Category: 84743-77-1

Kiehlmann, E. published the artcileBromophloroglucinols and their methyl ethers, Quality Control of 84743-77-1, the main research area is phloroglucinol bromo; resorcinol bromo; methoxyphenol bromo; bromination phloroglucinol resorcinol methoxyphenol.

All 16 bromination products of phloroglucinol and its Me ethers, as well as five bromoresorcinols and three of their di-Me ethers, were synthesized and analyzed by NMR spectroscopy. Two or three equivalent of Br convert phloroglucinol to di- and tribromophloroglucinol, 5-methoxyresorcinol to the tri- and 2,4-dibromo, 3,5-dimethoxyphenol to the tri- and 2,6-dibromo, and 1,3,5-trimethoxybenzene to the dibromo derivative With 1 equiv of Br, 3,5-dimethoxyphenol reacts preferentially at C-2 while 5-methoxyresorcinol gives both monobromo isomers. Partial debromination with Na2SO3 yields successively 2,4-dibromo- and 2-bromo-5-methoxyresorcinol from the tribromo compound but fails with brominated 3,5-dimethoxyphenol. In the resorcinol series, C-2 is invariably the least reactive position. 4,6-Dibromo-5-methoxyresorcinol and 2,4-dibromo-3,5-dimethoxyphenol are accessible by methylation of dibromophloroglucinol, obtained from 3,5-dibromo-2,4,6-trihydroxybenzoic acid by decarboxylation. In contrast to resorcinol and tribromoresorcinol, the partial bromination of phloroglucinol and debromination of tribromophloroglucinol are not selective. The 13C-NMR spectra of bromophloroglucinol Me ethers show characteristic downfield shifts for methoxy groups orthogonal to the aromatic ring plane.

Canadian Journal of Chemistry published new progress about Bromination. 84743-77-1 belongs to class bromides-buliding-blocks, name is 2-Bromobenzene-1,3,5-triol, and the molecular formula is C6H5BrO3, Quality Control of 84743-77-1.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Wang, Degui published the artcileFree radical induced oxidation of phloroglucinol. A pulse radiolysis and EPR study, Category: bromides-buliding-blocks, the main research area is radical induced oxidation phloroglucinol ESR; pulse radiolysis phloroglucinol.

Phloroglucinol (I)-derived radicals have been studied using pulse radiolysis and EPR spectroscopy. I (pKa = 8.0) and its anion (II) (pKa = 9.2) have phenolic structures while the 3,5-dihydrocyclohex-2,5-dienone structure predominates in the dianion (III). The neutral OH-adduct radicals (IIIa; λmax = 345 nm) rapidly eliminate water (k = 2 × 105 s-1) yielding the 3,5-dihydroxyphenoxyl radical (IV; λmax = 495 nm, pKa = 6.5). IV and its monoanion (V; λmax = 550 nm, pKa = 8.6), its isomer VI, derived from III (λmax > 800 nm), and the dianion (VII; λmax = 640 nm) can be generated directly with the N3 radical (k = 1.4 × 109 dm3 mol-1 s-1 at pH 6). All four radicals have been characterized by EPR. VI reacts with the phloroglucinol monoanion II with a rate constant of 2 × 107 dm3 mol-1 s-1. Formation of an adduct is excluded by EPR. Therefore, electron transfer from II to VI is favored as an explanation for this reaction. IV does not react with O2 (k < 4 × 105 dm3 mol-1 s-1); the anions V and VI do so quite rapidly (k = 2.1 × 108 and 1.9 × 108 dm3 mol-1 s-1, resp.) and at pH 7, O2 is consumed with G = 15 × 10-7 mol J-1. Although Br2•- mainly produces radicals IV and V, bromination occurs with an efficiency of at least 10%. Journal of the Chemical Society, Perkin Transactions 3: Physical Organic Chemistry published new progress about Autoxidation kinetics. 84743-77-1 belongs to class bromides-buliding-blocks, name is 2-Bromobenzene-1,3,5-triol, and the molecular formula is C6H5BrO3, Category: bromides-buliding-blocks.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Saccone, Marco published the artcileImproving the mesomorphic behaviour of supramolecular liquid crystals by resonance-assisted hydrogen bonding, Synthetic Route of 84743-77-1, the main research area is supramol liquid crystal preparation hydrogen bonding mesomorphic behavior.

A systematic structure-property relationship study on hydrogen-bonded liquid crystals was performed, revealing the impact of resonance-assisted hydrogen bonds (RAHBs) on the self-assembling behavior of the supramol. architecture. The creation of a six-membered intramol. hydrogen-bonded ring acts as a counterpart to the self-organization between hydrogen bond donators and acceptors and determines thus the suprastructure. Variation of the hydrogen-bonding pattern allowed us to significantly improve the temperature range of the reported liquid crystalline assemblies.

Journal of Materials Chemistry C: Materials for Optical and Electronic Devices published new progress about Hydrogen bond (resonance-assisted). 84743-77-1 belongs to class bromides-buliding-blocks, name is 2-Bromobenzene-1,3,5-triol, and the molecular formula is C6H5BrO3, Synthetic Route of 84743-77-1.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Dinesh, Chimmanamada U. published the artcileCatalytic halogenation of selected organic compounds mimicking vanadate-dependent marine metalloenzymes, Recommanded Product: 2-Bromobenzene-1,3,5-triol, the main research area is halogenation mimic vanadate marine metalloenzyme; benzene halogenation mimic vanadate marine metalloenzyme; benzentriol halogenation mimic vanadate marine metalloenzyme; iodination mimic vanadate marine metalloenzyme; chlorination mimic vanadate marine metalloenzyme; fluorination mimic vanadate marine metalloenzyme; bromination mimic vanadate marine metalloenzyme.

The ammonium metavanadate, mimicking vanadate-dependent metalloenzymes, efficiently catalyzes the halogenation of a variety of organic substrates in dilute conditions in moderate to good yields using dilute hydrogen peroxide (30%) as an oxidizing agent exhibiting remarkable ortho selectivity with electron-rich aromatic compounds Bromination of 1,3,5-benzenetriol (ammonium vanadate/hydrogen peroxide) gave 2-bromo-1,3,5-benzenetriol in 75% yield.

Journal of the Chemical Society, Chemical Communications published new progress about Aromatic compounds Role: RCT (Reactant), RACT (Reactant or Reagent). 84743-77-1 belongs to class bromides-buliding-blocks, name is 2-Bromobenzene-1,3,5-triol, and the molecular formula is C6H5BrO3, Recommanded Product: 2-Bromobenzene-1,3,5-triol.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Wu, Jie published the artcileDerivatives of Natural Product Agrimophol as Disruptors of Intrabacterial pH Homeostasis in Mycobacterium tuberculosis, Formula: C6H5BrO3, the main research area is agrimophol derivative antitubercular disruption pH homeostasis Mycobacterium tuberculosis; agrimophol; coumarin; diphenylmethane scaffold; intrabacterial pH homeostasis; pharmacophores.

This article reports the rational medicinal chem. of a natural product, agrimophol (1), as a new disruptor of intrabacterial pH (pHIB) homeostasis in Mycobacterium tuberculosis (Mtb). Through the systematic investigation of the structure-activity relationship of 1, scaffold-hopping of the diphenylmethane scaffold, pharmacophore displacement strategies, and studies of the structure-metabolism relationship, a new derivative 5a was achieved. Compound 5a showed 100-fold increased potency in the ability to reduce pHIB to pH 6.0 and similarly improved mycobactericidal activity compared with 1 against both Mycobacterium bovis-BCG and Mtb. Compound 5a possessed improved metabolic stability in human liver microsomes and hepatocytes, lower cytotoxicity, higher selectivity index, and similar pKa value to natural 1. This study introduces a novel scaffold to an old drug, resulting in improved mycobactericidal activity through decreasing pHIB, and may contribute to the critical search for new agents to overcome drug resistance and persistence in the treatment of tuberculosis.

ACS Infectious Diseases published new progress about Chromans Role: PAC (Pharmacological Activity), SPN (Synthetic Preparation), THU (Therapeutic Use), BIOL (Biological Study), PREP (Preparation), USES (Uses) (chromanones). 84743-77-1 belongs to class bromides-buliding-blocks, name is 2-Bromobenzene-1,3,5-triol, and the molecular formula is C6H5BrO3, Formula: C6H5BrO3.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Kumar, Macharla Arun published the artcileBromination of aromatic compounds using ammonium bromide and Oxone, Formula: C6H5BrO3, the main research area is aromatic selective bromination ammonium bromide Oxone water; bromo arene green preparation.

A simple, efficient, and mild method for the selective bromination of activated aromatic compounds using NH4Br as Br source and Oxone as oxidant in MeOH or aqueous solution was reported. The reaction proceeded at ambient temperature in yields ranging from moderate to excellent without a catalyst.

Synthesis published new progress about Aryl bromides Role: SPN (Synthetic Preparation), PREP (Preparation). 84743-77-1 belongs to class bromides-buliding-blocks, name is 2-Bromobenzene-1,3,5-triol, and the molecular formula is C6H5BrO3, Formula: C6H5BrO3.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary