Month: October 2022

《Benzimidazole-based hyper-cross-linked poly(ionic liquid)s for efficient CO2 capture and conversion》 was published in Chemical Engineering Journal (Amsterdam, Netherlands) in 2020. These research results belong to Sang, Yafei; Huang, Jianhan. Name: 1,4-Bis(bromomethyl)benzene The article mentions the following:

Porous materials with high Brunauer-Emmett-Teller (BET) surface area (SBET) and abundant ionic active sites facilitate efficient CO2 capture and conversion. Herein, a kind of novel benzimidazole-based hyper-cross-linked poly(ionic liquid)s (HPILs) were developed via the hyper-crosslinking strategy and the as-prepared HPILs possessed high SBET (485-780 m2/g), plentiful micro/mesoporosity, and abundant ionic active sites. The HPILs showed noteworthy CO2 uptake (79-143 mg/g at 273 K and 1.0 bar), moderate isosteric heats (32-45 kJ/mol), and acceptable CO2/N2 selectivity (IAST: 23-46). Intriguingly, HPILs-Cl-2 exhibited excellent catalytic activity for CO2 cycloaddition and 99% of propylene oxide was successfully converted to cyclic carbonates under mild conditions (70°, 0.1 MPa CO2, 9 h). This synthetic strategy is of great importance for the functionalized hyper-cross-linked polymers and the synthesized HPILs are promising for efficient CO2 capture and conversion under mild conditions. After reading the article, we found that the author used 1,4-Bis(bromomethyl)benzene(cas: 623-24-5Name: 1,4-Bis(bromomethyl)benzene)

1,4-Bis(bromomethyl)benzene(cas: 623-24-5) 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. Alkyl bromides are mainly used as alkylating agents and also find application as a solvent to extract oil from seeds and wool. Name: 1,4-Bis(bromomethyl)benzene

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Iridium(I)-catalyzed hydration/esterification of 2-alkynylphenols and carboxylic acids》 was written by Zeng, Linwei; Chen, Renjie; Zhang, Chen; Xie, Hujun; Cui, Sunliang. Synthetic Route of C4H7BrO2 And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2020. The article conveys some information:

An iridium(I)-catalyzed hydration/esterification of 2-alkynylphenols and carboxylic acids was described. Various 2-alkynylphenols and carboxylic acids could be used in this process to furnish aromatic ortho-acyloxyketones I [R1 = H, 4-Me, 2-C≡CPh-4-Cl; R2 = n-Bu, Ph, 2-thienyl, etc.; R3 = Me, 2-naphthyl, Bn, etc.] via a regio- and stereo-selective addition reaction followed by intramol. rearrangement. Unexpectedly, changing the purification method of the products from silica gel column chromatog. to direct concentration or recrystallization resulted in exclusively obtaining (E)-enol esters II [R4 = Ph, 4-MeC6H4, 2-ClC6H4, 4-FC6H4; R5 = Ph, 2-MeC6H4, 2,4-di-O2NC6H3, etc.]. This protocol featured mild reaction conditions and broad substrate scope. To demonstrate the synthetic utility of this reaction, four obtained ortho-acyloxyketones were treated with NaH and subsequently refluxed in acetic acid gave flavones III [R1 = 2-furyl, 2-thienyl, 2-naphthyl, tetrahydropyran-4-yl]. The experimental process involved the reaction of 4-Bromobutanoic acid(cas: 2623-87-2Synthetic Route of C4H7BrO2)

4-Bromobutanoic acid(cas: 2623-87-2) belongs to carboxylic acids. The chief chemical characteristic of the carboxylic acids is their acidity. They are generally more acidic than other organic compounds containing hydroxyl groups but are generally weaker than the familiar mineral acids (e.g., hydrochloric acid, HCl, sulfuric acid, H2SO4, etc.).Synthetic Route of C4H7BrO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Practical and regioselective halo-trifluoromethylthiolation of sulfur ylides》 was written by Qin, Hongmei; Jia, Yimin; Wang, Na; Jiang, Zhong-Xing; Yang, Zhigang. Product Details of 5437-45-6 And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2020. The article conveys some information:

A H2O mediated practical and highly regioselective chloro- and bromo-trifluoromethylthiolation of sulfur ylides was reported using a difunctionalization strategy. In the reaction sequence, sulfur ylides presumably reacted with an electrophilic trifluoromethylthiolating reagent to generate an α-SCF3 substituted sulfonium salt intermediate, which then underwent a substitution with nucleophilic halogens. After reading the article, we found that the author used Benzyl 2-bromoacetate(cas: 5437-45-6Product Details of 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.Product Details of 5437-45-6

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Sickinger, Annika; Mecking, Stefan published their research in Macromolecules (Washington, DC, United States) in 2021. The article was titled 《Origin of the Anisotropy and Structure of Ellipsoidal Poly(fluorene) Nanoparticles》.Quality Control of Tris(4-bromophenyl)amine The article contains the following contents:

Polymer nanoparticles with a nonspherical shape are difficult to access and rare. Heterophase Suzuki-Miyaura polycondensation can yield distinct ellipsoidal poly(9,9′-dioctylfluorene) nanoparticles. We reveal the origin of this unusual particle shape by a combination of exptl. approaches. Given sufficient chain mobility, enabled by the choice of a suitable organic solvent, also prefabricated oligomers with a DPn ≥ ca. 10 and polymers can form ellipsoidal nanoparticles. This agrees with the finding that high mol. weights are reached very rapidly in the aforementioned polymerizations, despite their step-growth character. Introduction of crosslinks during the polymerization disturbs the evolution of nonspherical particles. Overall, the formation of anisotropic particle shapes (as observed by TEM) strongly correlates with the formation of β-phase regimes with an ordered polymer packing in the particles (as observed by UV/Vis absorption and fluorescence spectroscopy). The experimental process involved the reaction of Tris(4-bromophenyl)amine(cas: 4316-58-9Quality Control of Tris(4-bromophenyl)amine)

In other references, Tris(4-bromophenyl)amine(cas: 4316-58-9) is often used in the synthesis of porous luminescent covalent–organic polymers (COPs)Quality Control of Tris(4-bromophenyl)amine

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Hu, Yuanyuan; Luo, Honggen; Tu, Xiangtu; Xue, Han; Jin, Hongwei; Liu, Yunkui; Zhou, Bingwei published their research in Chemical Communications (Cambridge, United Kingdom) in 2021. The article was titled 《Selective cine-arylation of tert-cyclobutanols with indoles enabled by nickel catalysis》.Name: 5-Bromobenzo[d][1,3]dioxole The article contains the following contents:

In previous literature, tert-cyclobutanols are widely studied for C-C bond activation exclusively leading to the formation of ordinary γ-substituted ketones. Herein, authors report on nickel-catalyzed cine-arylation of tert-cyclobutanols with indoles to access β-aryl ketones with an unusual site-selectivity at the C3-position of tert-cyclobutanols. The reaction features earth-abundant nickel catalysis, excellent regioselectivity, high atom-economy, and broad substrate scope. The experimental part of the paper was very detailed, including the reaction process of 5-Bromobenzo[d][1,3]dioxole(cas: 2635-13-4Name: 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.Name: 5-Bromobenzo[d][1,3]dioxole

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Guan, Lijiang; Cheng, Guang; Tan, Bien; Jin, Shangbin published their research in Chemical Communications (Cambridge, United Kingdom) in 2021. The article was titled 《Covalent triazine frameworks formation via benzyl halide monomers forming photocatalyst for biomass reforming hydrogen evolution》.Application In Synthesis of 1,4-Bis(bromomethyl)benzene The article contains the following contents:

Here we report the synthesis of covalent triazine frameworks (CTFs) using benzyl halide monomers which are more cost-effective and with higher availability than previous ones. The resulting CTFs were successfully applied for efficient photocatalytic reforming of glucose for the first time, with a high hydrogen evolution rate up to 330μmol g-1 h-1 under pH = 12. This work presented a new way to synthesize CTFs and further exhibited their potential applications in photocatalytic biomass reforming. In addition to this study using 1,4-Bis(bromomethyl)benzene, there are many other studies that have used 1,4-Bis(bromomethyl)benzene(cas: 623-24-5Application In Synthesis of 1,4-Bis(bromomethyl)benzene) was used in this study.

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. Moreover, several studies demonstrate that the average proportion of bromine in drugs is significantly higher than that in natural products. Application In Synthesis of 1,4-Bis(bromomethyl)benzene

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Ikeda, Yuto; Inagaki, Yusuke; Setaka, Wataru published their research in Chemical Communications (Cambridge, United Kingdom) in 2021. The article was titled 《Simultaneous synthesis and characterization of in/out-isomers of disilabicyclo[14.14.14]alkanes》.Quality Control of Indium(III) bromide The article contains the following contents:

Facile and simultaneous synthesis of diphenyl-disilabicyclo[14.14.14]alkane in/out-isomers was achieved by using organosilicon chem. Although the formation of several in/out-isomers would be conceivable, only two diastereomers, i.e. the (traditional-)out,out-isomer and the twist-out,out-isomer, could be isolated because of homeomorphic isomerization. Crystal structures of the diastereomers were confirmed. In addition to this study using Indium(III) bromide, there are many other studies that have used Indium(III) bromide(cas: 13465-09-3Quality Control of Indium(III) bromide) was used in this study.

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.Quality Control of Indium(III) bromide

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Qi, Zhi-Chao; Lou, Qin-Xin; Niu, Yuan; Yang, Shang-Dong published their research in Chemical Communications (Cambridge, United Kingdom) in 2021. The article was titled 《Temporary (P=O) directing group enabled carbazole ortho arylation via palladium catalysis》.Reference of 3,6-Dibromo-9H-carbazole The article contains the following contents:

A palladium-catalyzed, temporary P(O) directing group assisted C-H bond arylation of carbazoles was achieved. The release of the directing group occurred spontaneously in the reaction and the mechanistic studies indicated that acid was essential for N-P bond cleavage. The experimental part of the paper was very detailed, including the reaction process of 3,6-Dibromo-9H-carbazole(cas: 6825-20-3Reference of 3,6-Dibromo-9H-carbazole)

3,6-Dibromo-9H-carbazole(cas: 6825-20-3) is used as a pharmaceutical intermediate, and also an important intermediate of synthesizing optoelectronic materials. It has been used as a reagent in the synthesis of P7C3-A20 which is a potent neuroprotective agent.Reference of 3,6-Dibromo-9H-carbazole

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2022,Ling, Huan; Wu, Jianchang; Su, Fengyu; Tian, Yanqing; Yan, Jun Liu published an article in Chemical Engineering Journal (Amsterdam, Netherlands). The title of the article was 《High performance electrochromic supercapacitors powered by perovskite-solar-cell for real-time light energy flow control》.Computed Properties of C4H2Br2S The author mentioned the following in the article:

Electrochromic devices (ECDs) can alter their optical transmittances under external elec. power but are unable to spontaneously modulate the light flow in real-time along with the intensity change of surrounding light. To address this problem, a module of smart perovskite solar cell (PSC)-powered all-in-one gel ECDs was reported. The PSC-powered ECDs could modulate their transmittance swiftly in visible-IR regions, hence regulating the photo energy flow in real time according to the surrounding light intensity. The ECD based on 4, 4′-(thiophene- 2, 5-diyl)bis(1-ethylpyridin-1-ium) diiodide (TEV) showed large optical contrast (79.7% at 570 nm, 64.9% at 908 nm), excellent coloration efficiency (231.2 cm2/C), and outstanding stability (only 1.1% ΔT change after 60,000 cycles). The PSC-powered ECDs showed fast response time (≤5 s) and high stability (negligible degradation after 5000 s consecutive switching between bright and dark conditions in air). Meanwhile, the stored power accompanied with the electrochromic process could drive a red LED with high cyclic stability (95.6% of areal capacitance maintained after 10,000 charging-discharging cycles), indicating that ECDs can serve as ideal electrochromic supercapacitors (ECSs). In addition, the fabricated ECD with large area (5.0 cm x 5.4 cm) showed excellent thermal regulation (7°C of temperature difference between colored and bleached states). We expect this work would pave a new way to save energy and improve energy efficiency in modern buildings and automobiles. In the experiment, the researchers used 2,5-Dibromothiophene(cas: 3141-27-3Computed Properties of C4H2Br2S)

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.Computed Properties of C4H2Br2S

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2022,Li, Jingjing; Ye, Jianxun; Zhou, Jiayu; Li, Jing; Liu, Delong; Zhang, Wanbin published an article in Chemical Communications (Cambridge, United Kingdom). The title of the article was 《RuPHOX-Ru catalyzed asymmetric hydrogenation of α-substituted tetralones via a dynamic kinetic resolution》.SDS of cas: 7073-94-1 The author mentioned the following in the article:

The efficient RuPHOX-Ru catalyzed asym. hydrogenation of α-substituted tetralones via a dynamic kinetic resolution has been achieved for the synthesis of chiral tetrahydronaphthols. The mechanism study indicated that hydrogenation with H2 gas, rather than transfer hydrogenation with EtOH solvent as the hydrogen source, predominates in the reaction pathway. In the part of experimental materials, we found many familiar compounds, such as 1-Bromo-2-isopropylbenzene(cas: 7073-94-1SDS of cas: 7073-94-1)

1-Bromo-2-isopropylbenzene(cas: 7073-94-1) belongs to organobromine compounds.The reactivity of organobromine compounds resembles but is intermediate between the reactivity of organochlorine and organoiodine compounds. The principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.SDS of cas: 7073-94-1

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary