Month: September 2022

Lusi, Robert F.;Sennari, Goh;Sarpong, Richmond published 《Total synthesis of nine longiborneol sesquiterpenoids using a functionalized camphor strategy》. The research results were published in《Nature Chemistry》 in 2022.Computed Properties of C15H16O2 The article conveys some information:

Natural product total synthesis inspires the development of synthesis strategies to access important classes of mols. In the 1960s, Corey and coworkers demonstrated a visionary preparation of the terpenoid longifolene, using ‘strategic bond anal.’ to craft a synthesis route. This approach proposes that efficient synthesis routes to bridged, polycyclic structures should be formulated to introduce the bulk of the target’s topol. complexity at a late stage. Subsequently, similar strategies have proved general for the syntheses of a wide variety of bridged, polycyclic mols. Here, we demonstrate that an orthogonal strategy where topol. complexity is introduced at the outset leads to the short synthesis of the longifolene-related terpenoid longiborneol. To implement this strategy, we access a bicyclo[2.2.1] starting material through scaffold remodelling of readily available (S)-carvone. We also employ a variety of late-stage C-H functionalization tactics in divergent syntheses of many longiborneol congeners. Our strategy may prove effective for the preparation of other topol. complex natural products that contain the bicyclo[2.2.1] framework. The experimental procedure involved many compounds, such as Dimethoxydiphenylmethane (cas: 2235-01-0) .

For example, the most common synthesis of ethers involves the attack of an alkoxide ion on an alkyl halide. This method is called Williamson ether synthesis.Computed Properties of C15H16O2

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

Wang, Fei;Yi, Junyi;Nishimoto, Yoshihiro;Yasuda, Makoto published 《Homologation of Alkyl Acetates, Alkyl Ethers, Acetals, and Ketals by Formal Insertion of Diazo Compounds into a Carbon-Carbon Bond》. The research results were published in《Synthesis》 in 2021.Name: Dimethoxydiphenylmethane The article conveys some information:

Homologation of alkyl acetates, alkyl ethers, acetals, and ketals was accomplished via formal insertion of diazo esters into carbon-carbon σ-bonds. The combined Lewis acid InI₃ with Me₃SiBr catalyzed the homologation of alkyl acetates and alkyl ethers. That of acetals and ketals was catalyzed solely by the use of InBr₃. The key point of the homologation mechanism is that the indium-based Lewis acids have the appropriate amount of Lewis acidity to achieve both the abstraction and release of leaving groups. The abstraction of a leaving group by an indium-based Lewis acid and the electrophilic addition of carbocation or oxonium intermediates to diazo esters followed by the rearrangement of carbon substituents provide the corresponding cation intermediates. Finally, the leaving group that is captured by the Lewis acid bonds with cation intermediates to furnish the homologated products. And Dimethoxydiphenylmethane (cas: 2235-01-0) was used in the research process.

For example, the most common synthesis of ethers involves the attack of an alkoxide ion on an alkyl halide. This method is called Williamson ether synthesis.Name: Dimethoxydiphenylmethane

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

Hamada, Nao;Kazahaya, Kiyoshi;Shimizu, Hisashi;Sato, Tsuneo published 《An efficient and versatile procedure for the synthesis of acetals from aldehydes and ketones catalyzed by lithium tetrafluoroborate》. The research results were published in《Synlett》 in 2004.SDS of cas: 2235-01-0 The article conveys some information:

Acetals, e.g., I, were obtained, in good yields, by treatment of aldehydes and ketones with trialkyl orthoformate, and the corresponding alc., in the presence of a catalytic amount of lithium tetrafluoroborate. Due to the mild reaction conditions, this method was compatible with acid-sensitive substrates. And Dimethoxydiphenylmethane (cas: 2235-01-0) was used in the research process.

Dimethoxydiphenylmethane is one of ethers-buliding-blocks. Ethers feature bent C–O–C linkages. In dimethyl ether, the bond angle is 111° and C–O distances are 141 pm. The barrier to rotation about the C–O bonds is low. SDS of cas: 2235-01-0 The bonding of oxygen in ethers, alcohols, and water is similar. In the language of valence bond theory, the hybridization at oxygen is sp3.

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

Product Details of 2235-01-0《Fe(III)-Exchanged Montmorillonite as Reusable Heterogeneous Protonic Acid Catalyst for Michael Addition of Indole in Water》 was published in 2017. The authors were Matsuzawa, Ryosuke;Nishimura, Shun;Ebitani, Kohki, and the article was included in《ChemistrySelect》. The author mentioned the following in the article:

Fe³⁺-exchanged montmorillonite (Fe³⁺-mont) was found to be an effective and a reusable heterogeneous acid catalyst for the Michael addition of indole with Me vinyl ketone at 333 K in H₂O to afford 4-(1H-indol-3-yl)butan-2-one in high yields. Investigations on activity of the Fe³⁺-mont catalyst for deprotection of benzophenone dimethylketal and Meerwein-Ponndorf-Verley reduction of furfural suggested that protonic acid sites of the Fe³⁺-mont catalyst were responsible for the present Michael addition of indole. The experimental procedure involved many compounds, such as Dimethoxydiphenylmethane (cas: 2235-01-0) .

For example, the most common synthesis of ethers involves the attack of an alkoxide ion on an alkyl halide. This method is called Williamson ether synthesis.Product Details of 2235-01-0

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

Previtali, Viola;Mihigo, Helene B.;Amet, Rebecca;McElligott, Anthony M.;Zisterer, Daniela M.;Rozas, Isabel published 《Exploring the anti-cancer mechanism of novel 3,4′-substituted diaryl guanidinium derivatives》 in 2020. The article was appeared in 《Pharmaceuticals》. They have made some progress in their research.Recommanded Product: 2657-87-6 The article mentions the following:

We previously identified a guanidinium-based lead compound that inhibited BRAF through a hypothetic type-III allosteric mechanism. Considering the pharmacophore identified in this lead compound (i.e., “lipophilic group”, “di-substituted guanidine”, “phenylguanidine polar end”), several modifications were investigated to improve its cytotoxicity in different cancer cell lines. Thus, several lipophilic groups were explored, the di-substituted guanidine was replaced by a secondary amine and the Ph ring in the polar end was substituted by a pyridine. In a structure-based design approach, four representative derivatives were docked into an inhouse model of an active triphosphate-containing BRAF protein, and the interactions established were analyzed. Based on these computational studies, a variety of derivatives was synthesized, and their predicted drug-like properties calculated Next, the effect on cell viability of these compounds was assessed in cell line models of promyelocytic leukemia and breast, cervical and colorectal carcinomas. The potential of a selection of these compounds as apoptotic agents was assessed by screening in the promyelocytic leukemia cell line HL-60. The toxicity against non-tumorigenic epithelial MCF10A cells was also investigated. These studies allowed for several structure-activity relationships to be derived. Investigations on the mechanism of action of representative compounds suggest a divergent effect on inhibition of the MAPK/ERK signaling pathway. The experimental procedure involved many compounds, such as 3-(4-Aminophenoxy)aniline (cas: 2657-87-6) .

3-(4-Aminophenoxy)aniline is one of ethers-buliding-blocks. Ethers feature bent C–O–C linkages. In dimethyl ether, the bond angle is 111° and C–O distances are 141 pm. The barrier to rotation about the C–O bonds is low. Recommanded Product: 2657-87-6 The bonding of oxygen in ethers, alcohols, and water is similar. In the language of valence bond theory, the hybridization at oxygen is sp3.

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

Acar, Oktay;Varis, Serhat;Isik, Tugba;Tirkes, Seha;Demir, Mustafa M. published 《Synthesis and characterization of novel high temperature structural adhesives based on nadic end capped MDA-BTDA-ODA copolyimide》. The research results were published in《Materials Research Express》 in 2018.Product Details of 2657-87-6 The article conveys some information:

A series of novel copolyimide structural adhesives were synthesized using 4,4′-diaminodiphenyl- methane (MDA), 3,4′-oxydianiline (ODA) and 3,3′,4,4′-benzophenonetetracarboxylic acid dianhydride (BTDA) as co-monomers, and nadic anhydride as an end cap reagent. The adhesives with different MDA and ODA contents were examined in terms of their structure, thermal stability, mech. properties, and adhesive performance. They have glass transition temperatures (Tg) about 400 °C, with thermal stability up to 500 °C. The effect of diamine monomer compositions on adhesion performance and processability of the copolyimides were studied. The copolyimides exhibited adhesion strength up to 16.3 MPa at room temperature Nadic end capped MDA-BTDA-ODA copolyimide resins gained adjustable and controllable processability with the addition of ether bridged aromatic segments. The copolyimide adhesive with equimolar composition of MDA:ODA is distinguished form the both com. PMR-15 and LARC RP-46 polyimides in terms of its better processability and mech. performance. And 3-(4-Aminophenoxy)aniline (cas: 2657-87-6) was used in the research process.

3-(4-Aminophenoxy)aniline is one of ethers-buliding-blocks. Ethers feature bent C–O–C linkages. In dimethyl ether, the bond angle is 111° and C–O distances are 141 pm. The barrier to rotation about the C–O bonds is low. Product Details of 2657-87-6 The bonding of oxygen in ethers, alcohols, and water is similar. In the language of valence bond theory, the hybridization at oxygen is sp3.

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

Electric Literature of C15H16O2In 2011, Sinhamahapatra, Apurba;Sutradhar, Narottom;Ghosh, Malay;Bajaj, Hari C.;Panda, Asit B. published 《Mesoporous sulfated zirconia mediated acetalization reactions》. 《Applied Catalysis, A: General》published the findings. The article contains the following contents:

A novel, convenient, one step synthetic procedure for the synthesis of mesoporous sulfated zirconia (m-SZ) using zirconium carbonate complex and its use as solid acid catalyst for the acetalization of different carbonyl compound is reported. The high specific BET surface area (234 m² g^-1) of m-SZ is achieved after the removal of the surfactant (cetyltrymethylammonium bromide, CTAB) through calcination at 550 °C for 6 h. Microscopic anal. indicated the presence of spherical particles with worm like pores. DRIFT (diffuse reflectance FTIR) of pyridine adsorbed m-SZ and NH₃-TPD (temperature programmed desorption) anal. suggested the presence of appreciable amount of Broensted acid sites. The synthesized m-SZ showed high catalytic activity towards protection of carbonyl compounds through acetal/ketal formation. For the open ketal (from cyclohexanone and methanol) 97% conversion with 100% selectivity was obtained in 1 h at room temperature under solvent free condition. The catalyst can be easily recycled after separation from the reaction system without considerable loss in catalytic activity. To complete the study, the researchers used Dimethoxydiphenylmethane (cas: 2235-01-0) .

The unique properties of ethers (i.e., that they are strongly polar, with nonbonding electron pairs but no hydroxyl group) enhance the formation and use of many reagents. For example, Grignard reagents cannot form unless an ether is present to share its lone pair of electrons with the magnesium atom.Electric Literature of C15H16O2

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

Recommanded Product: 2235-01-0In 2008, Van Orden, L. J.;Jasti, R.;Rychnovsky, S. D. published 《Product class 1: dialkyl ethers. Synthesis from esters, aldehydes, ketones, and acetals by reduction or alkylation》. 《Science of Synthesis》published the findings. The article contains the following contents:

A review of methods to prepare dialkyl ethers via reduction or alkylation of esters, aldehydes, ketones, and acetals. And Dimethoxydiphenylmethane (cas: 2235-01-0) was used in the research process.

Dimethoxydiphenylmethane is one of ethers-buliding-blocks. Ethers feature bent C–O–C linkages. In dimethyl ether, the bond angle is 111° and C–O distances are 141 pm. The barrier to rotation about the C–O bonds is low. Recommanded Product: 2235-01-0 The bonding of oxygen in ethers, alcohols, and water is similar. In the language of valence bond theory, the hybridization at oxygen is sp3.

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

Reference of Dimethoxydiphenylmethane《Reduction of ketones with LiAlH₄ complexes of α,α,α’,α’-tetraaryl-1,3-dioxolane-4,5-dimethanols (TADDOLs). A combination of enantioselective reduction and clathrate formation with a discussion of LAH reagents bearing C₂-symmetrical ligands》 was published in 1996. The authors were Seebach, Dieter;Beck, Albert K.;Dahinden, Robert;Hoffmann, Matthias;Kuehnle, Florian N. M., and the article was included in《Croatica Chemica Acta》. The author mentioned the following in the article:

A complex prepared from one equivalent each of LiAlH₄, EtOH and a TADDOL (α,α,α’,α’-tetraaryl-1,3-dioxolane-4,5-dimethanol) reduces aryl alkyl ketones to sec. alcs. with enantiomer ratios (er) up to 96:4. The chiral LAH derivative is used in two-fold excess in THF solution and at dry ice temperatures The ability of TADDOLs to form clathrates diastereoselectivity can be exploited to increase the er of the initially formed alcs. by a simple modification of the work-up procedure and hence, products of very high enantiopurity (er 99:1) can be isolated. When (R,R)-TADDOLs (from (R,R)-tartrate) are applied in the reaction, the 1-aryl-alkanols formed preferentially have (S) configuration, as for the products obtained with the corresponding (P)-BINOL and (P)-BIPHENOL derivatives A common mechanistic model is discussed. And Dimethoxydiphenylmethane (cas: 2235-01-0) was used in the research process.

Dimethoxydiphenylmethane is one of ethers-buliding-blocks. Ethers feature bent C–O–C linkages. In dimethyl ether, the bond angle is 111° and C–O distances are 141 pm. The barrier to rotation about the C–O bonds is low. Reference of Dimethoxydiphenylmethane The bonding of oxygen in ethers, alcohols, and water is similar. In the language of valence bond theory, the hybridization at oxygen is sp3.

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

Duan, Chunjian;Cui, Yu;Wang, Chao;Tao, Liming;Wang, Qihua;Xie, Hai;Wang, Tingmei published 《High temperature tribological properties of thermosetting polyimide》 in 2017. The article was appeared in 《Mocaxue Xuebao》. They have made some progress in their research.Safety of 3-(4-Aminophenoxy)aniline The article mentions the following:

Thermosetting polyimide oligomers with different diamines (isomers) was synthesized with 3,3′,4,4′-biphenyltetracarboxylic dianhydride (s-BPDA), 4,4′-diaminodiphenyl ether (4,4′-ODA), 3,4′-diaminodiphenyl ether (3,4′-ODA) and 4-phenylethynylphthalide (4-PEPA). Furthermore, dry sliding tests were performed at 25°C, 100°C, 200°C, 250°C, 300°C and 350°C on a ball-on-disk wear tester. Mechanisms of friction and wear were studied in detail by scanning electron microscope and energy dispersive X-ray spectroscopy. At elevated temperature, exptl. results demonstrated that the wear rate increased first, then decreased and finally increased. However, average coefficient of friction showed a tendency to plummet with temperature range from 25°C to 350°C. This trend was attributed to changes in the mech. properties of the polymer surface. The wear mechanisms at elevated temperatures were different. At 25 and 100°C, fatigue wear and abrasive wear prevailed. From 100°C to 200°C, a dense of transfer film generated and the thickness increased due to adequate shearing motion of mol. chain. Hence, mild abrasive wear played a major role. Above 250°C, wear rate rapidly increased with damage of interaction between the mol. chain and polyimide was peeled on worn surface under the lasted load, adhesive wear was dominant. As a general guideline, higher ambient temperature rendered a greater wear rate. The experimental procedure involved many compounds, such as 3-(4-Aminophenoxy)aniline (cas: 2657-87-6) .

3-(4-Aminophenoxy)aniline is one of ethers-buliding-blocks. Ethers feature bent C–O–C linkages. In dimethyl ether, the bond angle is 111° and C–O distances are 141 pm. The barrier to rotation about the C–O bonds is low. Safety of 3-(4-Aminophenoxy)aniline The bonding of oxygen in ethers, alcohols, and water is similar. In the language of valence bond theory, the hybridization at oxygen is sp3.

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