Month: October 2022

Reference of Bis(4-methoxyphenyl)amineIn 2019 ,《Synthesis, photophysical and electronic properties of tetra-donor- or acceptor-substituted ortho-perylenes displaying four reversible oxidations or reductions》 was published in Chemical Science. The article was written by Merz, Julia; Steffen, Andreas; Nitsch, Joern; Fink, Julian; Schuerger, Claudia B.; Friedrich, Alexandra; Krummenacher, Ivo; Braunschweig, Holger; Moos, Michael; Mims, David; Lambert, Christoph; Marder, Todd B.. The article contains the following contents:

(DPA)4-Per I and (Bmes2)4-Per II derivatives were synthesized via regioselective Ir-catalyzed C-H borylation and subsequent reactions, a strong π-donors and acceptors at the 2,5,8,11-positions of perylene were introduced leading to unusual properties. Thus, incorporation of four donor diphenylamine (DPA) or four acceptor Bmes2 (mes = 2,4,6-Me3C6H2) moieties yielded novel compounds which can be reversibly oxidized or reduced four times, resp., an unprecedented behavior for monomeric perylene derivatives Spectroelectrochem. measurements showed NIR absorptions up to 3000 nm for the mono-cation radical of II and a strong electronic coupling over the perylene bridge was observed indicative of fully delocalized Robin-Day Class III behavior. Both derivatives I and II possess unusually long intrinsic singlet lifetimes (τ0), e.g., 94 ns for the former one. The compounds I and II were emissive in solution, thin films, and the solid state, with apparent Stokes shifts were exceptionally large for perylene derivatives Transient absorption measurements on II revealed an addnl. excited state, with a long lifetime of 500μs, which sensitized singlet oxygen effectively. The experimental process involved the reaction of Bis(4-methoxyphenyl)amine(cas: 101-70-2Reference of Bis(4-methoxyphenyl)amine)

Bis(4-methoxyphenyl)amine(cas: 101-70-2) is a diphenylamine derivative used as a chemical additive for cured rubber.Bis(4-methoxyphenyl)amine is highly toxic and may potentially induce chromosome abberation.Reference of Bis(4-methoxyphenyl)amine

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

SDS of cas: 139115-91-6In 2021 ,《Conjugate of thiol and guanidyl units with oligoethylene glycol linkage for manipulation of oxidative protein folding》 was published in Molecules. The article was written by Okada, Shunsuke; Matsusaki, Motonori; Okumura, Masaki; Muraoka, Takahiro. The article contains the following contents:

Oxidative protein folding is a biol. process to obtain a native conformation of a protein through disulfide-bond formation between cysteine residues. In a cell, disulfide-catalysts such as protein disulfide isomerase promote the oxidative protein folding. Inspired by the active sites of the disulfide-catalysts, synthetic redox-active thiol compounds have been developed, which have shown significant promotion of the folding processes. In our previous study, coupling effects of a thiol group and guanidyl unit on the folding promotion were reported. Herein, we investigated the influences of a spacer between the thiol group and guanidyl unit. A conjugate between thiol and guanidyl units with a diethylene glycol spacer (GdnDEG-SH) showed lower folding promotion effect compared to the thiol-guanidyl conjugate without the spacer (GdnSH). Lower acidity and a more reductive property of the thiol group of GdnDEG-SH compared to those of GdnSH likely resulted in the reduced efficiency of the folding promotion. Thus, the spacer between the thiol and guanidyl groups is critical for the promotion of oxidative protein folding. The experimental part of the paper was very detailed, including the reaction process of tert-Butyl (2-(2-hydroxyethoxy)ethyl)carbamate(cas: 139115-91-6SDS of cas: 139115-91-6)

tert-Butyl (2-(2-hydroxyethoxy)ethyl)carbamate(cas: 139115-91-6) belongs to ethers.Oxygen is more electronegative than carbon, thus the alpha hydrogens of ethers are more acidic than those of simple hydrocarbons. They are far less acidic than alpha hydrogens of carbonyl groups (such as in ketones or aldehydes), however. SDS of cas: 139115-91-6

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

《Leveraging the Hydroarylation of α-(Trifluoromethyl)styrenes to Access Trifluoromethylated All-Carbon Quaternary Centers》 was written by Vayer, Marie; Mayer, Robert J.; Moran, Joseph; Lebœuf, David. Recommanded Product: 10365-98-7This research focused ontrifluorodiarylalkane regioselective preparation mechanism; styrene trifluoromethyl arene hydroarylation triflic acid hexafluoroisopropanol. The article conveys some information:

α-(Trifuoromethyl)styrenes are attractive olefin building blocks that have eluded hydroarylation processes. Here, the authors demonstrate that the use of a promoter system featuring triflic acid and hexafluoroisopropanol enables hydroarylation to directly build trifluoromethylated all-carbon quaternary centers. The observed reactivity significantly enriches the scope of hydroarylation of inactivated styrenes, e.g., 1-(trifluoromethyl)styrene, and provides straightforward access to trifluoromethylated diarylalkanes of interest, e.g., 1-methoxy-4-(1,1,1-trifluoro-2-phenylpropan-2-yl)benzene. Gram-scale reactions and further functionalizations illustrate the synthetic potential of this approach. In the experiment, the researchers used 3-Methoxyphenylboronic acid(cas: 10365-98-7Recommanded Product: 10365-98-7)

3-Methoxyphenylboronic acid(cas: 10365-98-7) belongs to boronic acids. Boronic acids are mild Lewis acids which are generally stable and easy to handle, making them important to organic synthesis.Recommanded Product: 10365-98-7

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

《Nickel-Catalyzed Reductive Cross-Coupling of Aryl Bromides with Vinyl Acetate in Dimethyl Isosorbide as a Sustainable Solvent》 was written by Su, Mincong; Huang, Xia; Lei, Chuanhu; Jin, Jian. Electric Literature of C7H7BrOThis research focused onvinyl arene heteroarene benzoheterocycle preparation green chem; aryl heteroaryl bromide vinyl acetate reductive cross coupling; dimethyl isosorbide solvent nickel catalyst. The article conveys some information:

A nickel-catalyzed reductive cross-coupling has been achieved using (hetero)aryl bromides and vinyl acetate as the coupling partners. This mild, applicable method provides a reliable access to a variety of vinyl arenes, heteroarenes, and benzoheterocycles, which should expand the chem. space of precursors to fine chems. and polymers. Importantly, a sustainable solvent, di-Me isosorbide, is used, making this protocol more attractive from the point of view of green chem. In the part of experimental materials, we found many familiar compounds, such as 1-Bromo-3-methoxybenzene(cas: 2398-37-0Electric Literature of C7H7BrO)

1-Bromo-3-methoxybenzene(cas: 2398-37-0) can be used in chemical reaction as intermediates to obtain target materials such as dyes, pharmaceuticals, perfumes, photoinitiators and agrochemicals.Electric Literature of C7H7BrO

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

《Polytriazole bridged with 2,5-diphenyl-1,3,4-oxadiazole moieties: a highly sensitive and selective fluorescence chemosensor for Ag+》 was published in RSC Advances in 2015. These research results belong to Cao, Shoupeng; Pei, Zhichao; Xu, Yongqian; Zhang, Ruina; Pei, Yuxin. Quality Control of 1,4-Diethynyl-2,5-dimethoxybenzene The article mentions the following:

Fluorescent conjugated polytriazoles (FCP 1-4) containing both 2,5-diphenyl-1,3,5-oxadiazole (OXD) and 1,2,3-triazole moieties in the main chain were synthesized from aromatic diazide (1) and dialkynes (2-5) via click polymerization, resp. In the polymers, OXDs (fluorophores) and triazole rings (generated via CuAAC acting as metal ion ligands) comprise a fluorescent system. The polytriazoles displayed relatively strong emission with quantum yields in the range of 0.20-0.28 at room temperature in DMF. The study on their ion-responsive properties showed that, although all four FCPs have good selectivity for Ag+, the integration of alkoxy side groups (methoxy for FCP 2, hexyloxy for FCP 3 and 2-ethylhexyloxy for FCP 4) to the main chains of the polytriazoles decreased their sensitivity for Ag+via alteration of the polymer aggregation status and electron d. of the main chains. Thus FCP 1 is highly sensitive for Ag+, where its Ksv is as high as 1.44 × 105 M-1 and its lowest detection limit is in the ppb range (4.22 × 10-7 M). This study provides an efficient click approach to the synthesis of a novel fluorescence sensor for Ag+ detection, which could expand the application of click polymerization in designing fluorescence sensors based on the triazole unit. In addition to this study using 1,4-Diethynyl-2,5-dimethoxybenzene, there are many other studies that have used 1,4-Diethynyl-2,5-dimethoxybenzene(cas: 74029-40-6Quality Control of 1,4-Diethynyl-2,5-dimethoxybenzene) was used in this study.

1,4-Diethynyl-2,5-dimethoxybenzene(cas: 74029-40-6) belongs to ethers.The C-O bonds that comprise simple ethers are strong. Quality Control of 1,4-Diethynyl-2,5-dimethoxybenzene They are unreactive toward all but the strongest bases. Although generally of low chemical reactivity, they are more reactive than alkanes.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

In 2011,Liu, Run-feng; Zhang, Heng; Zhong, Wu published 《Preparation of 2-(2-((6-chlorohexyl)oxy)ethoxy)ethanamine》.Huaxue Shiji published the findings.Name: tert-Butyl (2-(2-hydroxyethoxy)ethyl)carbamate The information in the text is summarized as follows:

A new method for the preparation of 2-(2-((6-chlorohexyl)oxy)ethoxy)ethanamine is described. 2-(2-Aminoethoxy)ethanol was protected by BOC group, followed by etherification and deprotection, providing the titled compd in overall yield of 11.4%. In the experimental materials used by the author, we found tert-Butyl (2-(2-hydroxyethoxy)ethyl)carbamate(cas: 139115-91-6Name: tert-Butyl (2-(2-hydroxyethoxy)ethyl)carbamate)

tert-Butyl (2-(2-hydroxyethoxy)ethyl)carbamate(cas: 139115-91-6) belongs to ethers.Oxygen is more electronegative than carbon, thus the alpha hydrogens of ethers are more acidic than those of simple hydrocarbons. Name: tert-Butyl (2-(2-hydroxyethoxy)ethyl)carbamate They are far less acidic than alpha hydrogens of carbonyl groups (such as in ketones or aldehydes), however.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

In 2019,Solar Energy included an article by Chen, Yung-Chung; Yen, Jui-Hua; Chung, Chung-Lin; Chen, Chih-Ping. Category: ethers-buliding-blocks. The article was titled 《Methoxy groups on bifluorenylidene-based hole transporting materials result in highly efficient and stable dopant-free inverted perovskite solar cells》. The information in the text is summarized as follows:

Three bifluororenylidene-based compounds featuring different numbers of methoxy groups (none for HTM-1, four for HTM-2, and eight for HTM-3) have been synthesized simply and inexpensively and applied as hole transporting materials (HTMs) in inverted perovskite solar cells (PSCs). For comparison, a typical inverted HTM material, PEDOT:PSS, was also applied in a corresponding inverted PSC. The corresponding cell performances were compared with respect to their number of methoxy groups. Of the PSCs containing the bifluororenylidene-based compounds, the HTM-2-based device exhibited the highest power conversion efficiency (PCE) of 12.0%, with a value of Jsc of 19.4 mA cm-2, a value of Voc of 0.94 V, and a fill factor of 65.6%. In addition, the PCE of this HTM-2-based device was higher than that (9.9%) of the PEDOT:PSS-based cell under similar testing conditions. The relatively high PCE of the HTM-2-based cell was due to its suitable energy levels, relatively high hole mobility, and relatively large grains. Furthermore, the HTM series of compounds were also more hydrophobic than PEDOT:PSS and, therefore, they imparted device stability superior to that of the PEDOT:PSS-based cell. In the experiment, the researchers used many compounds, for example, Bis(4-methoxyphenyl)amine(cas: 101-70-2Category: ethers-buliding-blocks)

Bis(4-methoxyphenyl)amine(cas: 101-70-2) is a diphenylamine derivative used as a chemical additive for cured rubber.Bis(4-methoxyphenyl)amine is highly toxic and may potentially induce chromosome abberation.Category: ethers-buliding-blocks

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

In 2019,ACS Catalysis included an article by Zhu, Jiancheng; Lindsay, Vincent N. G.. Application In Synthesis of 1-Bromo-3-methoxybenzene. The article was titled 《Benzimidazolyl Palladium Complexes as Highly Active and General Bifunctional Catalysts in Sustainable Cross-Coupling Reactions》. The information in the text is summarized as follows:

A mononuclear and three dinuclear benzimidazolylpalladium complexes such as I·2 PF6- were prepared I·2 PF6- was an air- and moisture-stable catalyst for Suzuki, Sonogashira, and Heck coupling reactions using 0.1-1 mol% catalyst. Changes in the tether between the 2-benzimidazolyl moiety and the pyridine moiety altered the rigidity and conformation of the ligand scaffold and significantly changed the catalytic activities of the complexes. The structures of the mononuclear palladium complex and of two dinuclear benzimidazolylpalladium complexes, including I·2 PF6-·3 MeCN, were determined by X-ray crystallog. The experimental part of the paper was very detailed, including the reaction process of 1-Bromo-3-methoxybenzene(cas: 2398-37-0Application In Synthesis of 1-Bromo-3-methoxybenzene)

1-Bromo-3-methoxybenzene(cas: 2398-37-0) is a compound useful in organic synthesis and other chemical processes. It is an intermediate used for pharmaceuticals, perfumes and agrochemicals.Application In Synthesis of 1-Bromo-3-methoxybenzene

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

In 2019,Polyhedron included an article by Zeynizadeh, Behzad; Rahmani, Soleiman; Ilkhanizadeh, Siamand. Application In Synthesis of 2-Methoxybenzaldehyde. The article was titled 《Strongly proton exchanged montmorillonite K10 (H+-Mont) as a solid acid catalyst for highly efficient and environmental benign synthesis of biscoumarins via tandem Knoevenagel-Michael reaction》. The information in the text is summarized as follows:

In this study, synthesis of micro/meso porous acid-activated montmorillonite K10 (H+-Mont) was carried out by the activation of Na+-montmorillonite with HCl (4 M) at the controlled conditions. The prepared H+-Mont clay was then characterized using FT-IR, SEM, EDX, XRD and BET analyses. SEM and BET surface analyses represented that by the acid-activation, adjacent layers of montmorillonite K10 (Mont K10) were exfoliated to tiny segments leading to raise of surface area and total pore volume in H+-Mont system rather than the alone Mont K10. Catalytic activity of the prepared H+-Mont clay was further studied as a potent solid acid catalyst for synthesis of biscoumarin materials via tandem Knoevenagel-Michael reaction of 4-hydroxycoumarin with aromatic aldehydes. All reactions were carried out in a mixture of H2O-EtOH (1:1) at room temperature to afford the products in high to excellent yields within 25-50 min. After reading the article, we found that the author used 2-Methoxybenzaldehyde(cas: 135-02-4Application In Synthesis of 2-Methoxybenzaldehyde)

2-Methoxybenzaldehyde(cas: 135-02-4) is used as a flavor agent in foods including nonalcoholic/alcoholic beverages, baked goods, chewing gum, confections, frozen dairy, fruit ices, hard/soft candy, instant coffee, tea, Jams, jellies, and milk products. It also has been used to obtain good enantioselectivities using Cu(OAc)(2)-bis(oxazolines) via hydrogen bonding in asymmetric Henry reaction.Application In Synthesis of 2-Methoxybenzaldehyde

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

In 2019,Nature Catalysis included an article by Geng, Huihui; Chen, Xiaobei; Gui, Jingjing; Zhang, Yueteng; Shen, Zuyuan; Qian, Pengfei; Chen, Junwei; Zhang, Shilei; Wang, Wei. Formula: C8H8O2. The article was titled 《Practical synthesis of C1 deuterated aldehydes enabled by NHC catalysis》. The information in the text is summarized as follows:

N-heterocyclic carbenes promoted a reversible hydrogen-deuterium exchange reaction with simple aldehydes, which led to a practical approach to synthetically valuable C1 deuterated aldehydes RC(O)D [R = Ph, Bn, CH=CHPh, etc.]. The reactivity of the well-established N-heterocyclic carbene-catalyzed formation of Breslow intermediates from aldehydes was reengineered to overcome the overwhelmingly kinetically favorable benzoin condensation reaction and achieve the critical reversibility to drive the formation of desired deuterated products when an excess of D2O was employed. Notably, this operationally simple and cost-effective protocol served as a general and truly practical approach to all types of 1-D-aldehydes including aryl, alkyl and alkenyl aldehydes and enabled chemoselective late-stage deuterium incorporation into complex, native therapeutic agents and natural products with uniformly high levels (>95%) of deuterium incorporation for a total of 104 tested substrates. The experimental part of the paper was very detailed, including the reaction process of 2-Methoxybenzaldehyde(cas: 135-02-4Formula: C8H8O2)

2-Methoxybenzaldehyde(cas: 135-02-4) is used as a flavor agent in foods including nonalcoholic/alcoholic beverages, baked goods, chewing gum, confections, frozen dairy, fruit ices, hard/soft candy, instant coffee, tea, Jams, jellies, and milk products. It also has been used to obtain good enantioselectivities using Cu(OAc)(2)-bis(oxazolines) via hydrogen bonding in asymmetric Henry reaction.Formula: C8H8O2

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem