Month: October 2022

《Direct Trifluoromethoxylation without OCF3-Carrier through In Situ Generation of Fluorophosgene》 was written by Saiter, Jeremy; Guerin, Thomas; Donnard, Morgan; Panossian, Armen; Hanquet, Gilles; Leroux, Frederic R.. Quality Control of Benzyl 2-bromoacetateThis research focused ontrifluoromethoxy compound preparation; fluorophosgene aryl halide trifluoromethoxylation. The article conveys some information:

The method represented the preparation of a range of trifluoromethoxylated structures R-OCF3 [R = undecanyl, (CH2)2Ph, 4-BrC6H4CH2, etc.] with no use of an intermediate trifluoromethoxylating reagent, but in situ construction and use of the F3CO anion as a salt, avoiding the presence of a useless side-product resulting from activation of an OCF3 carrier. The results came from multiple reactions, including the reaction of Benzyl 2-bromoacetate(cas: 5437-45-6Quality Control of Benzyl 2-bromoacetate)

Benzyl 2-bromoacetate(cas: 5437-45-6) has been used in the alkylation of (-)-2,3-O-isopropylidene-D-threitol that afforded lipopeptide, 2-[(4R,5R)-5-({[(9H-fluoren-9-yl)methoxy]carbonylaminomethyl}-2,2-dimethyl-1,3-dioxolan-4-yl)methoxy]acetic acid.Quality Control of Benzyl 2-bromoacetate

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Realizing Tunable White Light Emission in Lead-Free Indium(III) Bromine Hybrid Single Crystals through Antimony(III) Cation Doping》 was written by Li, Zhongyuan; Song, Gaomin; Li, Ye; Wang, Le; Zhou, Tianliang; Lin, Zheshuai; Xie, Rong-Jun. Safety of Indium(III) bromideThis research focused ontunable white light emission leadfree indium bromine hybrid crystal; antimony cation doping. The article conveys some information:

Low-dimensional metal halide hybrids (OIMHs) have recently been explored as single-component white-light emitters for use in solid-state lighting. However, it still remains challenging to realize tunable white-light emission in lead-free zero-dimensional (0D) hybrid system. Here, a combination strategy has been proposed through doping Sb3+ enabling and balancing multiple emission centers toward the multiband warm white light. We first synthesized a new lead-free 0D (C8NH12)6InBr9·H2O single crystal, in which isolated [InBr6]3- octahedral units are separated by large organic cations [C8NH12]+. (C8NH12)6InBr9·H2O exhibits dual-band emissions with one intense cyan emission and a weak red emission tail. The low-energy ultrabroadband red emission tail can be greatly enhanced by the Sb3+ doping. Exptl. data and first-principles calculations reveal that the original dominant cyan emission is originated from the organic cations [C8NH12]+ and that the broadband red emission is ascribed to self-trapped excitons in [In(Sb)Br6]3-. When the Sb concentration is 0.1%, a single-component warm white-light emission with a photoluminescence quantum efficiency of 23.36%, correlated color temperature of 3347 K, and a color rendering index up to 84 can be achieved. This work represents a significant step toward the realization of single-component white-light emissions in environmental-friendly, high-performance 0D metal halide light-emitting materials. After reading the article, we found that the author used Indium(III) bromide(cas: 13465-09-3Safety of Indium(III) bromide)

Indium(III) bromide(cas: 13465-09-3) is used in organic synthesis as a water tolerant Lewis acid. It efficiently catalyzes the three-component coupling of β-keto esters, aldehydes and urea (or thiourea) to afford the corresponding dihydropyrimidinones.Safety of Indium(III) bromide

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Synthesis of Alkenylboronates from N-Tosylhydrazones through Palladium-Catalyzed Carbene Migratory Insertion》 was written by Ping, Yifan; Wang, Rui; Wang, Qianyue; Chang, Taiwei; Huo, Jingfeng; Lei, Ming; Wang, Jianbo. Formula: C7H5BrO2This research focused ontosylhydrazone palladium catalyzed borylation carbene migratory insertion; mol structure calculation palladium catalyzed borylation tosylhydrazone NBO. The article conveys some information:

The palladium-catalyzed oxidative borylation reaction of N-tosylhydrazones has been developed. The reaction features mild conditions, broad substrate scope, and good functional group tolerance. It thus represents a highly efficient and practical method for the synthesis of di-, tri-, and tetrasubstituted alkenylboronates from readily available N-tosylhydrazones. One-pot Suzuki coupling and other transformations highlight the synthetic utility of the approach. DFT calculations have revealed that palladium-carbene formation and subsequent boryl migratory insertion are the key steps in the catalytic cycle. The high stereoselectivity observed in the formation of trisubstituted alkenylboronates has been explained by distortion-interaction anal. and NBO anal. In the part of experimental materials, we found many familiar compounds, such as 5-Bromobenzo[d][1,3]dioxole(cas: 2635-13-4Formula: C7H5BrO2)

Furthermore, the coupling of 5-Bromobenzo[d][1,3]dioxole(cas: 2635-13-4) with β-methallyl alcohol was catalyzed by Pd(OAc)2 in combination with P(t-Bu)3.Formula: C7H5BrO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2021,Biological & Pharmaceutical Bulletin included an article by Yoshioka, Hiroki; Tominaga, Sarah; Nishikawa, Mai; Shinohara, Yasuro; Nakao, Makoto; Yoshikawa, Masae; Maeda, Tohru; Miura, Nobuhiko. Category: bromides-buliding-blocks. The article was titled 《Different renal chronotoxicity of bromobenzene and its intermediate metabolites in mice》. The information in the text is summarized as follows:

Bromobenzene (BB) is known to pose a serious threat to human health. We previously demonstrated that BB showed chronotoxicity, i.e., daily fluctuations in the severity of hepatotoxicity induced in mice. Although BB showed mild nephrotoxicity, a daily fluctuation was not observed in this toxicity. This might be attributed to the fact that BB-induced chronotoxicity is observed only in the liver and not in the kidneys and that the damage caused by BB is prominent in the liver, masking the daily fluctuation in nephrotoxicity. To confirm these two possibilities, we examined the daily fluctuations in nephrotoxicity due to BB intermediate metabolites that target the kidneys: 3-bromophenol, bromohydroquinone, and 4-bromocatechol. Mice were injected with 3-bromophenol, bromohydroquinone, or 4-bromocatechol i.p. at six different time points in a day (zeitgeber time (ZT): ZT2, ZT6, ZT10, ZT14, ZT18, or ZT22). Mortality was monitored for 7 d post-injection. Mice were more sensitive to the acute toxicity of these metabolites around at ZT14 (dark-phase) exposure than around at ZT2 (light-phase) exposure. Furthermore, mice administered with a non-LD of 4-bromocatechol showed significant increases in the levels of plasma blood urea nitrogen and renal malondialdehyde at ZT14 exposure. Moreover, glutathione peroxidase-4, a ferroptosis indicator, was attenuated at ZT14 exposure. These results indicate the toxicity of BB metabolites was higher during the dark-phase exposure, and demonstrate the reason why the diurnal variation of nephrotoxicity by BB was not observed in our previous report is that renal damage was masked due to severe hepatic damage. In the experiment, the researchers used 2-Bromobenzene-1,4-diol(cas: 583-69-7Category: bromides-buliding-blocks)

2-Bromobenzene-1,4-diol(cas: 583-69-7) belongs to organobromine compounds.Organobromine chemicals are produced naturally by an array of biological and other chemical processes in our environment. Some of these compounds are identical to man-made organobromine compounds, such as methyl bromide, bromoform, and bromophenols, but many others are entirely new moleclar entities, often possessing extraordinary and important biological properties. Category: bromides-buliding-blocks

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2013,Vankadari, Srinivas Rao; Mandala, Devender; Pochampalli, Jalapathi; Tigulla, Parthasarathy; Valeru, Anil; Thampu, Rajakomuraiah published 《Synthesis, evaluation of antimicrobial activity, and molecular modeling of novel 2-((4-(2H-benzo[d] [1,2,3] triazol-2-yl)piperidin-1-yl)methyl)-5-substituted phenyl-1,3,4-oxadiazoles》.Medicinal Chemistry Research published the findings.COA of Formula: C8H7BrO2 The information in the text is summarized as follows:

A new series of 2-((4-(2H-benzo[d][1,2,3]triazol-2-yl)piperidin-1-yl)methyl)-5-substituted-phenyl-1,3,4-oxadiazoles I [Ar = Ph, 2-Br-Ph, 3-MeOPh, 3-NO2Ph, etc.] were synthesized by cyclization of 4-((benzotriazol-2-yl)-piperidin-1-yl)-acetic acid hydrazide with various substituted aromatic carboxylic acids in the presence of POCl3. The structures were characterized by spectral data. The representative examples were screened in vitro antibacterial activity and antifungal activity. The compounds showed significant antibacterial activity and showed moderate antifungal activity as that of standards, resp. The data were further compared with structure-based investigations using docking studies with the crystal structure of oxidoreductase (1XDQ) protein organism: Escherichia coli for antibacterial activity and oxidoreductase (3QLS) protein, organism: Candida albicans for antifungal activity. The score values estimated by genetic algorithm were found to have a good correlation with the exptl. inhibitory potencies. The experimental part of the paper was very detailed, including the reaction process of 3-Bromo-2-methylbenzoic acid(cas: 76006-33-2COA of Formula: C8H7BrO2)

3-Bromo-2-methylbenzoic acid(cas: 76006-33-2) belongs to organobromine compounds.Organobromine chemicals are produced naturally by an array of biological and other chemical processes in our environment. COA of Formula: C8H7BrO2Some of these compounds are identical to man-made organobromine compounds, such as methyl bromide, bromoform, and bromophenols, but many others are entirely new moleclar entities, often possessing extraordinary and important biological properties.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2017,Samvelyan, M. A.; Ghochikyan, T. V.; Grigoryan, S. V.; Tamazyan, R. A.; Aivazyan, A. G. published 《Alkylation of 1,2,4-triazole-3-thiols with haloalkanoic acid esters》.Russian Journal of Organic Chemistry published the findings.Formula: C4H7BrO2 The information in the text is summarized as follows:

Alkylation of 4,5-disubstituted 4H-1,2,4-triazole-3-thiols I [R = C6H5, (CH2)2OH, pyridin-3-yl, etc; R1 = C6H5, CH2=CHCH2] with Me chloroformate and Et chloroacetate chemoselectively afforded the corresponding S-alkyl derivatives, II (n = 0, 1; X = Et, Me), whereas the alkylation of 5-benzyl-4-phenyl-4H-1,2,4-triazole-3-thiol with methyl-3-bromopropanoate gave an inseparable mixture of Me 3-[(5-benzyl-4-phenyl-4H-1,2,4-triazol-3-yl)sulfanyl]propanoate and Me 3-(3-benzyl-4-phenyl-5-sulfanylidene-4,5-dihydro-1H-1,2,4-triazol-1-yl)propanoate products. Hydrazinolysis of S-(5-benzyl-4-phenyl-4H-1,2,4-triazol-3-yl) Me carbonothioate involved anomalous cleavage with formation of the initial 4,5-disubstituted 1,2,4-triazole I (R = benzyl; R1 = phenyl) and Me hydrazinecarboxylate. The experimental part of the paper was very detailed, including the reaction process of Methyl 3-bromopropanoate(cas: 3395-91-3Formula: C4H7BrO2)

Methyl 3-bromopropanoate(cas: 3395-91-3) belongs to bromides. Most organobromine compounds, like most organohalide compounds, are relatively nonpolar. Bromine is more electronegative than carbon (2.9 vs 2.5). Consequently, the carbon in a carbon–bromine bond is electrophilic, i.e. alkyl bromides are alkylating agents.Formula: C4H7BrO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2017,Zhao, Huai-Bo; Hou, Zhong-Wei; Liu, Zhan-Jiang; Zhou, Ze-Feng; Song, Jinshuai; Xu, Hai-Chao published 《Amidinyl Radical Formation through Anodic N-H Bond Cleavage and Its Application in Aromatic C-H Bond Functionalization》.Angewandte Chemie, International Edition published the findings.Computed Properties of C6H5Br2N The information in the text is summarized as follows:

We report herein an atom-economical and sustainable approach to access amidinyl radical intermediates through the anodic cleavage of N-H bonds. The resulting nitrogen-centered radicals undergo cyclizations with (hetero)arenes, followed by rearomatization, to afford functionalized tetracyclic benzimidazoles, e.g., I (X-rays crystal structure shown), in a highly straightforward and efficient manner. This metal- and reagent-free C-H/N-H cross-coupling reaction exhibits a broad substrate scope and proceeds with high chemoselectivity. The experimental part of the paper was very detailed, including the reaction process of 3,5-Dibromoaniline(cas: 626-40-4Computed Properties of C6H5Br2N)

3,5-Dibromoaniline(cas: 626-40-4) belongs to anime. Large quantities of aliphatic amines are made synthetically. The most widely used industrial method is the reaction of alcohols with ammonia at a high temperature, catalyzed by metals or metal oxide catalysts (e.g., nickel or copper). Mixtures of primary, secondary, and tertiary amines are thereby produced.Computed Properties of C6H5Br2N

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2018,Dubbu, Sateesh; Bardhan, Anirban; Chennaiah, Ande; Vankar, Yashwant D. published 《A Cascade of Prins Reaction and Pinacol-Type Rearrangement: Access to 2,3-Dideoxy-3C-Formyl β-C-Aryl/Alkyl Furanosides and 2-Deoxy-2C-Branched β-C-Aryl Furanoside》.European Journal of Organic Chemistry published the findings.Application of 13465-09-3 The information in the text is summarized as follows:

2,3-Dideoxy-3C-formyl β-C-aryl/alkyl furanosides were synthesized in a stereoselective manner through a cascade of Prins reaction and pinacol-type rearrangement of an -O-TBDPS protected homoallylic alc., derived from D-mannitol, and various carbonyl compounds Furthermore, this method was successfully applied to the synthesis of a fused-bicyclic β-C-aryl furanoside moiety and a 2,3-dideoxy-3C-Me β-C-aryl furanoside which are found in core structures of bioactive mols. Further, the strategy was extended to a silyl-Prins reaction for the synthesis of a 2-deoxy-2C-branched β-C-aryl furanoside. The experimental part of the paper was very detailed, including the reaction process of Indium(III) bromide(cas: 13465-09-3Application of 13465-09-3)

Indium(III) bromide(cas: 13465-09-3) is used as a catalyst to produce dithioacetals when unactivated alkynes react with thiols and fields such as optics and microelectronics that utilize semiconductor technology have wide uses for indium in high-performing solar cells.Application of 13465-09-3

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2018,European Journal of Medicinal Chemistry included an article by Pan, Liangkun; Zheng, Qiang; Chen, Yu; Yang, Rui; Yang, Yanyan; Li, Zhongjun; Meng, Xiangbao. Safety of Methyl 3-(bromomethyl)benzoate. The article was titled 《Design, synthesis and biological evaluation of novel naphthoquinone derivatives as IDO1 inhibitors》. The information in the text is summarized as follows:

Indoleamine 2,3-dioxygenase 1 mediated kynurenine pathway of tryptophan degradation is identified as an appealing and novel target in immunotherapy for the treatment of cancer. In this study, a novel series of naphthoquinone derivatives were synthesized, characterized and evaluated for their inhibitory activities against IDO1, and their structure-activity relationship was investigated. Among them, five compounds, e.g., I,displayed potent IDO1 inhibitory activities with IC50 values ranging between 18 and 61 nM, which are more potent than INCB024360 undergoing clin. trial III evaluation. In addition, three compounds, e.g. II, decreased the kynurenine levels in rat plasma by 30%-50%. Compounds exhibiting excellent IDO1 inhibitory activities were also evaluated for their inhibitory activities against tryptophan 2,3-dioxygenase (TDO). Of which, compound II (IDO1 IC50 = 120 nM) showed promising TDO inhibition (IC50 72 nM) and was identified as an IDO1/TDO dual inhibitor. In addition to this study using Methyl 3-(bromomethyl)benzoate, there are many other studies that have used Methyl 3-(bromomethyl)benzoate(cas: 1129-28-8Safety of Methyl 3-(bromomethyl)benzoate) was used in this study.

Methyl 3-(bromomethyl)benzoate(cas: 1129-28-8) belongs to organobromine compounds. A variety of minor organobromine compounds are found in nature, but none are biosynthesized or required by mammals.Safety of Methyl 3-(bromomethyl)benzoate Organobromine compounds have fallen under increased scrutiny for their environmental impact.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2018,Advanced Materials (Weinheim, Germany) included an article by Song, Jizhong; Fang, Tao; Li, Jianhai; Xu, Leimeng; Zhang, Fengjuan; Han, Boning; Shan, Qingsong; Zeng, Haibo. Recommanded Product: Indium(III) bromide. The article was titled 《Organic-Inorganic Hybrid Passivation Enables Perovskite QLEDs with an EQE of 16.48%》. The information in the text is summarized as follows:

Perovskite quantum dots (QDs) with high photoluminescence quantum yields (PLQYs) and narrow emission peak hold promise for next-generation flexible and high-definition displays. However, perovskite QD films often suffer from low PLQYs due to the dynamic characteristics between the QD’s surface and organic ligands and inefficient elec. transportation resulting from long hydrocarbon organic ligands as highly insulating barrier, which impair the ensuing device performance. Here, a general organic-inorganic hybrid ligand (OIHL) strategy is reported on to passivate perovskite QDs for highly efficient electroluminescent devices. Films based on QDs through OIHLs exhibit enhanced radiative recombination and effective elec. transportation properties compared to the primal QDs. After the OIHL passivation, QD-based light-emitting diodes (QLEDs) exhibit a maximum peak external quantum efficiency (EQE) of 16.48%, which is the most efficient electroluminescent device in the field of perovskite-based LEDs up to date. The proposed OIHL passivation strategy positions perovskite QDs as an extremely promising prospect in future applications of high-definition displays, high-quality lightings, as well as solar cells. The experimental process involved the reaction of Indium(III) bromide(cas: 13465-09-3Recommanded Product: Indium(III) bromide)

Indium(III) bromide(cas: 13465-09-3) is used in organic synthesis as a water tolerant Lewis acid. It efficiently catalyzes the three-component coupling of β-keto esters, aldehydes and urea (or thiourea) to afford the corresponding dihydropyrimidinones.Recommanded Product: Indium(III) bromide

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary