Tag: 200-300

Synthetic Route of C8H8Br2In 2019 ,《Tetrameric (Bi4I16)4- Iodobismuthate Templated by 1,ω-Bis(isoquinoline)alkane cation: structure, photoluminescence and enhanced thermochromism》 was published in Chinese Journal of Structural Chemistry. The article was written by Wang, Penga; Chen, Zhi-Rong; Li, Hao-Hong. The article contains the following contents:

Using 1,1′-bis(isoquinoline)-1,4-phenyldimethylenyl (BIQPM2+) cation as template, a new tetrameric (Bi4I16)4- iodobismuthate-containing hybrid with formula of (BIQPM)2(Bi4I16)•H2O (1), has been prepared under solvothermal conditions. The centrosym. Bi4I164- tetraanion is constructed from four edge-shared slightly distorted BiI6 octahedrons. Due to the presence of larger conjugated system (isoquinoline ring), strong π•••π stacking interactions can be observed Besides, strong I•••I interactions can be monitored and extends the 0-D Bi4I164- cluster to a quasi-1-D chain. The smaller energy gap of 2.13 eV is led by these non-covalent interactions. Its IR emission might be caused by strong charge transfer between anions and cations. Furthermore, the reversible thermochromic behavior with low chromotropic temperature of 80° can be observed, whose mechanism was discussed. In the experiment, the researchers used 1,4-Bis(bromomethyl)benzene(cas: 623-24-5Synthetic Route of C8H8Br2)

1,4-Bis(bromomethyl)benzene(cas: 623-24-5) belongs to organobromine compounds.Most of the natural organobromine compounds are produced by marine organisms , and several brominated metabolites with antibacterial , antitumor , antiviral , and antifungal activity have been isolated from seaweed, sponges, corals, molluscs, and others. Synthetic Route of C8H8Br2 In contrast, terrestrial plants account only for a few bromine-containing compounds.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Quality Control of 3-Bromo-2-methylbenzoic acidIn 2018 ,《Regioselective Functionalization of 4-Methyl-1H-indole for Scalable Synthesis of 2-Cyano-5-formyl-4-methyl-1H-indole》 appeared in Organic Process Research & Development. The author of the article were Zhang, Jun; Hu, Yun; Wang, Haiyu; Guo, Aixin; Kong, Jianshe; Ma, Rujian; Wu, Tao; Wang, Yi; Li, Lian-Sheng; Mai, Wanping; Ren, Pingda; Deng, Xiaohu. The article conveys some information:

We report a five-step synthesis of 2-cyano-5-formyl-4-methyl-1H-indole through sequential functionalization of readily available 4-methyl-1H-indole. Cyano and aldehyde functionalities are regioselectively installed at the 2 and 5 position, resp. The sequence is concise and high-yielding, amenable for kilogram scale production In the experiment, the researchers used many compounds, for example, 3-Bromo-2-methylbenzoic acid(cas: 76006-33-2Quality Control of 3-Bromo-2-methylbenzoic acid)

3-Bromo-2-methylbenzoic acid(cas: 76006-33-2) belongs to organobromine compounds.Depending on the type of carbon to which the bromine is bonded, organic bromide could be alkyl, alkenyl, alkynyl, or aryl. Quality Control of 3-Bromo-2-methylbenzoic acid Alkyl bromides are mainly used as alkylating agents and also find application as a solvent to extract oil from seeds and wool.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

SDS of cas: 5437-45-6In 2020 ,《Facile synthesis of indolizines using layered double hydroxides@poly(p-phenylenediamine) as a catalyst with a green tool (neat technology)》 appeared in Applied Organometallic Chemistry. The author of the article were Karamshahi, Zahra; Ghorbani-Vaghei, Ramin. The article conveys some information:

The three-component reaction of phenacyl bromide, di-Me acetylenedicarboxylate and pyridine was catalyzed by layered double hydroxides@poly(p-phenylenediamine) (LDHs@PpPDA), in a one-pot reaction, in order to give the corresponding indolizines in excellent yields. After reading the article, we found that the author used Benzyl 2-bromoacetate(cas: 5437-45-6SDS of cas: 5437-45-6)

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.SDS of cas: 5437-45-6

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2022,Zhao, Zean; Liu, Jin; Kuang, Peihua; Luo, Jian; Surineni, Goverdhan; Cen, Xiaolin; Wu, Ting; Cao, Ying; Zhou, Pingzheng; Pang, Jianxin; Zhang, Qun; Chen, Jianjun published an article in European Journal of Medicinal Chemistry. The title of the article was 《Discovery of novel verinurad analogs as dual inhibitors of URAT1 and GLUT9 with improved Druggability for the treatment of hyperuricemia》.SDS of cas: 1129-28-8 The author mentioned the following in the article:

Verinurad (RDEA3170) is a selective URAT1 inhibitor under investigation for the treatment of gout and hyperuricemia. In an effort to further improve the pharmacodynamics/pharmacokinetics of verinurad and to increase the structural diversity, we designed novel verinurad analogs by introducing a linker (e.g. aminomethyl, amino or oxygen) between the naphthalene and the pyridine ring to increase the flexibility. These compounds were synthesized and tested for their in vitro URAT1-inhibitory activity. Most compounds exhibited potent inhibitory activities against URAT1 with IC50 values ranging from 0.24 μM to 16.35 μM. Among them, compound KPH2f exhibited the highest URAT1-inhibitory activity with IC50 of 0.24 μM, comparable to that of verinurad (IC50 = 0.17 μM). KPH2f also inhibited GLUT9 with an IC50 value of 9.37 ± 7.10 μM, indicating the dual URAT1/GLUT9 targeting capability. In addition, KPH2f showed little effects on OAT1 and ABCG2, and thus was unlikely to cause OAT1/ABCG2-mediated drug-drug interactions and/or to neutralize the uricosuric effects of URAT1/GLUT9 inhibitors. Importantly, KPH2f (10 mg/kg) was equally effective in reducing serum uric acid levels and exhibited higher uricosuric effects in a mice hyperuricemia model, as compared to verinurad (10 mg/kg). Furthermore, KPH2f demonstrated favorable pharmacokinetic properties with an oral bioavailability of 30.13%, clearly better than that of verinurad (21.47%). Moreover, KPH2f presented benign safety profiles without causing hERG toxicity, cytotoxicity in vitro (lower than verinurad), and renal damage in vivo. Collectively, these results suggest that KPH2f represents a novel, safe and effective dual URAT1/GLUT9 inhibitor with improved druggabilities and is worthy of further investigation as an anti-hyperuricemic drug candidate. The results came from multiple reactions, including the reaction of Methyl 3-(bromomethyl)benzoate(cas: 1129-28-8SDS of cas: 1129-28-8)

Methyl 3-(bromomethyl)benzoate(cas: 1129-28-8) belongs to organobromine compounds.Most of the natural organobromine compounds are produced by marine organisms , and several brominated metabolites with antibacterial , antitumor , antiviral , and antifungal activity have been isolated from seaweed, sponges, corals, molluscs, and others. SDS of cas: 1129-28-8 Moreover, several studies demonstrate that the average proportion of bromine in drugs is significantly higher than that in natural products.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2022,Zhang, Yuhang; Li, Rui; Chang, Lijing; Ma, Yang; Hou, Yanjun; Niu, Haijun published an article in Macromolecular Chemistry and Physics. The title of the article was 《Electropolymerization of thiophene-based monomers with different spatial structures: the impact of monomer structure on electrochromic properties》.HPLC of Formula: 3141-27-3 The author mentioned the following in the article:

The development prospect of conductive electrochromic (EC) polymers requires the design of polymers with high performance and good stability. Here, a new scheme is designed to enhance EC properties by adjusting the monomer mol. structure. Four monomers with different structures based on thiophene and 3,4-ethylenedioxythiophene (EDOT) are designed and synthesized. The corresponding polymer films (P1, P2, P3, and P4) are prepared by electrochem. polymerization at low applied potential. The spatial structure-performance relationship of precursors with different structures and polymers is systematically discussed. In the electropolymerization experiments, it is noted that P3 has no EC property. This may be connected to the spatial structure of P3 polymerization which is not suitable for charge transporting. By contrast, the other three polymers exhibit excellent electrochem. properties. The diffusion rate higher of P1 has also been corroborated by using electrochem. impedance spectroscopy (EIS) spectrum. The P1 film has the best stability and fastest colorized time among the samples; such superior electrochem. property may be associated with the closely stacked formed by the unique sheet-like spatial structure. The design of the space structure has a significant impact on the optical and elec. properties of the polymer film. In the experiment, the researchers used many compounds, for example, 2,5-Dibromothiophene(cas: 3141-27-3HPLC of Formula: 3141-27-3)

2,5-Dibromothiophene(cas: 3141-27-3) , is mainly used as pharmaceutical intermediate and synthesis intermediate. 2,5-Dibromothiophene may be used as starting reagent for the synthesis of α,α′-didecylquater-, -quinque- and -sexi-thiophenes.HPLC of Formula: 3141-27-3

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Cytotoxicity of Mn-based photoCORMs of ethynyl-α-diimine ligands against different cancer cell lines: The key role of CO-depleted metal fragments》 was written by Rossier, Jeremie; Delasoie, Joachim; Haeni, Laetitia; Hauser, Daniel; Rothen-Rutishauser, Barbara; Zobi, Fabio. Recommanded Product: Bromopentacarbonylmanganese(I) And the article was included in Journal of Inorganic Biochemistry in 2020. The article conveys some information:

A series of tricarbonyl manganese complexes bearing 4-ethynyl-2,2′-bipyridine and 5-ethynyl-1,10-phenanthroline α-diimine ligands were synthesized, characterized and conjugated to vitamin B12, previously used as a vector for drug delivery, to take advantage of its water solubility and specificity toward cancer cells. The compounds act as photoactivatable carbon monoxide-releasing mols. rapidly liberating on average ca. 2.3 equiv of CO upon photo-irradiation Complexes and conjugates were tested for their anticancer effects, both in the dark and following photo-activation, against breast cancer MCF-7, lung carcinoma A549 and colon adenocarcinoma HT29 cell lines as well as immortalized human bronchial epithelial cells 16HBE14o- as the non-carcinogenic control. Our results indicate that the light-induced cytotoxicity these mols. can be attributed to both their released CO and to their CO-depleted metal fragments including liberated ligands. In the experiment, the researchers used many compounds, for example, Bromopentacarbonylmanganese(I)(cas: 14516-54-2Recommanded Product: Bromopentacarbonylmanganese(I))

Bromopentacarbonylmanganese(I)(cas: 14516-54-2) has many other uses. It is used in the formation of (eta6-arene)tricarbonylmanganese(I) by reacting with arene (arene= hexamethyl benzene, 1,2,4,5-tetramethyl benzene, mesitylene, p-xylene and toluene) in the presence silver salt.Recommanded Product: Bromopentacarbonylmanganese(I)

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《N-Heterocyclic Silylenes as Ligands in Transition Metal Carbonyl Chemistry: Nature of Their Bonding and Supposed Innocence》 was published in Chemistry – A European Journal in 2020. These research results belong to Krahfuss, Mirjam J.; Nitsch, Joern; Bickelhaupt, F. Matthias; Marder, Todd B.; Radius, Udo. Computed Properties of C5BrMnO5 The article mentions the following:

A study on the reactivity of the N-heterocyclic silylene Dipp2NHSi (1,3-bis(diisopropylphenyl)-1,3-diaza-2-silacyclopent-4-en-2-ylidene) with the transition metal complexes [Ni(CO)4], [M(CO)6] (M = Cr, Mo, W), [Mn(CO)5(Br)] and [(η5-C5H5)Fe(CO)2(I)] is reported. N-heterocyclic silylenes, the higher homologs of the now ubiquitous NHC ligands, show a remarkably different behavior in coordination chem. compared to NHC ligands. Calculations on the electronic features of these ligands revealed significant differences in the frontier orbital region which lead to some peculiarities of the coordination chem. of silylenes, as demonstrated by the synthesis of the dinuclear, NHSi-bridged complex [{Ni(CO)2(μ-Dipp2NHSi)}2] (2), complexes [M(CO)5(Dipp2NHSi)] (M = Cr 3, Mo 4, W 5), [Mn(CO)3(Dipp2NHSi)2(Br)] (9) and [(η5-C5H5)Fe(CO)2(Dipp2NHSi-I)] (10). DFT calculations on several model systems [Ni(L)], [Ni(CO)3(L)], and [W(CO)5(L)] (L = NHC, NHSi) reveal that carbenes are typically the much better donor ligands with a larger intrinsic strength of the metal-ligand bond. The decrease going from the carbene to the silylene ligand is mainly caused by favorable electrostatic contributions for the NHC ligand to the total bond strength, whereas the orbital interactions were often found to be higher for the silylene complexes. Also, the contribution of σ- and π-interaction depends significantly on the system under study. The σ-interaction is often much weaker for the NHSi ligand compared to NHC but the π-interaction prevails for many NHSi complexes. For the carbonyl complexes, the NHSi ligand is the better σ-donor ligand, and contributions of π-symmetry play only a minor role for the NHC and NHSi co-ligands.Bromopentacarbonylmanganese(I)(cas: 14516-54-2Computed Properties of C5BrMnO5) was used in this study.

Bromopentacarbonylmanganese(I)(cas: 14516-54-2) has many other uses. It is used in the formation of (eta6-arene)tricarbonylmanganese(I) by reacting with arene (arene= hexamethyl benzene, 1,2,4,5-tetramethyl benzene, mesitylene, p-xylene and toluene) in the presence silver salt.Computed Properties of C5BrMnO5

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Selective Mechanochemical Monoarylation of Unbiased Dibromoarenes by In-situ Crystallization》 was published in Journal of the American Chemical Society in 2020. These research results belong to Seo, Tamae; Kubota, Koji; Ito, Hajime. Safety of 2,5-Dibromothiophene The article mentions the following:

Palladium-catalyzed Suzuki-Miyaura cross-coupling reactions of liquid, unbiased dibromoarenes under mechanochem. conditions selectively afford the monoarylated products Ar-Ar1 [Ar = 2-BrC6H4, 2-Br-4,5-di-FC6H2, 4-Br-3-thienyl; Ar1 = Ph, 4-MeOC6H4, 2-naphthyl, etc.]. The lower reactivity of the crystalline monoarylated products relative to the liquid starting materials should be attributed predominantly to the low diffusion efficiency of the former in the re-action mixture, which results in a selective monoarylation. The present study sheds light on a novel approach using in-situ phase transitions in solids to design selective organic transfor-mations that are difficult to achieve via conventional solution-based synthesis. In the experiment, the researchers used many compounds, for example, 2,5-Dibromothiophene(cas: 3141-27-3Safety of 2,5-Dibromothiophene)

2,5-Dibromothiophene(cas: 3141-27-3) , is mainly used as pharmaceutical intermediate and synthesis intermediate. 2,5-Dibromothiophene may be used in the preparation of soluble α,ω-diformyl-a-oligothiophenes.Safety of 2,5-Dibromothiophene

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Bis-imidazolium functionalized self-crosslinking block polynorbornene anion exchange membrane》 was published in International Journal of Hydrogen Energy in 2020. These research results belong to Zhang, Feng; He, Xiaohui; Cheng, Changwen; Huang, Shengmei; Duan, Yapeng; Zhu, Chuanyi; Guo, Yan; Wang, Kai; Chen, Defu. Product Details of 629-03-8 The article mentions the following:

Anion exchange membranes (AEMs) are widely studied as an important component of fuel cells. In this paper, series self-crosslinking AEMs are obtained by copolymerization of the prepared bis-imidazolium functionalized ionic liquids The block copolymer shows excellent thermal stability with a decomposition temperature (Td) of 300°C. And the mech. properties of AEMs in OH- are significantly improved due to the crosslinking of epoxy groups. The transmission electron microscopy (TEM) test results show a good microscopic phase separation structure and form ion channels in the membranes, which is benefited to ions conductivity The OH- conductivity of AEMs is measured as above 2410-3Scm-1 and 9510-3Scm-1 at 30°C and 80°C, resp. In addition, the AEMs also exhibits excellent swelling performance, the highest is only 20.86% at 80°C. And the conductivity of all AEMs remained above 90% after being immersed in 1MNaOH aqueous at 60°C for 250 h. The peak power d. of the AEMs reaches 207.95 mW cm-2 at c.d. of 403 mA cm-2. In addition to this study using 1,6-Dibromohexane, there are many other studies that have used 1,6-Dibromohexane(cas: 629-03-8Product Details of 629-03-8) was used in this study.

1,6-Dibromohexane(cas: 629-03-8) is generally used to introduce C6 spacer in the molecular architecture. Some of the examples are: synthesis of solvent processable and conductive polyfluorene ionomers for alkaline fuel cell applications; synthesis of cross-linkable regioregular poly(3-(5-hexenyl)thiophene) (P3HNT) for stabilizing the film morphology in polymer photovoltaic cells.Product Details of 629-03-8

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Trifluoromethyl Sulfoxides: Reagents for Metal-Free C-H Trifluoromethylthiolation》 was published in Angewandte Chemie, International Edition in 2020. These research results belong to Wang, Dong; Carlton, C. Grace; Tayu, Masanori; McDouall, Joseph J. W.; Perry, Gregory J. P.; Procter, David J.. Recommanded Product: 5-Bromobenzo[d][1,3]dioxole The article mentions the following:

Indoles, pyrroles, thiophenes, a benzothiophene, a benzofuran, and arenes underwent metal-free regioselective trifluoromethylthiolation with trifluoromethyl sulfoxides RCH2S(:O)CF3 (R = Ph, EtO2C) mediated by triflic anhydride and diethylamine in acetonitrile or nitromethane to yield heteroaryl and aryl trifluoromethyl thioethers. An aryl(ethoxycarbonylmethyl)(trifluoromethyl)sulfonium triflate was isolated as a trifluoromethylthiolation intermediate and its structure determined by X-ray crystallog., supporting an interrupted Pummerer reaction mechanism for the trifluoromethylthiolation. In the experiment, the researchers used 5-Bromobenzo[d][1,3]dioxole(cas: 2635-13-4Recommanded Product: 5-Bromobenzo[d][1,3]dioxole)

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.Recommanded Product: 5-Bromobenzo[d][1,3]dioxole

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary