2490-58-6

Usage

Chemical structure

1,4-Cyclohexadiene-1,4-dicarboxylic acid, 2,5-dichloro-3,6-dioxo-, diethyl ester

Functional groups

Ester, Dichloro, Cyclohexadiene

Use

Precursor in the manufacturing of polymers (polyethylene terephthalate (PET) and polybutylene terephthalate (PBT))

Application

Raw material for the synthesis of specialty chemicals and pharmaceuticals

Hazardous nature

Causes irritation to skin, eyes, and respiratory system

Toxicity

Toxic if ingested or inhaled

Safety precautions

Handle and store in accordance with safety guidelines

Upstream product

• 787-07-5 diethyl 1,4-cyclohexanedione-2,5-dicarboxylate 
• 64-17-5 ethanol 
• 5870-38-2 diethyl 2,5-(dihydroxy)terephthalate 
• 7782-50-5 chlorine 
• 16877-79-5 diethyl 2,5-dihydroxy-1,4-cyclohexadiene-1,4-dicarboxylate 
• 71-43-2 benzene 

Downstream Products

• 132507-16-5 Diethyl-2,5-diamino-3,6-dioxocyclohexa-1,4-dien-1,4-dicarboxylat 
• 856055-71-5 diethyl 2,3,5,6-tetrahydroxybenzene-1,4-dicarboxylate 
• 2490-59-7 2,5-dianilino-3,6-dioxo-cyclohexa-1,4-diene-1,4-dicarboxylic acid diethyl ester 

Relevant academic research and scientific papers

METHOD OF PRODUCING DICHLOROQUINONE DERIVATIVE

PROBLEM TO BE SOLVED: To provide a method of producing a dichloroquinone derivative which is versatile, easily applicable to an industrial process, and also advantageous in terms of production cost. SOLUTION: In a method of producing a dichloroquinone der

2,5-Dihydroxyterephthalates, 2,5-dichloro-1,4-benzoquinone-3,6- dicarboxylates, and polymorphic 2,5-dichloro-3,6-dihydroxyterephthalates

Reaction of 2,5-dihydroxycyclohexa-1,4-diene-1,4-dicarboxylates with one equivalent of N-chlorosuccinimide cleanly gives 2,5-dihydroxyterephthalates; reaction with four equivalents of N-chlorosuccinimide gives 2,5-dichloro-l,4- benzoquinone-3,6-dicarboxylates instead. The latter compounds react with sodium dithionite to give 2,5-dichloro-3,6-dihydroxyterephthalates, which will find use in the study of polymorphic phase changes. Georg Thieme Verlag Stuttgart.