance

Yellow crystalline solid

Usage

Intermediate in the synthesis of dyes and other organic compounds

Application in manufacturing

Colored pigments and pharmaceuticals

Additional uses

Precursor in fungicides production, additive in explosives manufacturing

Safety concerns

Toxic and harmful if inhaled or ingested

Physical state

Solid

Color

Yellow

Chemical structure

Contains two nitro groups (-NO2) at positions 1 and 2, and two bromo groups (-Br) at positions 4 and 5 on a benzene ring

Hazardous nature

Requires careful handling due to potential health risks

Upstream product

• 5411-50-7 3,4-dibromonitrobenzene 
• 586-78-7 para-nitrophenyl bromide 
• 583-53-9 2,3-dibromobenzene 
• 528-29-0 1,2-Dinitrobenzene 

Downstream Products

• 75293-97-9 2-nitro-4,5-dibromoaniline 
• 1575-37-7 4-Bromo-benzene-1,2-diamine 
• 49764-63-8 4,5-dibromo-1,2-diaminobenzene 
• 81903-83-5 sodium 4,5-dibromo-2-nitrobenzenesulfonate 
• 328061-19-4 4,5-di(1'-octynyl)-1,2-dinitrobenzene 
• 1035148-27-6 C₁₄H₁₃BrN₂O₆ 
• 1225049-96-6 C₃₀H₄₄N₂O₄ 
• 1353749-83-3 1,2-bis(5-(2-decyltetradecyloxy)pent-1-ynyl)-4,5-dinitrobenzene 
• 1207196-49-3 C₂₆H₄₈N₂ 
• 1207196-48-2 C₂₆H₃₆N₂O₄ 
• 81903-84-6 sodium 2-amino-4,5-dibromobenzenesulfonate 
• 81902-91-2 4,5-Dibromo-benzene-1,2-disulfonic acid bis-cyclohexylamide 
• 81902-93-4 4,5-Dibromo-benzene-1,2-disulfonic acid bis-diethylamide 
• 81902-92-3 4,5-Dibromo-benzene-1,2-disulfonic acid bis-ethylamide 

Relevant academic research and scientific papers

Evaluating the crystalline orbital hierarchy and high-pressure structure-property response of an extended-ligand platinum(ii) bis(1,2-dioximato) complex

Herein the solid state structure and crystalline orbital hierarchy of a new extended-ligand platinum(ii) bis(1,2-dioximato) complex is evaluated. The lack of direct stacking of Pt centres in the solid state, caused by the steric bulk on the exterior of the ligand, results in highly localised frontier bands, and thus minimal band gap compression upon the application of pressure. This is in contrast to its parent complex [Pt(bqd)2] which undergoes a semiconductor-to-metal transition by 1 GPa.

Donor-acceptor polymers incorporating alkylated dithienylbenzothiadiazole for bulk heterojunction solar cells: Pronounced effect of positioning alkyl Chains

4,7-Di(thiophen-2-yl)benzothiadiazole (DTBT) has been used to construct a number of donor-acceptor low band gap polymers for bulk heterojunction (BHJ) photovoltaics with high efficiency numbers. Its strong tendency to π-stack often leads to polymers with low molecular weight and poor solubility, which could potentially be alleviated by anchoring solubilizing chains onto the DTBT unit. A systematic study of the effect of positioning alkyl chains on DTBT on properties of polymers was implemented by investigating a small library of structurally related polymers with identical conjugated backbone. This series of donor-acceptor polymers employed a common donor unit, benzo[2,1-b:3,4-b′] dithiophene (BDT), and modified DTBT as the acceptor unit. Three variations of modified DTBT units were prepared with alkyl side chains at (a) the 5-and 6-positions of 2,1,3-benzothiadiazole (DTsolBT), (b) 3-positions of the flanking thienyl groups (3DTBT), and (c) 4-positions (4DTBT), in addition to the unmodified DTBT. Contrary to results from previous studies, optical and electrochemical studies disclosed almost identical band gap and energy levels between PBDT-4DTBT and PBDT-DTBT. These results indicated that anchoring solubilizing alkyl chains on the 4-positions of DTBT only introduced a minimum steric hindrance within BDT-DTBT, maintaining the extended conjugation of the fundamental structural unit (BDT-DTBT). More importantly, the additional high molecular weight and excellent solubility of PBDT-4DTBT led to a more uniform mixture with PCBM, with better control on the film morphology. AU these features of PBDT-4DTBT led to a significantly improved efficiency of related BHJ solar cells (up to 2.2% has been observed), triple the efficiency obtained from BHJ devices fabricated from the "conventional" PBDT-DTBT (0.72%). Our discovery reinforced the importance of high molecular weight and good solubility of donor polymers for BHJ solar cells, in addition to a low band gap and a low HOMO energy level, in order to further enhance the device efficiencies.

Synthesis and structure elucidation of discotic liquid crystalline perylene imide benzimidazole

We report the synthesis of a soluble perylene imide benzimidazole (PIBI) and its structural, thermotropic, optical and electrochemical characterization with emphasis on discotic liquid crystalline properties.

Benzofused N-substituted cyclic enediynes: Activation and DNA-cleavage potential

The effect of electron withdrawal on the reactivity of N-substituted cyclic enediynes has been studied. These were synthesized via an intramolecular Mitsunobu reaction. The electron withdrawing effect of the nitro groups or the positive charge on the free

CHARGE-TRANSPORT MATERIALS, METHODS OF FABRICATION THEREOF, AND METHODS OF USE THEREOF

Briefly described, embodiments of this disclosure include charge-transport materials, methods of forming charge-transport materials, and methods of using the charge-transport materials.

Biaryl-based macrocyclic and polymeric chiral (salophen)Ni(II) complexes: Synthesis and spectroscopic study

Polymeric/oligomeric and macrocyclic (salophen)Ni(II) complexes have been synthesized starting from both an achiral biphenol dialdehyde and an optically active BINOL dialdehyde. It was found that these polysalophens contain nonplanar coordination of Ni(II

Preparations and Template Cyclotetramerisations of 2,1,3-Benzothia(selena)diazole-5,6-dicarbonitriles

2,1,3-Benzothiadiazole-5,6-dicarbonitrile 1b, and the corresponding selena derivative 2b, have been prepared in multistep syntheses.Template cyclotetramerisations with copper or magnesium powder in an inert atmosphere give the thiadazole substituted phtha