3421-67-8

Usage

Uses

Used in Industrial Applications:
2,3,5,6-tetrachlorobenzene-1,4-dicarbaldehyde is used as a precursor in the synthesis of various organic compounds, particularly in specialized applications that require its unique chemical properties.
Used in Research Settings:
In controlled environments, 2,3,5,6-tetrachlorobenzene-1,4-dicarbaldehyde serves as a valuable compound for scientific research, enabling the exploration of its chemical behavior and potential applications in the development of new materials and compounds.
Due to its toxic nature and potential for environmental harm, the use of 2,3,5,6-tetrachlorobenzene-1,4-dicarbaldehyde is largely regulated and restricted to ensure the safety of both individuals and the environment.

Upstream product

• 2142-31-6 1,4-bis(dichloromethyl)-2,3,5,6-tetrachlorobenzene 
• 7154-26-9 2,3,5,6-Tetrachloroxylylene-α,α'-diol 
• 7664-93-9 sulfuric acid 
• 95-94-3 1,2,4,5-tetrachlorobenzene 

Downstream Products

• 35904-47-3 N-{Acetylamino-[4-(bis-acetylamino-methyl)-2,3,5,6-tetrachloro-phenyl]-methyl}-acetamide 
• 51-17-2 benzoimidazole 
• 95-94-3 1,2,4,5-tetrachlorobenzene 
• 84057-62-5 2,3,5,6-Tetrachloroterephthalylidenebis(o-aminoaniline) 
• 84057-63-6 1,4-Bis(benzimidazol-2-yl)-2,3,5,6-tetrachlorobenzene 
• 3421-69-0 C₈H₄Cl₄N₂O₂ 
• 192511-40-3 2,3,5,6-tetrachlorobenzene-1,4-dicarbonitrile oxide 

Relevant academic research and scientific papers

Synthesis of tetrachloroisophthalic and -terephthalic aldehydes and stable bis(nitrile oxides) based on them

A new route for the synthesis of 2,4,5,6-tetrachloroisophthalic and 2,3,5,6-tetrachloro-terephthalic aldehydes from the corresponding tetrachlorobenzenes was developed. The method involves dichloromethylation of the initial compounds with chloroform in th

Thermally Induced Degradation of 2,3,5,6-Tetrachloroterephthalylidenebis(o-aminoaniline)

The bis(Schiff base) 1, 2,3,5,6-tetrachloroterephthalylidenebis(o-aminoaniline), obtained by low-temperature solution condensation of o-phenylenediamine with 2,3,5,6-tetrachloroterephthalaldehyde, suffers fragmentation at 100 degC in dipolar aprotic solvent media under strictly anaerobic conditions, giving benzimidazole (3) and 1,2,4,5-tetrachlorobenzene (4).The same fragmentation of 1, although accompanied by side reactions, is observed in refluxing ethanol or toluene.The reaction involves fission of the C-C bonds connecting the central tetrachlorophenylene segment with the outer two substituent groups and probably proceeds via the ring-tautomeric bis(imidazoline) form of 1.Neither the bis(benzimidazole) 2, 1,4-bis(benzimidazol-2-yl)-2,3,5,6-tetrachlorobenzene, in which the outer two substituent groups already exist in the aromatized state, nor the bis(Schiff base) 6, terephthalylidenebis(o-aminoaniline), lacking the four bulky chloro groups at the center unit, undergo such C-C bond cleavage under the conditions indicated.These findings show that it is the combined effect of steric buttressing at the perchlorophenylene segment and imidazolation, i. e., aromatization, of the outer substituent groups which provides the driving force for the fragmentation observed.In a suitable oxidative environment, cyclodehydrogenation of the bis(Schiff base) 1 competes efficaciously enough with the degradative process to suppress the generation of the fragmentation products, and only the bis(benzimidazole) 2 is isolated.