58997-70-9

Upstream product

• 615-87-2 1,5-dibromo-2,4-dimethylbenzene 
• 108-38-3 m-xylene 

Downstream Products

• 224-41-9 dibenz[a,j]anthracene 
• 868847-74-9 1,5-dibromo-2,4-divinylbenzene 
• 97094-37-6 2,4-dibromobenzene-1,5-dicarboxaldehyde 

Relevant academic research and scientific papers

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.

Synthesis of a Helical Analogue of Kekulene: A Flexible ?€-Expanded Helicene with Large Helical Diameter Acting as a Soft Molecular Spring

A π-expanded helicene that is the helically twisted analogue of kekulene was synthesized using a 6-fold ring-closing olefin metathesis (RCM) reaction as a key step. The π-expanded geometry with large helical diameter (dh = 10.2 ?), consisting o

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 ×

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

Aromatic monomers, each containing at least one o-ethynyl carboxylic acid halide subunit: STR1 wherein X is Cl or Br. These monomers can be reacted with amines to form aromatic polyamide resins which can be thermally treated to undergo intromolecular cyclization, without evolution of volatiles, into polyimidines.