2166-24-7

Basic information

• Product Name: 3,6-Pyridazinedicarboxylic acid, dimethyl ester
• CAS NO: 2166-24-7
• Molecular Formula: C8H8N2O4
• Molecular Weight: 196.163
• Mol File: 2166-24-7.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 3,6-Pyridazinedicarboxylic acid, dimethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 3,6-Pyridazinedicarboxylic acid, dimethyl ester(2166-24-7)
• EPA Substance Registry System: 3,6-Pyridazinedicarboxylic acid, dimethyl ester(2166-24-7)

Safety Data

• Hazardous Substances Data: 2166-24-7(Hazardous Substances Data)

Upstream product

• 2166-14-5 1,2,4,5-tetrazine-3,6-dicarboxylic acid dimethyl ester 
• 19981-73-8 1,4-Dihydro-1,4-etheno-naphthalin-2,3-dicarbonsaeure 
• 2564-83-2 2,2,6,6-tetramethyl-piperidine-N-oxyl 
• 75-20-7 calcium carbide 

Downstream Products

• 78213-68-0 3,6-diformylpyridazine 
• 52251-19-1 2-(N,N-dimethylamino)terephthlate dimethyl ester 
• 36727-17-0 1,4-dimethyl 2-methoxybenzene-1,4-dicarboxylate 

Relevant articles and documents

Dealkenylative Ni-Catalyzed Cross-Coupling Enabled by Tetrazine and Photoexcitation

A new and general method to functionalize the C(sp3)-C(sp2) bond of alkyl and alkene linkages has been developed, leading to the dealkenylative generation of carbon-centered radicals that can be intercepted to undergo Ni-catalyzed C(sp3)-C(sp2) cross-coupling. This one-pot protocol leverages the easily procured alkene feedstocks for organic synthesis with excellent functional group compatibility without the need for a photoredox catalyst.

Access to polysubstituted naphthalenes and anthracenes via a retro-Diels–Alder reaction

Naphthalene and anthracene nuclei are present in several natural and synthetic compounds. Due to their unique physical and chemical properties, access to functionalized naphthalenes and anthracenes has attracted the attention of both synthetic and medicinal chemists over the decades. In this study, successive Diels–Alder/retro-Diels–Alder reactions of dimethyl 1,2,4,5-tetrazine-3,6-dicarboxylate with various bicyclic alkenes in one pot to yield naphthalene and anthracene derivatives are reported. Using anti- and syn-cyclotrimers derived from the cyclotrimerization of benzobarrelene as alkene partner enabled efficient synthesis of trinaphthylene.

Trapping of unsaturated fulvene endoperoxides with dimethyl 1,2,4,5- tetrazine-3,6-dicarboxylate: A new synthesis of alkylidene- and arylidenemalonaldehydes

Unsaturated fulvene endoperoxides (2a-e) were trapped with dimethyl 1,2,4,5-tetrazine-3,6-dicarboxylate (4). The formed saturated fulvene endoperoxides containig 1,2-dihydropyridazine ring (6a-e) were characterised by spectroscopic methods. Treatment of (6a-e) with cobalt(II) tetraphenylporphyrin (CoTPP) provided alkylidene-and arylidenemalonaldehydes (9a-e).