608-33-3Relevant articles and documents
Photocatalytic Degradation of 4,4′-Isopropylidenebis(2,6-dibromophenol) on Magnetite Catalysts vs. Ozonolysis Method: Process Efficiency and Toxicity Assessment of Disinfection By-Products
Balawejder, Maciej,Barylyak, Adriana,Bobitski, Yaroslav,Kisa?a, Joanna,Tomaszewska, Anna
, (2022/03/31)
Flame retardants have attracted growing environmental concern. Recently, an increasing number of studies have been conducted worldwide to investigate flame-retardant sources, environmental distribution, living organisms’ exposure, and toxicity. The presented studies include the degradation of 4,4′-isopropylidenebis(2,6-dibromophenol) (TBBPA) by ozonolysis and photocatalysis. In the photocatalytic process, nano-and micro-magnetite (n-Fe3 O4 and μ-Fe3 O4) are used as a catalyst. Monitoring of TBBPA decay in the photocatalysis and ozonolysis showed photocatalysis to be more effective. Significant removal of TBBPA was achieved within 10 min in photocatalysis (ca. 90%), while for ozonation, a comparable effect was observed within 70 min. To determine the best method of TBBPA degradation concentration on COD and TOC, the removals were examined. The highest oxidation state was obtained for photocatalysis on μ-Fe3 O4, whereas for n-Fe3 O4 and ozonolysis, the COD/TOC ratio was lower. Acute toxicity results show noticeable differences in the toxicity of TBBPA and its degradation products to Artemia franciscana and Thamnocephalus platyurus. The EC50 values indicate that TBBPA degradation products were toxic to harmful, whereas the TBPPA and post-reaction mixtures were toxic to the invertebrate species tested. The best efficiency in the removal and degradation of TBBPA was in the photocatalysis process on μ-Fe3 O4 (reaction system 1). The examined crustaceans can be used as a sensitive test for acute toxicity evaluation.
Halogenated method of aromatic compound
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, (2021/11/10)
The invention belongs to the field of organic synthesis, and particularly relates to synthesis of aromatic halogens, in particular to arylamine. The invention discloses a synthesis method of a corresponding ortho-halogenated product from aromatic compounds such as carbazole and phenol. The method comprises the following steps: adding a metal sulfonate salt catalyst, aromatic amine, carbazole, phenol and other hydrogen - heteroatom-containing aromatic compound reaction substrates, a halogenation reagent and a reaction solvent at a specific reaction temperature. After the drying agent is dried, the yield of the reaction product and the nuclear magnetic characterization determining structure are determined by column chromatography. The reaction product yield is determined by gas chromatography. By adopting the method, under the cheap metal salt catalyst, a plurality of ortho-substituted brominated and chloro products can be obtained with moderate to excellent yield.
Green halogenation reactions for (hetero)aromatic ring systems in alcohol, water, or no solvent
Kajorinne, Jessie K.,Steers, Jennifer C.M.,Merchant, Marnie E.,MacKinnon, Craig D.
, p. 1087 - 1091 (2018/11/25)
A new method of brominating aromatic and heteroaromatic ring systems is investigated. The combination of hydrobromic acid as the halogen source, hydrogen peroxide as the oxidant, and ethanol, water, or no solvent are evaluated as greener conditions than those that have been previously published. The new conditions give high yields and good regioselectivity for a variety of substrates when the ring is activated by electron-donating groups or heteroatoms. Phenols, anisole, thiophenes, and pyrrole give comparable or superior results when compared to a traditional bromination by N-bromosuccinimide in tetrahydrofuran. Other nitrogen-containing heterocycles do not react under the conditions because they are protonated and hence deactivated; similarly, substrates with electron-withdrawing groups are not brominated. The reaction is very tolerant of a variety of functional groups.
Method of preparing styrenated phenol derivatives
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Paragraph 0056-0059, (2017/05/12)
The present invention relates to a method for selectively producing a di-styrenated phenol derivative. According to the present invention, the method for selectively producing the di-styrenated phenol derivative enables the selective production of the di-styrenated phenol derivative ensuring thermal stability and discoloration stability. Additionally, it is also possible to increase reaction yields by minimizing residual reaction materials. To this end, the method for selectively producing the di-styrenated phenol derivative comprises the following steps: a first step for producing a dihalo-substituted phenol derivative represented by chemical formula 3; and a second step for producing the di-styrenated phenol derivative represented by chemical formula 1.COPYRIGHT KIPO 2017
A highly selective synthetic method for distyrenated phenol
Son, Seokhwan,Kim, Jinhyun,Ahn, Hogeun,Jang, Mikyeong,Kwak, Wonbong,Jung, Sunghun,Chung, Minchul
, p. 2703 - 2706 (2017/03/09)
Styrenated phenol is an antioxidant synthesized by catalytic reaction of a Bronsted acid and Lewis acid Composition ratio of compound varies based on the amounts source material and catalyst. In this study the composition of the styrenated phenol of monomer, dimer, trimer product synthesized by designing on experiment for increasing selectively. These styrenated phenol were analyzed using a MALDI-TOF MS, FT/IR Spectrometer, 1H(13C)-NMR, and Gas Chromatography (GC).
Thermal Protodeboronation of hydroxyarene Boronic Acids and Its Application to ortho- and meta- Functionalization of hydroxyarene Using Boronic Acids as Blocking and Directing Groups
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Paragraph 0128; 0129; 0131-0133, (2016/10/27)
The present invention refers to hydroxy arene boron acid compounds that thermal de borohydride of phenolic compounds using functional groups in ortho-or meta-position with hydroxy [...] manufacturing method relates to, more particularly boron position and outputs ortho of phenol then substituted acid, ortho-or meta-position boron arene hydroxy then introduced to a functional groups in making and compounds, thermal de using borohydride said boron acid by removing phenol from ortho-or meta-position functional groups in have been introduced method for preparing the compounds of arene hydroxy relates to. Manufacturing method of arene compound hydroxy the present invention according to such as iridium or a palladium metal catalyst-free, a stronger acid than the acid or base conditions, a low-temperature reaction acid and acetic anhydride the microbeam generating reactions, by causing or permitting a condition without requiring a step of client and, simply phenol from ortho-or meta-position for introducing functional groups to hydroxy arene compound can be produced.
Room-temperature Pd-catalyzed C-H chlorination by weak coordination: One-pot synthesis of 2-chlorophenols with excellent regioselectivity
Sun, Xiuyun,Sun, Yonghui,Zhang, Chao,Rao, Yu
, p. 1262 - 1264 (2014/02/14)
A room-temperature Pd(ii)-catalyzed regioselective chlorination reaction has been developed for a facile one-pot synthesis of a broad range of 2-chlorophenols. The reaction demonstrates an excellent regioselectivity and reactivity for C-H chlorination. This reaction represents one of the rare examples of mild C-H functionalization at ambient temperature.
Protodeboronation of ortho- and para-phenol boronic acids and application to ortho and meta functionalization of phenols using boronic acids as blocking and directing groups
Lee, Chun-Young,Ahn, Su-Jin,Cheon, Cheol-Hong
, p. 12154 - 12160 (2014/01/06)
The first metal-free thermal protodeboronation of ortho- and para-phenol boronic acids in DMSO was developed. The protodeboronation was successfully applied to the synthesis of ortho- and meta-functionalized phenols using the boronic acid moiety as a blocking group and a directing group, respectively. Mechanistic studies suggested that this protodeboronation proceeds through the coordination of water to the boron atom followed by σ-bond metathesis.
Hydrodebromination of 2,4,6-tribromophenol in aqueous solution using Devarda's alloy
Weidlich, Tomá?,Krej?ová, Anna,Proke?, Lubomír
, p. 155 - 162 (2013/07/27)
The effectiveness of application of aluminium and its alloys and mixtures with copper was studied for complete hydrodebromination of 2,4,6-tribromophenol to phenol in aqueous NaOH solution at room temperature. Dissolved metals were removed using precipita
Enantioselective access to benzannulated spiroketals using a chiral sulfoxide auxiliary
Aitken, Harry R. M.,Furkert, Daniel P.,Hubert, Jonathan G.,Wood, James M.,Brimble, Margaret A.
, p. 5147 - 5155 (2013/08/15)
This article describes our efforts to develop an asymmetric synthesis of bisbenzannulated spiroketals using a chiral sulfoxide auxiliary. Our primary focus was on the synthesis of the 3H-spiro[benzofuran-2,2′-chroman] ring system, the spirocyclic core of the rubromycin family. Our strategy employed the use of lithium-halogen exchange on a racemic bromospiroketal in order to attach a chiral sulfoxide, thus producing two diastereomers. The diastereomers were separable, enabling isolation of each spiroketal enantiomer. Subsequent cleavage of the sulfoxide group from each diastereomer yielded the respective parent spiroketal in high enantiopurity.
