63525-48-4

Basic information

• Product Name: 2,5-DIBROMO-1,4-BENZENEDICARBOXALDEHYDE
• Synonyms: 2,5-Dibromoterephthalaldehyde;MiniMuM x 1 or 1g x 1, 5g x 1;2,5-DIBROMO-1,4-BENZENEDICARBOXALDEHYDE;2,5-Dibromobenzene-1,4-dicarbaldehyde;2,5-Dibromo-1,4-dicarbaldehyde;63525-48-4
• CAS NO: 63525-48-4
• Molecular Formula: C₈H₄Br₂O₂
• Molecular Weight: 291.92
• Mol File: 63525-48-4.mol
• Article Data: 31

Chemical Properties

• Melting Point: 189 °C
• Boiling Point: 357.396 °C at 760 mmHg
• Flash Point: 139.818 °C
• Appearance: /
• Density: 2.011
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.685
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: 2,5-DIBROMO-1,4-BENZENEDICARBOXALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-DIBROMO-1,4-BENZENEDICARBOXALDEHYDE(63525-48-4)
• EPA Substance Registry System: 2,5-DIBROMO-1,4-BENZENEDICARBOXALDEHYDE(63525-48-4)

Safety Data

• Hazardous Substances Data: 63525-48-4(Hazardous Substances Data)

Usage

General Description

2,5-Dibromo-1,4-benzenedicarboxaldehyde, also known as CAS 50296-37-2, is a chemical compound primarily used in the field of industrial chemistry. It has the molecular formula C8H4Br2O2 and appears as a finely crystalline powder. 2,5-DIBROMO-1,4-BENZENEDICARBOXALDEHYDE falls into the category of aldehydes and is derived from benzene, characterized by the presence of two bromine atoms and two carboxyl groups. Due to its reactive nature, it's utilized in various chemical reactions and syntheses, particularly in the production of other chemical substances. However, like many chemical substances, it requires careful handling due to its potential hazards. Its health effects are not entirely known, making protective measures necessary during its use.

InChI:InChI=1/C8H4Br2O2/c9-7-1-5(3-11)8(10)2-6(7)4-12/h1-4H

Upstream product

• 36711-69-0 1,4-dibromo-2,5-bis(dibromomethyl)benzene 
• 105653-65-4 1,4-dibromo-2,5-bis-diacetoxymethyl-benzene 
• 1074-24-4 2,5-dibromo-p-xylene 
• 128244-10-0 2,5-dibromoterephthalaldehyde bis(dimethyl acetal) 
• 7664-93-9 sulfuric acid 
• 106-42-3 para-xylene 
• 4845-68-5 acetic acid 4-acetoxymethyl-2,5-dibromo-benzyl ester 
• 124-41-4 sodium methylate 
• 623-27-8 terephthalaldehyde, 
• 40101-03-9 2,5-dibromohydroquinone diacetate 

Downstream Products

• 854633-26-4 2,5-bis-(toluene-4-sulfonylamino)-terephthalaldehyde 
• 946123-23-5 2,5-bis(2-thienyl)-1,4-divinylbenzene 
• 946123-24-6 2,5-di(5-methyl-2-thienyl)-1,4-divinylbenzene 
• 946123-25-7 2,5-di(5-hexyl-2-thienyl)-1,4-divinylbenzene 
• 946123-26-8 2,5-bis(5-dodecyl-2-thienyl)-1,4-divinylbenzene 
• 1160124-23-1 2,5-bis(5-phenyl-2-thienyl)terephthalaldehyde 
• 1262137-15-4 2,5-dibromo-1,4-bis(dipyrromethan-5-yl)benzene 

Relevant articles and documents

Green-, Red-, and Infrared-Emitting Polymorphs of Sterically Hindered Push–Pull Substituted Stilbenes

The synthesis, XRD single-crystal structure, powder XRD, and solid-state fluorescence of two new DPA-DPS-EWG derivatives (DPA=diphenylamino, DPS=2,5-diphenyl-stilbene, EWG=electron-withdrawing group, that is, carbaldehyde or dicyanovinylene, DCV) are described. Absorption and fluorescence maxima in solvents of various polarity show bathochromic shifts with respect to the parent DPA-stilbene-EWGs. The electronic coupling in dimers and potential twist elasticity of monomers were studied by density functional theory. Both polymorphs of the CHO derivative emit green fluorescence (527 and 550 nm) of moderate intensity (10 % and 5 %) in polycrystalline powder form. Moderate (5 %) red (672 nm) monomer-like emission was also observed for the first polymorph of the DCV derivative, whereas more intense (32 %) infrared (733 nm) emission of the second polymorph was ascribed to the excimer fluorescence.

Benzo-Fused Perylene Oligomers with up to 13 Linearly Annulated Rings

The longer acenes with more than six linearly fused six-membered rings are still fascinating chemists and physicists because of their unique photophysical properties and their high potential for organic electronics applications. Unfortunately, with increasing size (seven and more rings) these compounds rapidly lose chemical stability. Besides kinetic and chemical stabilization approaches introducing either bulky or electron-withdrawing groups or both, such systems also have been stabilized by peri-annulation. Although strictly spoken, these peri-annulated compounds are no longer real acenes, they have fascinating properties as well. Herein, we describe the first synthesis of a new series of peri-annulated acenes with up to 13 linearly fused rings, which is unprecedented till date. Furthermore, this new series contains perylene units connected through benzene rings along their [b,k]edges, responsible for unique absorption and emission properties.

Modular Approach to the Synthesis of Two-Dimensional Angular Fused Acenes

Herein, we present a modular approach to pristine angularly fused planar acenes. The approach includes the Pd-catalyzed fusion of several building blocks and implements a dehydrative ?-extension (DPEX) reaction as a key step enabling facile access to diverse two-dimensional acenes. The scope was demonstrated on nine examples with up to quantitative yield.