2158-79-4

Basic information

• Product Name: 2-[(2-hydroxyethyl)(methyl)amino]cyclohexa-2,5-diene-1,4-dione
• Synonyms: 2-[(2-hydroxyethyl)(methyl)amino]cyclohexa-2,5-diene-1,4-dione
• CAS NO: 2158-79-4
• Molecular Weight: 181.191
• Mol File: 2158-79-4.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 2-[(2-hydroxyethyl)(methyl)amino]cyclohexa-2,5-diene-1,4-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 2-[(2-hydroxyethyl)(methyl)amino]cyclohexa-2,5-diene-1,4-dione(2158-79-4)
• EPA Substance Registry System: 2-[(2-hydroxyethyl)(methyl)amino]cyclohexa-2,5-diene-1,4-dione(2158-79-4)

Safety Data

• Hazardous Substances Data: 2158-79-4(Hazardous Substances Data)

Upstream product

• 109-83-1 (2-hydroxyethyl)(methyl)amine 
• 106-51-4 p-benzoquinone 
• 13033-30-2 2-[(2-hydroxy-ethyl)-methyl-amino]-[1,4]benzoquinone 
• 2880-58-2 2-methoxy-1,4-benzoquinone 

Downstream Products

• 105143-22-4 2,5-bis-[(2-hydroxy-ethyl)-methyl-amino]-[1,4]benzoquinone 
• 26438-50-6 4-ethyl-3,4-dihydro-2H-benzo[b][1,4]oxazin-6-ol 

Relevant articles and documents

PHENAZINE-BASED COMPOUNDS AND USE THEREOF AS REDOX FLOW BATTERY ELECTROLYTE

The present invention relates to novel phenazine-based compounds of formula (l)(a) and (l)(b) and compositions comprising the same and their use as redox flow battery electrolytes.(l)(a), (l)(b)

Quinone-quinol equilibria in solutions of 2-(β-hydroxyethyl)amino-benzo-1,4-quinones. A spectrophotometric and polarographic study

2-(β-Hydroxyethyl)aminobenzo-1,4-quinones are electrochemically reduced in two steps. The more positive wave corresponds to the reduction of the quinone form, the second at a potential more negative by 0.7 V is attributed to the reduction of the less conjugated quinol. Electronic spectra enabled determination of equilibrium constants (K = [quinone]/[quinol]) as well as the equilibrium constants for the addition of hydroxide ions to the 1-carbonyl group. Changes of polarographic limiting current with pH indicated that the conversion of the quinone into quinol is base catalyzed. The addition of OH- ions is followed by a ring formation, resulting from an attack of the -O- group on the β-carbon in the side chain. Structural effects on the measured overall constant K indicate that substituents on the quinone ring and in the side chain exert different effects on addition of OH- and on the rate-determining step. Oxidation-reduction potentials of these quinones follow linear free energy relationships as expected. As 2-(β-hydroxyethyl)aminobenzoquinones are formed by hydrolysis of ethyleneiminoquinones, used as cancerostatics, observed equilibria may occur under physiological conditions.