Month: January 2023

Synthesis of rigid and C₂-symmetric pyridino-15-crown-5 type macrocycles bearing diamide-diester functions: enantiomeric recognition for chiral primary organoammonium perchlorate salts was written by Seker, Sevil;Baris, Deniz;Arslan, Nevin;Turgut, Yilmaz;Pirinccioglu, Necmettin;Togrul, Mahmut. And the article was included in Tetrahedron: Asymmetry in 2014.Application of 5856-63-3 This article mentions the following:

Four novel C₂-sym. macrocyclic compounds with a pyridine function and possessing amide and ester linkages were prepared The enantiomeric discrimination abilities of these macrocycles against α-phenylethylammonium and α-(1-naphthyl)ethylammonium perchlorate salts were measured by standard ¹H NMR titration techniques in DMSO-d₆. A binding constant ratio of 31 (Kbind(S)/Kbind(R)) for two enantiomers of α-(1-naphthyl)ethylammonium salt with the macrocyclic host (S,S)-4 bearing Ph arms was observed, which corresponds to an enantiomeric discrimination of ∼94%. Mol. dynamic calculations were performed for some of the supramol. complexes to gain insight into the mode of mol. recognition between the macrocyclic compounds and ammonium salts; these results were consistent with exptl. observations, which may be relevant to those in biochem. processes occurring in organisms. In the experiment, the researchers used many compounds, for example, (R)-2-Aminobutan-1-ol (cas: 5856-63-3Application of 5856-63-3).

(R)-2-Aminobutan-1-ol (cas: 5856-63-3) belongs to alcohols. A strong base can deprotonate an alcohol to yield an alkoxide ion (R―O−). For example, sodamide (NaNH2), a very strong base, abstracts the hydrogen atom of an alcohol. Converting an alcohol to an alkene requires removal of the hydroxyl group and a hydrogen atom on the neighbouring carbon atom. Dehydrations are most commonly carried out by warming the alcohol in the presence of a strong dehydrating acid, such as concentrated sulfuric acid.Application of 5856-63-3

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Analysis of the trend of volatile compounds by HS-SPME-GC-MS and the main factors affecting the formation of rancid odor during the oxidation process of infant nutrition package was written by Ge, Liqin;Wu, Yuqin;Zou, Wenhaotian;Mao, Xuejin;Wang, Yuanxing;Du, Jinlin;Zhao, Haibin;Zhu, Chunyan. And the article was included in Journal of Food Science and Technology (New Delhi, India) in 2022.Synthetic Route of C8H16O This article mentions the following:

In this study, headspace solid-phase micro-extraction (HS-SPME) coupled with GC-MS was used to analyze the trend of volatile compounds in fresh and oxidative infant nutrition package. Among the volatile compounds, aldehydes and ketones, alcs., lipids, cycloalkenes, alkanes, alkenes, aromatic hydrocarbons, oxygenated compound were identified. A total of 65 volatile compounds were detected in the fresh nutrition package, whereas 9 new volatile compounds were detected during the accelerated oxidation process, which was oxidized at 45 °C for 4 wk. The main components of the rancid flavor formed and the relative content of volatile substances gradually changed during the accelerated oxidation process. The volatile substances hexanal, nonanal, and 2-pentylfuran substantially increased. Linalool, α-terpineol, d-limonene, and 1-methoxy-nonane presented an evidently downward trend. The relative content of the newly formed compound 3-hydroxy-2-methylpyran-4-one during the oxidation process was always large, its relative content initially increased, then decreased, and finally increased again. The formation of rancid flavor of the nutrient package was speculated to have been formed by the interaction of hexanal, nonanal, 2-pentylfuran, and 3-hydroxy-2-methylpyran-4-one. In the experiment, the researchers used many compounds, for example, Oct-1-en-3-ol (cas: 3391-86-4Synthetic Route of C8H16O).

Oct-1-en-3-ol (cas: 3391-86-4) belongs to alcohols. The oxygen atom of the strongly polarized O―H bond of an alcohol pulls electron density away from the hydrogen atom. This polarized hydrogen, which bears a partial positive charge, can form a hydrogen bond with a pair of nonbonding electrons on another oxygen atom. Secondary alcohols are easily oxidized without breaking carbon-carbon bonds only as far as the ketone stage. No further oxidation is seen except under very stringent conditions.Synthetic Route of C8H16O

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Radioiodinated phenoxyacetic acid derivatives as potential brain imaging agents. I. Efficient synthesis via trimethylsilyl intermediates was written by Ohmomo, Yoshiro;Okuyama, Shinichiro;Magata, Yasuhiro;Ueno, Yoko;Tanaka, Chiaki;Yokoyama, Akira. And the article was included in Chemical & Pharmaceutical Bulletin in 1989.Application In Synthesis of 1-(Dimethylamino)-2-methylpropan-2-ol This article mentions the following:

The usefulness of radioiodination via demetalation of aryltrimethylsilanes is demonstrated. The radioiodination reaction was very rapid and the regiospecific incorporation of radioiodine could be carried out with high radiochem. yields and high radiospecific activity. ¹²⁵I-labeled iodophenoxyacetate derivatives I (R = 2-, 3-, 4-¹²⁵Iodo, R¹,R² = H, Me), iodophenoxyacetamide derivatives II (R = 2-, 3-, 4-¹²⁵Iodo), iodophenoxyethylamino derivatives III (R³ = H, Me), and an iodophenoxyethylpiperazine derivative IV were efficiently synthesized from the aryltrimethylsilyl intermediates, e.g., I and II (R = 2-, 3-, 4-SiMe₃) by this method. In the experiment, the researchers used many compounds, for example, 1-(Dimethylamino)-2-methylpropan-2-ol (cas: 14123-48-9Application In Synthesis of 1-(Dimethylamino)-2-methylpropan-2-ol).

1-(Dimethylamino)-2-methylpropan-2-ol (cas: 14123-48-9) belongs to alcohols. A strong base can deprotonate an alcohol to yield an alkoxide ion (R―O−). For example, sodamide (NaNH2), a very strong base, abstracts the hydrogen atom of an alcohol. Converting an alcohol to an alkene requires removal of the hydroxyl group and a hydrogen atom on the neighbouring carbon atom. Dehydrations are most commonly carried out by warming the alcohol in the presence of a strong dehydrating acid, such as concentrated sulfuric acid.Application In Synthesis of 1-(Dimethylamino)-2-methylpropan-2-ol

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Development of a metal/chelate polyhydroxyethylmethacrylate monolith capillary for selective depletion of immunoglobulin G from human plasma for proteomics was written by Khaparde, Ashish;Vijayalakshmi, M. A.;Tetala, Kishore K. R.. And the article was included in Journal of Chromatography A in 2017.Recommanded Product: Diethyleneglycoldiacrylate This article mentions the following:

The authors report the development of a new poly HEMA (HEMA-co-DEGDA-co-DATD) monolith capillary functionalized with “IDA-Cu(II) complex”. Of the two tested crosslinkers (methylene bisacrylamide (MBAAm) and diethylene glycol diacrylate (DEGDA)), the presence of DEGDA has enhanced the monolith rigidity. Structural assembly of these monoliths are organized with highly interconnected large globule like structures and dominated by a macropore region. Iminodiacetic acid (IDA) immobilization was performed using two chem. approaches (1. aldehyde-secondary amine reaction and 2. epoxy-secondary amine reaction). FTIR anal. confirmed successful IDA immobilization in both cases. For the first time, a reaction of secondary amine ligand with aldehyde functional material was successfully reported. Overall, the Cu(II)-IDA monolith capillary showed good permeability (3.05 × 10 ^-13 m²), high IgG adsorption capacity and reusability even after 5 consecutive adsorption-desorption cycles. The amount of protein (IgG/HSA) adsorbed on Cu(II)-IDA monolith prepared via the two chemistries is almost similar. Using this affinity monolith capillary, the authors selectively depleted ∼95% of IgG from human plasma (dilution of 1:16). In the experiment, the researchers used many compounds, for example, Diethyleneglycoldiacrylate (cas: 4074-88-8Recommanded Product: Diethyleneglycoldiacrylate).

Diethyleneglycoldiacrylate (cas: 4074-88-8) belongs to alcohols. Alcohols are among the most common organic compounds. They are used as sweeteners and in making perfumes, are valuable intermediates in the synthesis of other compounds, and are among the most abundantly produced organic chemicals in industry. Under carefully controlled conditions, simple alcohols can undergo intermolecular dehydration to give ethers. This reaction is effective only with methanol, ethanol, and other simple primary alcohols.Recommanded Product: Diethyleneglycoldiacrylate

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

A High-Valent Ru-PCP Pincer Catalyst for Hydrogenation of Carbonyl and Carboxyl Compounds under Molecular Hydrogen was written by Mujahed, Shrouq;Hey-Hawkins, Evamarie;Gelman, Dmitri. And the article was included in Chemistry – A European Journal in 2022.Recommanded Product: 873-76-7 This article mentions the following:

Low-valent metals traditionally dominate the domain of catalytic hydrogenation. However, metal-ligand cooperating (MLC) catalytic systems, operating through heterolytic H-H bond splitting by a Lewis acidic metal and a basic ligand site, do not require an electron-rich metal. On the contrary, high-valent metals that induce weaker back donation facilitate heterolytic bond activation. Here authors report, for the first time, the efficient hydrogenation of carbonyl and carboxyl compounds under mol. hydrogen catalyzed by a structurally well-defined Ru^IV catalyst bearing a bifunctional PCP pincer ligand. The catalyst exhibits reactivity toward mol. hydrogen superior to that of the low-valent analog and allows hydrogen activation even at room temperature In the experiment, the researchers used many compounds, for example, (4-Chlorophenyl)methanol (cas: 873-76-7Recommanded Product: 873-76-7).

(4-Chlorophenyl)methanol (cas: 873-76-7) belongs to alcohols. Alcohols are weak acids. The most acidic simple alcohols (methanol and ethanol) are about as acidic as water, and most other alcohols are somewhat less acidic. The most common reactions of alcohols can be classified as oxidation, dehydration, substitution, esterification, and reactions of alkoxides.Recommanded Product: 873-76-7

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

An ionic-based carbon dot for enantioselective discrimination of nonaromatic amino alcohols was written by Wu, Datong;Pan, Fei;Gao, Li;Tao, Yongxin;Kong, Yong. And the article was included in Analyst (Cambridge, United Kingdom) in 2020.Quality Control of (R)-2-Aminobutan-1-ol This article mentions the following:

Here, ionized chiral carbon dots, (S,S)-C-dots-1 (λ_ex = 430 nm, λ_em = 480 nm), were synthesized via a facile route with relatively high quantum yield (~24.4%) and used as a fluorescent chiral sensor. One of the advantages of the synthetic process is that it avoids the loss of the chiral center. That is, the chiral bromo compound can directly form an ionic pair with the pyridyl group, which is derived from the amine precursor in the first step. Furthermore, (S,S)-C-dots-1 shows clear discrimination toward different configurations of nonaromatic amino alcs. in the presence of Cu(II). When the (R)-isomer is added to a solution of (S,S)-C-dots-1 + Cu(II), it shows much higher fluorescent intensity than the (S)-isomer. The values of I_R/I_S are 2.9 and 2.3 for 2-aminobutan-1-ol and 2-aminopropan-1-ol, resp. In summary, we believe that this work can expand the synthetic routes and potential applications of functional carbon dots in the field of enantioselective sensing. In the experiment, the researchers used many compounds, for example, (R)-2-Aminobutan-1-ol (cas: 5856-63-3Quality Control of (R)-2-Aminobutan-1-ol).

(R)-2-Aminobutan-1-ol (cas: 5856-63-3) belongs to alcohols. The oxygen atom of the strongly polarized O―H bond of an alcohol pulls electron density away from the hydrogen atom. This polarized hydrogen, which bears a partial positive charge, can form a hydrogen bond with a pair of nonbonding electrons on another oxygen atom. Under carefully controlled conditions, simple alcohols can undergo intermolecular dehydration to give ethers. This reaction is effective only with methanol, ethanol, and other simple primary alcohols.Quality Control of (R)-2-Aminobutan-1-ol

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Amine Organocatalysis of Remote, Chemoselective C(sp³)-H Hydroxylation was written by Hahn, Philip L.;Lowe, Jared M.;Xu, Yubo;Burns, Kevin L.;Hilinski, Michael K.. And the article was included in ACS Catalysis in 2022.Name: (1R,2S,5R)-2-Isopropyl-5-methylcyclohexanol This article mentions the following:

Authors introduce an organocatalytic approach for oxaziridinium-mediated C-H hydroxylation that employs secondary amines as catalysts. Authors also demonstrate the advantages of this operationally simple catalytic strategy for achieving high yielding and highly selective remote hydroxylation of compounds bearing oxidation-sensitive functional groups such as alcs., ethers, carbamates, and amides. By employing hexafluoroisopropanol as the solvent in the absence of water, a proposed hydrogen-bonding effect leads to, among other advantages, as high as ≥99:1 chemoselectivity for remote aliphatic hydroxylation of 2° alcs., an otherwise unsolved synthetic challenge normally complicated by substantial amounts of alc. oxidation Initial studies of the reaction mechanism indicate the formation of an oxaziridinium salt as the active oxidant and a C-H oxidation step that proceeds in a stereospecific manner via concerted insertion or hydrogen atom-transfer/radical rebound. Furthermore, preliminary results indicate that site selectivity can be affected by amine catalyst structure. In the experiment, the researchers used many compounds, for example, (1R,2S,5R)-2-Isopropyl-5-methylcyclohexanol (cas: 2216-51-5Name: (1R,2S,5R)-2-Isopropyl-5-methylcyclohexanol).

(1R,2S,5R)-2-Isopropyl-5-methylcyclohexanol (cas: 2216-51-5) belongs to alcohols. The oxygen atom of the strongly polarized O―H bond of an alcohol pulls electron density away from the hydrogen atom. This polarized hydrogen, which bears a partial positive charge, can form a hydrogen bond with a pair of nonbonding electrons on another oxygen atom. Tertiary alcohols cannot be oxidized at all without breaking carbon-carbon bonds, whereas primary alcohols can be oxidized to aldehydes or further oxidized to carboxylic acids.Name: (1R,2S,5R)-2-Isopropyl-5-methylcyclohexanol

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Furanonyl amino acid derivatives as hemostatic drugs: design, synthesis and hemostasis performance was written by Wang, Neng;Lin, Jian-Yun;Luo, Shi-He;Zhou, Yong-Jun;Yang, Kai;Chen, Ren-Hong;Yang, Guo-Xian;Wang, Zhao-Yang. And the article was included in Amino Acids in 2022.Safety of (1R,2S,5R)-2-Isopropyl-5-methylcyclohexanol This article mentions the following:

Using 3,4-dihalo-2(5H)-furanones and easily available hemostatic drugs, such as tranexamic acid (TA), 4-aminomethylbenzoic acid (ABA), aminocaproic acid (AA) as starting materials, serial multi-functional mols. 2(5H)-furanonyl amino acids are designed by the combination of different pharmacophores, and successfully synthesized by a transition metal-free Michael addition-elimination reaction. The reaction is carried out under mild conditions with ethanol-dichloromethane as solvent and only stirring at room temperature for 24 h, and the yield can be up to 91%. All products are well characterized by IR spectroscopy (IR), NMR (NMR), high-resolution mass spectra (HRMS). Ten typical target compounds among them are selected out for the experiments of hemostasis performance by the evaluation of in vitro clot formation model and liver hemorrhage model. The test results show that, their hemostasis effect is better than the original drugs. Especially the target compound G, a TA derivative from 5-borneoloxy-3,4-dibromo-2(5H)-furanone, has the best hemostasis effect among all the tested compounds These obtained target mols. are expected to be used as multi-functional hemostatic drugs. In the experiment, the researchers used many compounds, for example, (1R,2S,5R)-2-Isopropyl-5-methylcyclohexanol (cas: 2216-51-5Safety of (1R,2S,5R)-2-Isopropyl-5-methylcyclohexanol).

(1R,2S,5R)-2-Isopropyl-5-methylcyclohexanol (cas: 2216-51-5) belongs to alcohols. Similar to water, an alcohol can be pictured as having an sp3 hybridized tetrahedral oxygen atom with nonbonding pairs of electrons occupying two of the four sp3 hybrid orbitals. The most common reactions of alcohols can be classified as oxidation, dehydration, substitution, esterification, and reactions of alkoxides.Safety of (1R,2S,5R)-2-Isopropyl-5-methylcyclohexanol

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Asymmetric reactions catalyzed by chiral metal complexes. LXVII. Palladium-mediated asymmetric synthesis was written by Sakuraba, Shunji;Odada, Toshimi;Morimoto, Toshiaki;Achiwa, Kazuo. And the article was included in Chemical & Pharmaceutical Bulletin in 1995.Computed Properties of C8H9FO This article mentions the following:

A series of (β-N-sulfonylaminoalkyl)phosphine ligands has been developed and employed for asym. palladium-catalyzed hydrosilylation and Heck-type hydroarylation, affording up to 72% ee and 90% yield. In the experiment, the researchers used many compounds, for example, (S)-1-(2-Fluorophenyl)ethanol (cas: 171032-87-4Computed Properties of C8H9FO).

(S)-1-(2-Fluorophenyl)ethanol (cas: 171032-87-4) belongs to alcohols. A strong base can deprotonate an alcohol to yield an alkoxide ion (R―O−). For example, sodamide (NaNH2), a very strong base, abstracts the hydrogen atom of an alcohol. Alcohols may be oxidized to give ketones, aldehydes, and carboxylic acids. These functional groups are useful for further reactions. Oxidation of organic compounds generally increases the number of bonds from carbon to oxygen (or another electronegative element, such as a halogen), and it may decrease the number of bonds to hydrogen.Computed Properties of C8H9FO

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

The first application of C₂-symmetric ferrocenyl phosphinite ligands for rhodium-catalyzed asymmetric transfer hydrogenation of various ketones was written by Ak, Bunyamin;Aydemir, Murat;Durap, Feyyaz;Meric, Nermin;Baysal, Akin. And the article was included in Inorganica Chimica Acta in 2015.Name: (R)-2-Aminobutan-1-ol This article mentions the following:

Homogeneous catalysis has been responsible for many major recent developments in synthetic organic chem. The combined use of organometallic and coordination chem. has produced a number of new and powerful synthetic methods for important classes of compounds in general and for optically active substances in particular. For this aim, a new class of chiral modular C₂-sym. ferrocenyl phosphinite ligands has been prepared in good yields by using the inexpensive 1,1′-ferrocenedicarboxyaldehyde and various ferrocene based-amino alcs. as starting materials, and applied in the rhodium(I)-catalyzed asym. transfer hydrogenation (ATH) of aromatic ketones to give corresponding secondary alcs. with excellent enantioselectivities and reactivities using isoPrOH as the hydrogen source (up to 99% conversion and 99% ee). The substituents on the backbone of the ligands are found to exhibit a remarkable effect on both the activity and % ee. The structures of these ligands and their complexes have been elucidated by a combination of multinuclear NMR spectroscopy, IR spectroscopy and elemental anal. In the experiment, the researchers used many compounds, for example, (R)-2-Aminobutan-1-ol (cas: 5856-63-3Name: (R)-2-Aminobutan-1-ol).

(R)-2-Aminobutan-1-ol (cas: 5856-63-3) belongs to alcohols. Because alcohols are easily synthesized and easily transformed into other compounds, they serve as important intermediates in organic synthesis. Tertiary alcohols cannot be oxidized at all without breaking carbon-carbon bonds, whereas primary alcohols can be oxidized to aldehydes or further oxidized to carboxylic acids.Name: (R)-2-Aminobutan-1-ol

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts