Month: February 2023

Chiral Arylated Amines via C-N Coupling of Chiral Amines with Aryl Bromides Promoted by Light was written by Song, Geyang;Yang, Liu;Li, Jing-Sheng;Tang, Wei-Jun;Zhang, Wei;Cao, Rui;Wang, Chao;Xiao, Jianliang;Xue, Dong. And the article was included in Angewandte Chemie, International Edition in 2021.Recommanded Product: (R)-2-Aminobutan-1-ol This article mentions the following:

A method based on mol. Ni catalysis driven by light, which enabled stereoretentive C-N coupling of optically active amines, amino alcs. and amino acid esters with aryl bromides, with no need for any external photosensitizer was reported. The method was effective for a wide variety of coupling partners, including those bearing functional groups sensitive to bases and nucleophiles, thus providing a viable alternative to accessing synthetically important chiral N-aryl amines, amino alcs. and amino acids esters. Its viability was demonstrated by 92 examples with up to 99% ee. In the experiment, the researchers used many compounds, for example, (R)-2-Aminobutan-1-ol (cas: 5856-63-3Recommanded Product: (R)-2-Aminobutan-1-ol).

(R)-2-Aminobutan-1-ol (cas: 5856-63-3) belongs to alcohols. Alkyl halides are often synthesized from alcohols, in effect substituting a halogen atom for the hydroxyl group. 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.Recommanded Product: (R)-2-Aminobutan-1-ol

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Investigation of volatile flavor compounds and characterization of aroma-active compounds of water-boiled salted duck using GC-MS-O, GC-IMS, and E-nose was written by Li, Cong;Al-Dalali, Sam;Wang, Zhouping;Xu, Baocai;Zhou, Hui. And the article was included in Food Chemistry in 2022.Electric Literature of C8H16O This article mentions the following:

To clarify the characteristic aroma substances of water-boiled salted duck (WSD), headspace-gas chromatog.-mass spectrometry-olfactometry (HS-GC-MS-O), gas chromatog.-ion mobility spectrometry (GC-IMS) combined with an electronic nose (E-nose) were used to analyze the volatile flavor profile of three types of WSD (containing four samples). Thirty-one and fifty volatile flavor components were identified by GC-MS and GC-IMS, including aldehydes, alcs., esters, ketones, hydrocarbons, and others. The characteristic aroma compounds of WSD, including pentanal, hexanal, heptanal, octanal, nonanal, (E)-2-octenal, benzaldehyde, (E)-2-nonenal, decanal, 1-octen-3-ol, 1-octanol, 1-pentanol, Et acetate, D-limonene, and 2-pentylfuran, were confirmed by GC-O, odor activity values (OAVs), and aroma-recombination and omission experiments The aroma description of these aroma-active compounds can be divided into 6 categories, namely, “fruity”, “mushroom”, “fat”, “sweet”, “faint scent” and “potato, scorch” aromas. The difference between samples was mainly caused by the differential volatile compounds, followed by the identification method. In the experiment, the researchers used many compounds, for example, Oct-1-en-3-ol (cas: 3391-86-4Electric Literature of C8H16O).

Oct-1-en-3-ol (cas: 3391-86-4) 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. Grignard and organolithium reagents are powerful tools for organic synthesis, and the most common products of their reactions are alcohols.Electric Literature of C8H16O

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Influence of amino acid moiety accessibility on the chiral recognition of cyclodextrin-amino acid mixed selectors in enantioselective gas chromatography was written by Stephany, Olivier;Tisse, Severine;Coadou, Gael;Bouillon, Jean-Philippe;Peulon-Agasse, Valerie;Cardinael, Pascal. And the article was included in Journal of Chromatography A in 2012.Recommanded Product: (R)-1-(3-Chlorophenyl)ethanol This article mentions the following:

Original mixed selectors were synthesized by coupling a single L-valine diamide moiety on permethylated β-cyclodextrin. The structures of the new selectors were designed to limit the interactions between the L-valine derivative and cyclodextrin by removing the amino acid moiety from the cyclodextrin cavity by an amide linkage on mono-6-amino permethylated β-CD or the insertion of a carboxymethyl group. The accessibility of the amino acid group moiety was thus facilitated. The new mixed selectors exhibited better enantioselectivity than Chirasil-L-Val for half (selector based on mono-6-amino permethylated β-CD) or more (selector with the carboxymethyl group) of the 41 amino acid derivatives Mol. modeling confirmed that these results could be attributed to an increase in the distance between the chiral center of the amino acid and the cyclodextrin cavity allowing better access of the amino acid moiety. These new mixed chiral selectors demonstrated a novel enantioselective capability with the successful separation of >90 racemic mixtures among the 105 chiral compounds tested. These mixed selectors exhibited enhanced enantioselectivity in comparison to binary selectors previously described with respect to both enantiomer resolution and the number of separated chiral compounds Also, an improvement of the enantioseparation factors compared to the corresponding parent phases for the amino acid derivatives was observed in many cases. These mixed selectors should therefore be considered some of the most versatile selectors for chiral gas chromatog. In the experiment, the researchers used many compounds, for example, (R)-1-(3-Chlorophenyl)ethanol (cas: 120121-01-9Recommanded Product: (R)-1-(3-Chlorophenyl)ethanol).

(R)-1-(3-Chlorophenyl)ethanol (cas: 120121-01-9) 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. A multistep synthesis may use Grignard-like reactions to form an alcohol with the desired carbon structure, followed by reactions to convert the hydroxyl group of the alcohol to the desired functionality.Recommanded Product: (R)-1-(3-Chlorophenyl)ethanol

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Oxidation of sodium mercaptide with sulfonated cobalt phthalocyanine as catalyst was written by Liu, Ruiting;Xia, Daohong;Xiang, Yuzhi. And the article was included in Preprints – American Chemical Society, Division of Petroleum Chemistry in 2003.COA of Formula: C4H9NaS This article mentions the following:

The oxidation of Na mercaptides by air in alk. solution with CoSPc as catalyst was studied. Effects of various factors, including temperature, structures of mercaptides and concentration of alk. solution, on the oxidation of Na mercaptides were analyzed, which can provide some guides for the design of parameters in LPG sweetening. In the experiment, the researchers used many compounds, for example, Sodium 2-methyl-2-propanethiolate (cas: 29364-29-2COA of Formula: C4H9NaS).

Sodium 2-methyl-2-propanethiolate (cas: 29364-29-2) 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. 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.COA of Formula: C4H9NaS

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

3,3′-Diphosphoryl-1,1′-bi-2-naphthol-Zn(II) Complexes as Conjugate Acid-Base Catalysts for Enantioselective Dialkylzinc Addition to Aldehydes was written by Hatano, Manabu;Miyamoto, Takashi;Ishihara, Kazuaki. And the article was included in Journal of Organic Chemistry in 2006.Recommanded Product: (R)-1-(3-Chlorophenyl)ethanol This article mentions the following:

A highly enantioselective dialkylzinc (R²₂Zn) addition to a series of aromatic, aliphatic, and heteroaromatic aldehydes was developed based on conjugate Lewis acid-Lewis base catalysis. Bifunctional BINOL ligands bearing phosphine oxides [P(:O)R₂], phosphonates [P(:O)(OR)₂], or phosphoramides [P(:O)(NR₂)₂] at the 3,3′-positions were prepared by using a phospho-Fries rearrangement as a key step. The coordination of a NaphO-Zn(II)-R² center as a Lewis acid to a carbonyl group in a substrate and the activation of R²₂Zn(II) with a phosphoryl group (P:O) as a Lewis base in the 3,3′-diphosphoryl-BINOL-Zn(II) catalyst could promote carbon-carbon bond formation with high enantioselectivities (up to >99% ee). Mechanistic studies were performed by X-ray analyses of a free ligand and a tetranuclear Zn(II) cluster, a ³¹P NMR experiment on Zn(II) complexes, an absence of nonlinear effect between the ligand and Et-adduct of benzaldehyde, and stoichiometric reactions with some chiral or achiral Zn(II) complexes to propose a transition-state assembly including monomeric active intermediates. In the experiment, the researchers used many compounds, for example, (R)-1-(3-Chlorophenyl)ethanol (cas: 120121-01-9Recommanded Product: (R)-1-(3-Chlorophenyl)ethanol).

(R)-1-(3-Chlorophenyl)ethanol (cas: 120121-01-9) 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. 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: (R)-1-(3-Chlorophenyl)ethanol

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Practical imidazole-based phosphine ligands for selective palladium-catalyzed hydroxylation of aryl halides was written by Schulz, Thomas;Torborg, Christian;Schaeffner, Benjamin;Huang, Jun;Zapf, Alexander;Kadyrov, Renat;Boerner, Armin;Beller, Matthias. And the article was included in Angewandte Chemie, International Edition in 2009.Name: 4-Hydroxy-3-methylbenzonitrile This article mentions the following:

Novel imidazole-based phosphine ligands are synthesized on scales up to 100 g by a convenient lithiation-phosphorylation method. The phosphines are stable towards air and moisture and are successfully applied as ligands in the palladium-catalyzed selective hydroxylation of aryl halides. In the experiment, the researchers used many compounds, for example, 4-Hydroxy-3-methylbenzonitrile (cas: 15777-70-5Name: 4-Hydroxy-3-methylbenzonitrile).

4-Hydroxy-3-methylbenzonitrile (cas: 15777-70-5) 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. 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.Name: 4-Hydroxy-3-methylbenzonitrile

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Salmonella Heidelberg side-step gene loss of respiratory requirements in chicken infection model was written by Goes, Vinicius;Monte, Daniel F. M.;Saraiva, Mauro de Mesquita Souza;Maria de Almeida, Adriana;Cabrera, Julia Memrava;Rodrigues Alves, Lucas Bocchini;Ferreira, Taisa Santiago;Lima, Tulio Spina de;Benevides, Valdinete P.;Barrow, Paul A.;Freitas Neto, Oliveiro Caetano de;Berchieri, Angelo Jr. And the article was included in Microbial Pathogenesis in 2022.SDS of cas: 57-55-6 This article mentions the following:

Among the important recent observations involving anaerobic respiration was that an electron acceptor produced as a result of an inflammatory response to Salmonella Typhimurium generates a growth advantage over the competing microbiota in the lumen. In this regard, anaerobically, salmonellae can oxidize thiosulfate (S2O2-3) converting it into tetrathionate (S4O2-6), the process by which it is encoded by ttr gene cluster (ttrSRttrBCA). Another important pathway under aerobic or anaerobic conditions is the 1,2-propanediol-utilization mediated by the pdu gene cluster that promotes Salmonella expansion during colitis. Therefore, we sought to compare in this study, whether Salmonella Heidelberg strains lacking the ttrA, ttrApduA, and ttrACBSR genes experience a disadvantage during cecal colonization in broiler chicks. In contrast to expectations, we found that the gene loss in S. Heidelberg potentially confers an increase in fitness in the chicken infection model. These data argue that S. Heidelberg may trigger an alternative pathway involving the use of an alternative electron acceptor, conferring a growth advantage for S. Heidelberg in chicks. In the experiment, the researchers used many compounds, for example, 1,2-Propanediol (cas: 57-55-6SDS of cas: 57-55-6).

1,2-Propanediol (cas: 57-55-6) 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. 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.SDS of cas: 57-55-6

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Chitosan nanocomposite incorporated Satureja kermanica essential oil and extract: Synthesis, characterization and antifungal assay was written by Payandeh, Maryam;Ahmadyousefi, Mehdi;Alizadeh, Hamidreza;Zahedifar, Mahboobeh. And the article was included in International Journal of Biological Macromolecules in 2022.Safety of 5-Isopropyl-2-methylphenol This article mentions the following:

The present study reports the design, synthesis, and characterization of nanoencapsulated Satureja kermanica essential oil/extract by chitosan biopolymer (SKEO-CSN)/(SKEX-CSN) for the antifungal efficacy against Fusarium oxysporum, Alternaria alternata, Botrytis cinerea, Sclerotinia sclerotiorum, Rhizoctonia solani, and Pythium aphanidermatum. The prepared SKEO-CSN and SKEX-CSN were characterized by Fourier transform IR (FTIR), SEM (SEM), transmission electron microscopy (TEM), thermogravimetric anal. (TGA), and X-ray diffraction anal. (XRD). GC-Mass anal. was done to identify Satureja kermanica essential oil chem. compounds (SKEO). Thirty-five different components were detected from GC-MS anal. Thymol (46.54 %), and Carvacrol (30.54 %) were demonstrated as major compounds Antifungal studies showed that the SKEO-CSN and SKEX-CSN formulation effectively inhibit fungal growth more than free SKEO and SKEX. According to the results, SKEO-CSN and SKEX-CSN provide a wide range of promising antifungal effects and can be applied as an efficient green strategy to protect plants from fungus infections. In the experiment, the researchers used many compounds, for example, 5-Isopropyl-2-methylphenol (cas: 499-75-2Safety of 5-Isopropyl-2-methylphenol).

5-Isopropyl-2-methylphenol (cas: 499-75-2) belongs to alcohols. Alkyl halides are often synthesized from alcohols, in effect substituting a halogen atom for the hydroxyl group. 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.Safety of 5-Isopropyl-2-methylphenol

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Synthesis of a New Polydentate Ligand Obtained by Coupling 2,6-Bis(imino)pyridine and (Imino)pyridine Moieties and Its Use in Ethylene Oligomerization in Conjunction with Iron(II) and Cobalt(II) Bis-halides was written by Bianchini, Claudio;Giambastiani, Giuliano;Guerrero Rios, Itzel;Meli, Andrea;Oberhauser, Werner;Sorace, Lorenzo;Toti, Alessandro. And the article was included in Organometallics in 2007.Category: alcohols-buliding-blocks This article mentions the following:

In this paper are described the synthesis, characterization, and coordinating properties of a new potentially pentadentate nitrogen ligand, ^CyAr2N₅ (I), that combines in the same mol. structure 2,6-bis(imino)pyridine and (imino)pyridine moieties. This ligand reacts with 1 or 2 equiv of anhydrous MCl₂ (M = Fe, Co) to give paramagnetic mononuclear or homodinuclear complexes of the formula ^CyAr2N₅MCl₂ and ^CyAr2N₅M₂Cl₄. In the dinuclear complexes, one metal center is five-coordinate, while the other is four-coordinate. Ligand and metal complexes were characterized, both in the solid state and in solution, by a variety of techniques, including single-crystal x-ray diffraction analyses, magnetic susceptibility determinations, IR, visible-NIR, ¹H NMR, and X-band EPR spectroscopies. On activation by methylaluminoxane (MAO) in toluene, the Fe^II and Co^II complexes generate effective catalysts for the oligomerization of ethylene to α-olefins with productivities and Schulz-Flory parameters depending on the type and number of the coordinated metals. In an attempt to rationalize the surprisingly high activity of the Co^II precursors, and in particular that of the dinuclear derivative ^CyAr2N₅Co₂Cl₄, which is 4 times higher than that of the mononuclear analog ^CyAr2N₅CoCl₂, a Co^II complex was synthesized where the supporting ligand is sterically similar to ^CyAr2N₅, yet it contains only the three nitrogen donor atoms of the 2,6-bis(imino)pyridine moiety. All five nitrogen atoms of ^CyAr2N₅ play an active role under catalytic conditions, even when the precursor contains a free (imino)pyridine moiety. In the experiment, the researchers used many compounds, for example, 2-Bromo-6-(2-methyl-1,3-dioxolan-2-yl)pyridine (cas: 49669-14-9Category: alcohols-buliding-blocks).

2-Bromo-6-(2-methyl-1,3-dioxolan-2-yl)pyridine (cas: 49669-14-9) belongs to alcohols. Because alcohols are easily synthesized and easily transformed into other compounds, they serve as important intermediates in organic synthesis. 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.Category: alcohols-buliding-blocks

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Use of Stille-type cross-coupling as a route to oligopyridylimines was written by Champouret, Yohan D. M.;Chaggar, Rajinder K.;Dadhiwala, Ishaq;Fawcett, John;Solan, Gregory A.. And the article was included in Tetrahedron in 2006.Related Products of 49669-14-9 This article mentions the following:

Tributylstannylpyridinyldioxolanes I (R = H, Me) are prepared; Stille coupling of I with bromopyridines in the presence of tetrakis(triphenylphosphine)palladium(0) followed by acid hydrolysis provides oligopyridinecarboxaldehydes and acetyloligopyridines such as II (R = H, Me) which are converted to arylimines such as III (R = H, Me; R¹ = Me₂CH). Lithiation of 2-(6-bromo-2-pyridinyl)-1,3-dioxolanes followed by alkylation with chlorotributylstannnane provides I (R = H, Me) in 88-92% yields. Stille coupling of I (R = H, Me) with bromopyridines such as 6,6′-dibromo-2,2′-bipyridine in the presence of tetrakis(triphenylphosphine)palladium(0) followed by hydrolysis with hydrochloric acid and neutralization provides oligopyridines such as quaterpyridines II (R = H, Me) in 45-80% yields; attempts to prepare a quinquepyridinedicarboxaldehyde by the same procedure yielded no isolable product because of the insolubility of the product formed upon deprotection. Aldehydes undergo condensation with 2,6-diisopropylaniline in ethanol in the presence of acetic acid to yield oligopyridineimines such as III (R = H; R¹ = Me₂CH), while acetyloligopyridines undergo condensation with 2,6-diisopropylaniline under solvent-free conditions at 160° in the presence of formic acid to yield imines such as III (R = Me; R¹ = Me₂CH). Crystal structures of III (R = H; R¹ = Me₂CH) and two other oligopyridylimines are determined by X-ray crystallog. In the experiment, the researchers used many compounds, for example, 2-Bromo-6-(2-methyl-1,3-dioxolan-2-yl)pyridine (cas: 49669-14-9Related Products of 49669-14-9).

2-Bromo-6-(2-methyl-1,3-dioxolan-2-yl)pyridine (cas: 49669-14-9) belongs to alcohols. Alkyl halides are often synthesized from alcohols, in effect substituting a halogen atom for the hydroxyl group. 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.Related Products of 49669-14-9

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts