124251-43-0

Upstream product

• 120-80-9 benzene-1,2-diol 
• 109-73-9 N-butylamine 
• 119014-47-0 2-amino-5-hydroxy-[1,4]benzoquinone-4-imine 
• 16523-31-2 4,6-diaminoresorcin dihydrochloride 
• 533-73-3 1,2,4-Trihydroxybenzene 

Downstream Products

• 1132799-35-9 [(1,1'-bis(diphenylphosphino)ferrocene)Cu(N,N'-di-n-butyl-2-amino-5-alcoholate-1,4-benzoquinonemonoiminium(-1H))] 
• 1263816-26-7 [Pd(II)(azobenzene(-H))(4-(n-butylamino)-6-(n-butylimino)-3-oxocyclohexa-1,4-dien-1-olate^(1-))] 
• 1357474-72-6 [Ru(PPh₃)2(H)(CO)(4-(n-butylamino)-4-(n-butylimino)-3-oxocyclohexa-1,4-dien-1-olate)] 

Relevant academic research and scientific papers

Reactivity of TCNE or TCNQ derivatives of quinonoid zwitterions: Platinum-induced HCN elimination vs oxidative-addition

The reaction of the functional, zwitterionic quinonoid molecule (6E)-4-(butylamino)-6-(butyliminio)-3-oxo-2-(1,1,2,2-tetracyanoethyl) cyclohexa-1,4-dien-1-olate, [C6H-2-{C(CN)2C(CN) 2H}]-4,6-(???NH n-Bu)2-1, 3(?

Small Panchromatic and NIR Absorbers from Quinoid Zwitterions

The transamination of oxoaminobenzoquinonemonoimine (BQI derivatives), an unconventional zwitterionic quinone, allows isolation of a series of compounds featuring electron-donating aryl auxochromes. The substitution has a very strong impact on the electro

Rapid and facile solvent-free mechanosynthesis in a cell lysis mill: Preparation and mechanochemical complexation of aminobenzoquinones

A cell lysis mill, typically used for the breakdown of biological structures in microbiological and biochemical studies, was used as a tool for rapid, solvent-free and general synthesis of short- and long-chain substituted zwitterionic meta- and para-amin

Model reactions for the quinone-containing copper amine oxidases. Anaerobic reaction pathways and catalytic aerobic deamination of activated amines in buffered aqueous acetonitrile

The quinone form 2 of the N-pivaloyl derivative of 6-hydroxydopamine, developed as a model for the quinone form of the peptidyl 2,4,5-trihydroxyphenylalanine (TOPA) cofactor of the copper amine oxidases, is an effective catalyst for aerobic oxidative deamination of activated amines (e.g., benzylamine and cinnamylamine) in buffered aqueous acetonitrile. The reaction efficiency increases at higher pH and exceeds six turnovers for benzylamine at pH 10, where an apparent α-C deuterium kinetic isotope effect of 10 is observed. The yield is limited by the eventual conversion of 2 to the corresponding benzoxazoles (confirming nucleophilic attack of amine at the most electrophilic C-5 carbonyl) and other forms which are incapable of oxidative recycling. Copper(II) inhibits the reaction, in contrast to the free TOPA amino acid, which deaminates benzylamine only when Cu(II) is present. Under anaerobic "single turnover" conditions, the products of catalyst reduction are (alkylamino)resorcinols formed via redox cycling reactions of the initial reduced cofactor (either benzenetriol or aminoresorcinol) in the presence of excess amine. Unactivated amines exhibit low deaminative turnover and at high concentrations effect side-chain cleavage of the quinone catalyst induced by C-1 Michael addition of amine to the intermediate N-alkyl quinone imines.

Addition of Aliphatic and Aromatic Amines to Catechol in Aqueous Solution Under Oxidizing Conditions

The oxidation of catechol in the presence of two aliphatic and aromatic amines has been investigated.In aqueous solutions of pH 7.0 and 11.7, the substitution pattern of the adduct was dependent on the type of amine used.Aromatic amines produced 4,5-disub