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

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

Uses

Used in Organic Synthesis:
2,4-dibromobenzene-1,5-dicarboxaldehyde is used as a building block for the preparation of various organic compounds, leveraging its structural features to facilitate the creation of a wide range of chemical products.
Used in Pharmaceutical Synthesis:
In the pharmaceutical industry, 2,4-dibromobenzene-1,5-dicarboxaldehyde is used as a starting material for the synthesis of drugs, contributing to the development of new medicinal agents.
Used in Agrochemical Production:
2,4-dibromobenzene-1,5-dicarboxaldehyde is also utilized as a starting material in the synthesis of agrochemicals, playing a role in the development of products for agricultural applications.
Used in Dye Manufacturing:
2,4-dibromobenzene-1,5-dicarboxaldehyde is used in the production of dyes, capitalizing on its chemical properties to create colorants for various industries.
Used in Material Development:
As a reagent, 2,4-dibromobenzene-1,5-dicarboxaldehyde is instrumental in the development of new materials, supporting innovation in material science.
Used in Chemical Research:
In the realm of chemical research, 2,4-dibromobenzene-1,5-dicarboxaldehyde serves as a valuable reagent, aiding in the exploration and understanding of chemical reactions and mechanisms.

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

• 73289-93-7 4-bromo-6-hydroxyisophthalaldehyde 
• 224-41-9 dibenz[a,j]anthracene 
• 143810-50-8 4-bromo-6-methylselenoisophthalaldehyde 
• 133430-76-9 4,6-dimethylselenoisophthalaldehyde 
• 97094-38-7 4,6-bis(phenylethynyl)-1,3-dicarbaldehyde 

Relevant articles and documents

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

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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.

Selective oxidation of alkyl benzenes using CrO3 combined with Ce(SO4)2

A novel system of oxidant-CrO3 combined with Ce(SO 4)2, has been demonstrated to be an effective and economic oxidant for the oxidation of alkyl benzenes to ketones or aldehydes with little by-products and high yields. Including 1-(2,4-diethylphenyl)ethanone (3), seven alkyl benzenes have been studied, the products have been characterized by the elemental analyses, 1H, 13C NMR and EI-MS. The possible mechanisms of this oxidation reaction were also proposed. The obtained 5-acetyl-3- methylisobenzofuran-1(3H)-one (5), the by-product of 3 was also confirmed by the crystal structure.

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.

Ethynyl-containing phthaloyl halides

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