31222-02-3

Upstream product

• 2138-22-9 4-chloro-1,2-benzenediol 
• 108-43-0 3-monochlorophenol 
• 98575-78-1 3,4-Dihydro-3,4-dihydroxy-chlorbenzol 
• 106-47-8 4-chloro-aniline 
• 67470-96-6 6-chloro-1,4-benzodioxin 
• 110851-18-8 5-Chloro-2,9,11,12,13-pentaoxa-tricyclo[8.2.1.0^3,8]trideca-3,5,7-triene 
• 106-48-9 4-chloro-phenol 
• 539-03-7 N-(4-chlorophenyl)acetamide 
• 60-29-7 diethyl ether 
• 1121-75-1 lithium 4-chlorophenolate 
• 583-63-1 ortoquinone 
• 120-80-9 benzene-1,2-diol 

Downstream Products

• 2138-22-9 4-chloro-1,2-benzenediol 

Relevant academic research and scientific papers

New topological 3D copper(ii) coordination networks: Catechol oxidation catalysis and solvent adsorption via porous properties

The reaction of CuX2 (X- = ClO4- and BF4-) with a new 1,3,5-tris(isonicotinoyloxymethyl)benzene (L) ligand gives rise to 3D coordination networks, [Cu3L4(CH3/sub

Steric effects of catalysts and substrates on catechol oxidation catalysis: Cyclodimeric copper(II) complexes containing 1,4-bis(dimethyl(quinolin-3-yl)silyl)benzene

Reaction of CuX2 with new ligand, 1,4-bis(dimethyl(quinolin-3-yl)silyl)benzene (L), in alcohol affords C2-symmetric double-alkoxy-supported cyclodimeric copper(II) complexes, [Cu(μ-OR)(L)]2(X)2 (R = Me, Et, sup

Rapid halogen substitution and dibenzodioxin formation during tyrosinase-catalyzed oxidation of 4-halocatechols

4-Fluoro-1,2-benzoquinone, generated by tyrosinase oxidation of 4-fluorocatechol in aqueous buffer, rapidly undergoes substitution by O-nucleophiles (water or catechols) with release of fluoride. 4-Chloro- and 4-bromocatechol behave similarly. The reactions, which have toxicological implications, have been monitored by spectrophotometry and HPLC/MS, and intermediate and final products, including dibenzodioxins, identified.

Dearomatization of Electron-Deficient Phenols to ortho-Quinones: Bidentate Nitrogen-Ligated Iodine(V) Reagents

Despite their broad utility, the synthesis of ortho-quinones remains a significant challenge, in particular, access to electron-deficient derivatives remains an unsolved problem. Reported here is the first general method for the synthesis of electron-deficient ortho-quinones by direct oxidation of phenols. The reaction is enabled by a novel bidentate nitrogen-ligated iodine(V) reagent, a previously unexplored class of compounds which we have termed Bi(N)-HVIs. The reaction is extremely general and proceeds with excellent regioselectivity for the ortho over para isomer. Functionalization of the ortho-quinone products was examined, resulting in a facile one-pot synthesis of catechols, as well as the incorporation of a variety of heteroatom nucleophiles. This method represents the first synthetic application of Bi(N)-HVIs and demonstrates their potential as a platform for the further development of highly reactive, but also highly tunable, I(V) reagents.

Associative chemosensing by fluorescent macrocycle-dye complexes-a versatile enzyme assay platform beyond indicator displacement

A label-free in situ method to monitor reactions in real time by using fluorescent supramolecular chemosensors based on cucurbit[8]uril is presented. It allows sensing of enzymatic activity, inhibitor and activator screening, and analyte detection with unprecedented versatility and high sensitivity.

Kinetic characterisation of o-aminophenols and aromatic o-diamines as suicide substrates of tyrosinase

We study the suicide inactivation of tyrosinase acting on o-aminophenols and aromatic o-diamines and compare the results with those obtained for the corresponding o-diphenols. The catalytic constants follow the order aromatic o-diamines max/KmS, follows this order: o-diphenols > o-aminophenols > aromatic o-diamines.

Studies of the competing rates of catechol oxidation and suicide inactivation of tyrosinase

Tyrosinase oxidation of catechols to ortho-quinones is accompanied by suicide inactivation of the enzyme. The rates of these competing processes vary and depend on the nature of ring substituents. For a series of 4-substituted catechols the relationships between structure and reaction rates have been examined using multiple regression. Significant but different structure-rate relationships were found for each process. The oxidation rate (k1) is greatest for short hydrophobic substituents; there is an optimum substituent hydrophobicity (π 0.7) for the rate of inactivation (k2). ARKAT USA, Inc.

Redox Interactions of Cr(VI) and Substituted Phenols: Products and Mechanism

The mechanisms of aqueous oxidation-reduction interactions between Cr(VI) and substituted phenols (RArOH) were characterized by kinetic analysis and determinations of reaction products and intermediates. A rapid, peroxidative equilibrium between HCrO4(-) and RArOH forms chromate ester intermediates, as verified by spectroscopy. The subsequent rate-limiting ester decomposition proceeds via innersphere electron transfer. The overall rate dependence on [H(+)] is well accounted for by three parallel redox pathways involving zero, one, and two protons. The two-proton pathway dominates at pH = 5. The parallel reaction rate expression was fitted to data for 4-methyl-, 4-methoxy-, 2,6-dimethoxy-, and 3,4-dimethoxyphenol for pH 1-6. Beside accurately predicting rates for the calibrated conditions, the model predicts a sharp decline in rates at pH >= 6. Rates subsequently measured at pH 7 agreed well with those calculated a priori. Such predictions suggest that the proposed mechanism is robust and accurate. Rate constants were correlated with Hammett-type substituent parameters. Reaction products indicated both one- and two-electron pathways.