97094-37-6

Basic information

• Product Name: 2,4-dibromobenzene-1,5-dicarboxaldehyde
• Synonyms: 2,4-dibromobenzene-1,5-dicarboxaldehyde
• CAS NO: 97094-37-6
• Molecular Weight: 291.927
• Mol File: 97094-37-6.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 2,4-dibromobenzene-1,5-dicarboxaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-dibromobenzene-1,5-dicarboxaldehyde(97094-37-6)
• EPA Substance Registry System: 2,4-dibromobenzene-1,5-dicarboxaldehyde(97094-37-6)

Safety Data

• Hazardous Substances Data: 97094-37-6(Hazardous Substances Data)

Usage

General Description

2,4-dibromobenzene-1,5-dicarboxaldehyde is a chemical compound that belongs to the class of benzene derivatives. It consists of a benzene ring with two bromine atoms attached at positions 2 and 4, and two aldehyde groups at positions 1 and 5. 2,4-dibromobenzene-1,5-dicarboxaldehyde is commonly used in organic synthesis as a building block for the preparation of various organic compounds. It is also used as a starting material for the synthesis of pharmaceuticals, agrochemicals, and dyes. Additionally, 2,4-dibromobenzene-1,5-dicarboxaldehyde is a useful reagent in the development of new materials and in chemical research. However, it should be handled with care due to its potential hazards and toxicity.

Upstream product

• 133430-73-6 Acetic acid acetoxy-(2,4-dibromo-5-diacetoxymethyl-phenyl)-methyl ester 
• 58997-70-9 1,5-dibromo-2,4-bis(dibromomethyl)benzene 
• 615-87-2 1,5-dibromo-2,4-dimethylbenzene 
• 108-38-3 m-xylene 

Downstream Products

• 133430-76-9 4,6-dimethylselenoisophthalaldehyde 
• 143810-50-8 4-bromo-6-methylselenoisophthalaldehyde 
• 143810-46-2 4-ethylthio-6-methylselenoisophthalaldehyde 
• 446265-59-4 2,4-dibromo-5-[1,3]dioxolan-2-ylbenzaldehyde 
• 446265-66-3 1,5-dibromo-2,4-di[(Z)-2-bromovinyl]benzene 
• 446265-61-8 1,5-dibromo-2-[(Z)-2-dibromovinyl]-4-[1,3]dioxolan-2-ylbenzene 
• 446265-60-7 1,5-dibromo-2-(2,2-dibromovinyl)-4-[1,3]dioxolan-2-ylbenzene 
• 446265-70-9 (-)-2,4-dibromo-5-{(Z)-[(1S,3aS,4S,7aS)-1-tert-butoxy-7a-methyl-2,3,3a,4,7,7a-hexahydro-1H-inden-4-yl]vinyl}benzaldehyde 
• 446265-63-0 (-)-(1S,3aS,4S,7aS)-1-tert-butoxy-4-{(Z)-2-[2,4-dibromo-5-((Z)-2-bromovinyl)phenyl]vinyl}-7a-methyl-2,3,3a,4,7,7a-hexahydro-1H-indene 
• 446265-71-0 (-)-(1S,3aS,4S,7aS)-1-tert-butoxy-4-{(Z)-2-[2,4-dibromo-5-(2,2-dibromovinyl)phenyl]vinyl}-7a-methyl-2,3,3a,4,7,7a-hexahydro-1H-indene 
• 446265-62-9 (-)-(1S,3aS,4S,7aS)-1-tert-butoxy-4-{(Z)-2-[2,4-dibromo-5-([1,3]dioxolan-2-yl)phenyl]vinyl}-7a-methyl-2,3,3a,4,7,7a-hexahydro-1H-indene 

Relevant articles and documents

Simultaneous Generation of a [2 × 2] Grid-Like Complex and a Linear Double Helicate: a Three-Level Self-Sorting Process

Two constitutional dynamic libraries (CDLs) - each containing two amines, two dialdehydes, and two metal salts - have been found to self-sort, generating two pairs of imine-based metallosupramolecular architectures (sharing no component) each with a [2 ×

Efficient Synthesis of Bis(dibromomethyl)arenes as Important Precursors of Synthetically Useful Dialdehydes

This work presents an efficient synthesis of bis(dibromomethyl)benzenes and a bis(dibromomethyl)thiophene as precursors of aromatic dialdehydes by bromination of dimethyl-substituted arenes under various reaction conditions (yields up to 99%). Several new variants of this reaction, including the use of N-bromosuccinimide (NBS) and bromine, and various solvents to replace carbon tetrachloride, benzene and carbon disulfide, were also tested. In the optimised protocols, the inconvenient solvents were replaced by 1,2-dichloroethane (DCE) and/or acetonitrile. In the DCE protocols, we reduced reaction times 24-32-fold, reduced the amount of NBS a fewfold and lowered power consumption relative to the literature protocols. The procedures also allowed elimination of long-lasting incandescent irradiation (100-500 W). The replacement of NBS by bromine led to a further reduction in the amount of brominating agent. The obtained bromo derivatives were efficiently converted into the corresponding dialdehydes (90-96%), which in turn are useful in materials chemistry.

Polycyclic aromatic hydrocarbons by ring-closing metathesis

A strategy for the synthesis of polycyclic aromatic hydrocarbons (PAHs) by the ring-closing olefin metathesis (RCM) of pendant olefins on a phenylene backbone has been developed. RCM of 2,4′,6′,2″-tetravinyl-[1, 1′;3′,1″]terphenyl and 2,2′,5′,2″- tetravinyl-[1,1′;4′,1′]terphenyl affords in high yield the isomeric [a,j] and [a,h] dibenzanthracenes, respectively. In contrast with other intramolecular annulation methods, such as Friedel-Crafts acylations, this reaction is completely regioselective. Since RCM is reversible and PAHs are often thermodynamic sinks, this strategy is an effective and general method for the preparation of PAHs. Density functional theory calculations support these results. Carbon disulfide is a suitable solvent for these reactions.