Month: October 2022

Safety of 1,4-Diethynyl-2,5-dimethoxybenzeneOn March 8, 2010, Wu, Xiang-Hua; Liang, Jin Hua; Xia, Jian-Long; Jin, Shan; Yu, Guang-Ao; Liu, Sheng Hua published an article in Organometallics. The article was 《Bimetallic Ruthenium Complexes: Synthesis, Characterization, and the Effect of Appending Long Carbon Chains to Their Bridges》. The article mentions the following:

A series of binuclear ruthenium complexes [RuCl(CO)(PMe3)3]2(μ-CH=CH-Ar-CH=CH) (Ar = C6H2(OR)2-2,5; R = CH3 (4a), nC4H9 (4b), nC6H13 (4c), nC8H17 (4d), nC10H21 (4e), nC12H25 (4f), nC14H29 (4g)), [RuCl(CO)(PMe3)3]2(μ-CH=CH-Ar--Ar-CH=CH) (Ar = C6H2(R)2-2,5; R = OCH3 (10a), OnC8H17 (10b), H (10c)), and [RuCl(CO)(PMe3)3]2(μ-CH=CH-Ar--Ar--Ar-CH=CH) (Ar = C6H2(R)2-2,5; R = OCH3 (13a), OnC8H17 (13b), H (13c)) have been synthesized. These complexes have been characterized by elemental anal., NMR, and UV/vis spectrophotometry. The structures of 4b and 4d have been determined by x-ray crystallog. Electrochem. studies have shown that long carbon chains attached to the bridges of the complexes facilitate the stability of mixed-valence bimetallic ruthenium complexes.1,4-Diethynyl-2,5-dimethoxybenzene(cas: 74029-40-6Safety 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. Ethers lack the hydroxyl groups of alcohols. Safety of 1,4-Diethynyl-2,5-dimethoxybenzene Without the strongly polarized O―H bond, ether molecules cannot engage in hydrogen bonding with each other.

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

Song, Qiuling; Feng, Qiang; Yang, Kai published an article on January 17 ,2014. The article was titled 《Synthesis of primary amides via copper-catalyzed aerobic decarboxylative ammoxidation of phenylacetic acids and α-hydroxyphenylacetic acids with ammonia in water》, and you may find the article in Organic Letters.Category: ethers-buliding-blocks The information in the text is summarized as follows:

A Cu2O-catalyzed aerobic oxidative decarboxylative ammoxidation to primary benzamides from phenylacetic acids and α-hydroxyphenylacetic acids is developed. A variety of primary benzamides could be prepared smoothly, in good to excellent yields, by means of a one-pot domino protocol combining decarboxylation, dioxygen activation, oxidative C-H bond functionalization, and amidation reactions. After reading the article, we found that the author used 2-Hydroxy-2-(4-propoxyphenyl)acetic acid(cas: 79694-16-9Category: ethers-buliding-blocks)

2-Hydroxy-2-(4-propoxyphenyl)acetic acid(cas: 79694-16-9) belongs to ethers.Oxygen is more electronegative than carbon, thus the alpha hydrogens of ethers are more acidic than those of simple hydrocarbons. Category: ethers-buliding-blocks 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,Synthetic Metals included an article by Berton, Nicolas; Nakar, Rana; Schmaltz, Bruno. SDS of cas: 101-70-2. The article was titled 《DMPA-containing carbazole-based hole transporting materials for perovskite solar cells: Recent advances and perspectives》. The information in the text is summarized as follows:

A review. Perovskite solar cells (PSC) based on metal-organic halide perovskites have emerged as one of the most promising photovoltaic technologies. Power conversion efficiency (PCE) has increased remarkably over the last few years from less than 10% up to certified efficiencies exceeding 23%. Selective interfacial layers play a critical role in charge extraction processes. In order to obtain high efficiencies, a hole transporting material (HTM) is required. Huge research efforts have been made to design efficient and low-cost materials. Carbazole-based HTMs are among the most promising new HTMs, in particular when they are substituted with dimethoxydiphenylamine (DMPA) units. This review gives an overview of the different classes of DMPA-containing carbazole-based HTMs and highlights the synthetic pathways, the structure-property relationship and the photovoltaic performances obtained in PSC devices. The relevance of structural variations and chem. doping processes is discussed with regard to efficiency and stability issues. In the experiment, the researchers used many compounds, for example, Bis(4-methoxyphenyl)amine(cas: 101-70-2SDS of cas: 101-70-2)

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.SDS of cas: 101-70-2

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

The author of 《Microfriction correction factor to the Stokes-Einstein equation for small molecules determined by NMR diffusion measurements and hydrodynamic modelling》 were Dvorak, Petr; Soltesova, Maria; Lang, Jan. And the article was published in Molecular Physics in 2019. Computed Properties of C10H20O5 The author mentioned the following in the article:

The Stokes-Einstein relationship relating the self-diffusion coefficient with the size of a diffusing particle (a hydrodynamic radius) breaks down in case of small mols. We present a novel method extending the range of validity of the Stokes-Einstein relationship by means of introducing a mol.-specific microfriction correction factor. This factor equals to 1 in the ordinary form of the Stokes-Einstein formula for ‘stick’ boundary conditions when mols. of solvent are much smaller than the diffusing particle. We have determined the microfriction correction factors for series of small mols. (ranging in size from ethanol to 18-crown-6 ether and tetrakis(trimethylsilyl)silane) in a dilute hexane solution by a concerted use of the NMR diffusion measurements and the mol. hydrodynamic calculations Both of the tested hydrodynamic modeling programs, HydroNMR (Garcia de la Torre et al., J. Magn. Reson. 2000, 147, 138-146) and DiTe (Barone et al., J. Comput. Chem. 2008, 30, 2-13) provided very similar results after initial calibration on a mol. system, which is within the validity range of the Stokes-Einstein relationship (fullerene in hexane solution in this work). In the experimental materials used by the author, we found 1,4,7,10,13-Pentaoxacyclopentadecane(cas: 33100-27-5Computed Properties of C10H20O5)

1,4,7,10,13-Pentaoxacyclopentadecane(cas: 33100-27-5) is a member of crown ether Ligands. Crown-ethers are macrocyclic polyethers capable of forming host-guest complexes, especially with inorganic and organic cations. Crown-ethers can incorporate protonated primary amine compounds by formation of ion-dipole bonds with the oxygen atoms of the chiral selector. Crown-ethers have been widely used for the separation of several pharmaceuticals both in aqueous and non-aqueous media. Computed Properties of C10H20O5

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

The author of 《Asymmetric synthesis of functionalized phenylalanine derivatives via Rh-catalyzed conjugate addition and enantioselective protonation cascade》 were Jian, Jia-Hong; Zeng, Hao-Wei; Kuo, Ting-Shen; Wu, Ping-Yu; Wu, Hsyueh-Liang. And the article was published in Organic Letters in 2019. Quality Control of 3-Methoxyphenylboronic acid The author mentioned the following in the article:

The asym. conjugate addition of arylboronic acids to N-phthalimidodehydroalanine 1i catalyzed by Rh(I)/L1a enables the facile preparation of chiral functionalized phenylalanines. The reaction proceeds by a conjugate addition and enantioselective protonation cascade, affording a rhodium enolate that undergoes re-face protonation. The reaction tolerates various arylboronic acids and can be used in the gram-scale synthesis of (S)-phenylalanine hydrochloride, demonstrating the reaction scope and the synthetic feasibility of the process. In the experiment, the researchers used many compounds, for example, 3-Methoxyphenylboronic acid(cas: 10365-98-7Quality Control of 3-Methoxyphenylboronic acid)

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.Quality Control of 3-Methoxyphenylboronic acid

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

The author of 《Visible light induced oxidative hydroxylation of boronic acids》 were Ding, Aishun; Zhang, Yanbin; Chen, Yang; Rios, Ramon; Hu, Jianhua; Guo, Hao. And the article was published in Tetrahedron Letters in 2019. HPLC of Formula: 150-19-6 The author mentioned the following in the article:

A visible light-induced aerobic oxidative hydroxylation of boronic acids was reported. The reaction employed 7H-benzo[c]thioxanthen-7-one as metal-free catalyst and di-Me carbonate as green solvent. Scale-up experiment was achieved using 0.1 mol% catalyst in a good yield with column-free purification This reaction showed great green chem. features and potential in synthetic applications. The results came from multiple reactions, including the reaction of m-Methoxyphenol(cas: 150-19-6HPLC of Formula: 150-19-6)

m-Methoxyphenol(cas: 150-19-6) may be used as an analytical standard for the determination of the analyte in wine, coffee beans, wood samples, and mainstream smoke by gas chromatography (GC) based techniques.HPLC of Formula: 150-19-6

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

《Visible-light-mediated Minisci C-H alkylation of heteroarenes with 4-alkyl-1,4-dihydropyridines using O2 as an oxidant》 was published in Green Chemistry in 2020. These research results belong to Dong, Jianyang; Yue, Fuyang; Xu, Wentao; Song, Hongjian; Liu, Yuxiu; Wang, Qingmin. COA of Formula: C9H10O2 The article mentions the following:

A protocol for direct visible-light-mediated Minisci C-H alkylation reactions of N-heteroarenes with 4-alkyl-1,4-dihydropyridines for synthesis of alkylated N-heteroarenes such as I at room temperature with mol. oxygen as an oxidant was reported. The protocol permitted efficient functionalization of various N-heteroarenes with a broad range of cyclic and acyclic primary, secondary and tertiary alkyl groups and was scalable to the gram level. This mild protocol used an inexpensive, green oxidant and was suitable for late-stage C-H alkylation of complex nitrogen-containing mols. Its utility was demonstrated by preparing or functionalizing several pharmaceuticals and natural products. After reading the article, we found that the author used 2-(Benzyloxy)acetaldehyde(cas: 60656-87-3COA of Formula: C9H10O2)

2-(Benzyloxy)acetaldehyde(cas: 60656-87-3) may be used in the following syntheses: (3S,5S)-methyl 6-benzyloxy-3,5-dihydroxyhexanoate ,(S)-5-benzyloxy-4-hydroxypentan-2-one, myxothiazols.COA of Formula: C9H10O2

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

《Self-Assembled Multilayer Iron(0) Nanoparticle Catalyst for Ligand-Free Carbon-Carbon/Carbon-Nitrogen Bond-Forming Reactions》 was published in Organic Letters in 2020. These research results belong to Akiyama, Toshiki; Wada, Yuki; Yamada, Makito; Shio, Yasunori; Honma, Tetsuo; Shimoda, Shuhei; Tsuruta, Kazuki; Tamenori, Yusuke; Haneoka, Hitoshi; Suzuki, Takeyuki; Harada, Kazuo; Tsurugi, Hayato; Mashima, Kazushi; Hasegawa, Jun-ya; Sato, Yoshihiro; Arisawa, Mitsuhiro. Quality Control of 1-Iodo-2-methoxybenzene The article mentions the following:

Self-assembled multilayer iron(0) nanoparticles (NPs, 6-10 nm), namely, sulfur-modified Au-supported Fe(0) [SAFe(0)], were developed for ligand-free one-pot carbon-carbon/carbon-nitrogen bond-forming reactions. SAFe(0) was successfully prepared using a well-established metal-nanoparticle catalyst preparative protocol by simultaneous in situ metal NP and nanospace organization (PSSO) with 1,4-bis(trimethylsilyl)-1,4-dihydropyrazine (Si-DHP) as a strong reducing agent. SAFe(0) was easy to handle in air and could be recycled with a low iron-leaching rate in reaction cycles. In the experiment, the researchers used many compounds, for example, 1-Iodo-2-methoxybenzene(cas: 529-28-2Quality Control of 1-Iodo-2-methoxybenzene)

1-Iodo-2-methoxybenzene(cas: 529-28-2) is a useful synthetic intermediate. It can be used in the synthesis of piperidinyl diaminopyrimidines as cyclin-dependent kinase inhibitors with antitumor activity and polysubstituted benzofuran derivatives as novel inhibitors of parasitic growth.Quality Control of 1-Iodo-2-methoxybenzene

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

《Versatile cobalt-catalyzed regioselective chain-walking double hydroboration of 1,n-dienes to access gem-bis(boryl)alkanes》 was published in Nature Communications in 2020. These research results belong to Hu, Ming; Ge, Shaozhong. Name: 2-(Benzyloxy)acetaldehyde The article mentions the following:

Double hydroboration of dienes is the addition of a hydrogen and a boryl group to the two double bonds of a diene mol. and represents a straightforward and effective protocol to prepare synthetically versatile bis(boryl)alkanes, provided that this reaction occurs selectively. However, this reaction can potentially yield several isomeric organoboron products, and it still remains a challenge to control the regioselectivity of this reaction, which allows the selective production of a single organoboron product, in particular, for a broad scope of dienes. By employing a readily available cobalt catalyst, here authors show that this double hydroboration yields synthetically useful gem-bis(boryl)alkanes with excellent regioselectivity. In addition, the scope of dienes for this reaction is broad and encompasses a wide range of conjugated and non-conjugated dienes. Furthermore, mechanistic studies indicate that this cobalt-catalyzed double hydroboration occurs through boryl-directed chain-walking hydroboration of alkenylboronates generated from anti-Markovnikov 1,2-hydroboration of 1,n-diene. The experimental part of the paper was very detailed, including the reaction process of 2-(Benzyloxy)acetaldehyde(cas: 60656-87-3Name: 2-(Benzyloxy)acetaldehyde)

2-(Benzyloxy)acetaldehyde(cas: 60656-87-3) may be used in the following syntheses: (3S,5S)-methyl 6-benzyloxy-3,5-dihydroxyhexanoate ,(S)-5-benzyloxy-4-hydroxypentan-2-one, myxothiazols.Name: 2-(Benzyloxy)acetaldehyde

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

《2′-Fluorinated Hydantoins as Chemical Biology Tools for Base Excision Repair Glycosylases》 was written by Cao, Sheng; Rogers, JohnPatrick; Yeo, Jongchan; Anderson-Steele, Brittany; Ashby, Jonathan; David, Sheila S.. Application In Synthesis of N,N-Dimethylformamide Dimethyl Acetal And the article was included in ACS Chemical Biology in 2020. The article conveys some information:

The guanine oxidation products, 5-guanidinohydantoin (Gh) and spiroiminodihydantoin (Sp), are mutagenic and toxic base lesions that are removed by Fpg, Nei, and the Nei-like (NEIL) glycosylases as the first step in base excision repair (BER). The hydantoins are excellent substrates for the NEIL glycosylases in a variety of DNA contexts beyond canonical duplex DNA, implicating the potential impact of repair activity on a multitude of cellular processes. In order to prepare stable derivatives as chem. biol. tools, oligonucleotides containing fluorine at the 2′-position of the sugar of 8-oxo-7,8-dihydro-2′-deoxyguanosine2′-F-OG) were synthesized in ribo and arabino configuration. Selective oxidation of 2′-F-OG within a DNA oligonucleotide provided the corresponding 2′-F-Gh or 2′-F-Sp containing DNA. The 2′-F-hydantoins in duplex DNA were found to be highly resistant to the glycosylase activity of Fpg and NEIL1 compared to the unmodified lesion substrates. Surprisingly, however, some glycosylase-mediated base removal from both the 2′-F-ribo- and 2′-F-arabinohydantoin duplex DNA was observed Notably, the associated β-lyase strand scission reaction of the 2′-F-arabinohydantoins was inhibited such that the glycosylases were “”stalled”” at the Schiff-base intermediate. Fpg and NEIL1 showed high affinity for the 2′-F-Gh duplexes in both ribo and arabino configurations. However, binding affinity assessed using catalytically inactive variants of Fpg and NEIL1 indicated higher affinity for the 2′-F-riboGh-containing duplexes. The distinct features of glycosylase processing of 2′-F-ribohydantoins and 2′-F-arabinohydantoins illustrate their utility to reveal structural insight into damage recognition and excision by NEIL and related glycosylases and provide opportunities for delineating the impact of lesion formation and repair in cells. The experimental part of the paper was very detailed, including the reaction process of N,N-Dimethylformamide Dimethyl Acetal(cas: 4637-24-5Application In Synthesis of N,N-Dimethylformamide Dimethyl Acetal)

N,N-Dimethylformamide Dimethyl Acetal(cas: 4637-24-5) belongs to anime. Many important products require amines as part of their syntheses. Methylamine is utilized in the production of the analgesic meperidine (trade name Demerol) and the photographic developer Metol (trademark), and dimethylamine is used in the synthesis of the antihistamine diphenhydramine (trade name Benadryl), the solvent dimethylformamide (DMF), and the rocket propellant 1,1-dimethylhydrazine. The synthesis of the insect repellent N,N-diethyl-m-toluamide (DEET) incorporates diethylamine while that of the synthetic fibre Kevlar requires aromatic amines.Application In Synthesis of N,N-Dimethylformamide Dimethyl Acetal

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