Author: tianli

Programmable Ether Synthesis Enabled by Oxa-Matteson Reaction was written by Xie, Qiqiang;Dong, Guangbin. And the article was included in Journal of the American Chemical Society in 2022.Category: alcohols-buliding-blocks This article mentions the following:

The Matteson-type reactions have received increasing interest in constructing complex organic mols. via iterative synthetic strategies; however, the current tactics are almost exclusively based on homologation of pure C chains. Here, the authors report the development of the oxa-Matteson reaction that enables sequential O and carbenoid insertions into diverse alkyl- and arylboronates. It offers a distinct entry to a wide range of B-substituted ethers. The utilities of this method are demonstrated in the preparation of various functional ethers, the asym. synthesis of an acetyl-CoA-carboxylase inhibitor, and the programmable construction of polyethers. In the experiment, the researchers used many compounds, for example, 2-(4-Bromophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (cas: 68716-49-4Category: alcohols-buliding-blocks).

2-(4-Bromophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (cas: 68716-49-4) 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.Category: alcohols-buliding-blocks

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Research on hydration and dehydration reactions in the preparation of terpin hydrate from turpentine was written by Wen, Furong. And the article was included in Linchan Huaxue Yu Gongye in 1994.COA of Formula: C10H22O3 This article mentions the following:

Perfumery terpineol with high alc. content was synthesized through terpin hydrate from turpentine. Main factor affecting the yield in the process of hydration and dehydration reactions were studied according to the theory of carbon frame arrangement by Wagner-Mecrwein. The most favorable reaction conditions were determined and confirmed. In the experiment, the researchers used many compounds, for example, rel-(1s,4s)-4-(2-Hydroxypropan-2-yl)-1-methylcyclohexanol hydrate (cas: 2451-01-6COA of Formula: C10H22O3).

rel-(1s,4s)-4-(2-Hydroxypropan-2-yl)-1-methylcyclohexanol hydrate (cas: 2451-01-6) belongs to alcohols. Alkyl halides are often synthesized from alcohols, in effect substituting a halogen atom for the hydroxyl group. 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.COA of Formula: C10H22O3

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Whole-cell bacterial biosensor for volatile detection from Pectobacterium-infected potatoes enables early identification of potato tuber soft rot disease was written by Veltman, Boris;Harpaz, Dorin;Melamed, Sarit;Tietel, Zipora;Tsror, Leah;Eltzov, Evgeni. And the article was included in Talanta in 2022.Computed Properties of C8H16O This article mentions the following:

Half of the harvested food is lost due to rots caused by microorganisms. Plants emit various volatile organic compounds (VOCs) into their surrounding environment, and the VOC profiles of healthy crops are altered upon infection. In this study, a whole-cell bacterial biosensor was used for the early identification of potato tuber soft rot disease caused by the pectinolytic bacteria Pectobacterium in potato tubers. The detection is based on monitoring the luminescent responses of the bacteria panel to changes in the VOC profile following inoculation. First, gas chromatog.-mass spectrometry (GC-MS) was used to specify the differences between the VOC patterns of the inoculated and non-inoculated potato tubers during early infection. Five VOCs were identified, 1-octanol, phenylethyl alc., 2-Et hexanol, nonanal, and 1-octen-3-ol. Then, the infection was detected by the bioreporter bacterial panel, firstly measured in a 96-well plate in solution, and then also tested in potato plugs and validated in whole tubers. Examination of the bacterial panel responses showed an extensive cytotoxic effect over the testing period, as seen by the elevated induction factor (IF) values in the bacterial strain TV1061 after exposure to both potato plugs and whole tubers. Moreover, quorum sensing influences were also observed by the elevated IF values in the bacterial strain K802NR. The developed whole-cell biosensor system based on bacterial detection will allow more efficient crop management during postharvest, storage, and transport of crops, to reduce food losses. In the experiment, the researchers used many compounds, for example, Oct-1-en-3-ol (cas: 3391-86-4Computed Properties 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. 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.Computed Properties of C8H16O

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Solid and solution state flexibility of sterically congested bis(imino)bipyridine complexes of zinc(II) and nickel(II) was written by Griffith, Gerry A.;Al-Khatib, Mohamed J.;Patel, Kalpana;Singh, Kuldip;Solan, Gregory A.. And the article was included in Dalton Transactions in 2009.Application In Synthesis of 2-Bromo-6-(2-methyl-1,3-dioxolan-2-yl)pyridine This article mentions the following:

Two new sterically demanding bis(imino)bipyridine ligands, 6,6′-{(2,6-i-Pr₂C₆H₃)N:CR}₂C₁₀H₆N₂ (R = H (L1), Me (L2)), were prepared in high yield by the condensation reaction of 2,6-diisopropylaniline with 6,6′-(O:CR)₂C₁₀H₆N₂ (R = H, Me). Pd(0)-mediated cross coupling of 2-(Bu₃Sn)-6-{C(Me)OCH₂CH₂O}C₅H₃N with 2-Br-6-{C(Me)OCH₂CH₂O}C₅H₃N, followed by an acid-mediated deprotection, was employed as an efficient route to the precursor 6,6′-bis(acetyl)-2,2′-bipyridine. Reaction of aldimino L1 with two equiv of MX₂ [MX₂ = ZnCl₂, NiCl₂ or (DME)NiBr₂] in n-BuOH at elevated temperature gives the five-coordinate mononuclear complexes [(L1)MX₂] (M = Zn, X = Cl 1; M = Ni, X = Cl 2a; M = Ni, X = Br 2b) as the sole products, in which one imine group is bound and the other uncoordinated (endo-exo ). In the case of diamagnetic 1, VT ¹H NMR spectroscopy reveals a fast exchange process operating between the two possible forms of the endo-exo isomer which probably proceeds via an exo-exo intermediate (ΔH ^‡_{interconversion} = 35.6 ± 1.5 kJ mol^-1, ΔG ^‡₂₉₈ = 47.4 ± 3.3 kJ mol^-1). In contrast, treatment of ketimino L2 with MCl₂ (MCl₂ = ZnCl₂ or NiCl₂) affords bimetallic [(L2)Zn₂ Cl₄] (4) and the six-coordinate monometallic species [(L2)NiCl₂] (5), resp.; in 4, L2 adopts a bis(bidentate) bonding mode (endo-endo) while in 5 it acts as tetradentate ligand (endo-endo ). Prolonged standing of 1 in chlorinated solvents results in partial hydrolysis and the formation of the 6-imino-6′-formyl-2,2′-bipyridine Zn complex, [(6-{(2,6-i-Pr₂C₆H₃)N:CMe}-6′-(CH:O)C₁₀H₆N₂)ZnCl₂ ] (3) (endo-imine, exo-formyl). Single crystal x-ray structures are reported for L1, 1, 2a, 3, 4 and 5. In the experiment, the researchers used many compounds, for example, 2-Bromo-6-(2-methyl-1,3-dioxolan-2-yl)pyridine (cas: 49669-14-9Application In Synthesis of 2-Bromo-6-(2-methyl-1,3-dioxolan-2-yl)pyridine).

2-Bromo-6-(2-methyl-1,3-dioxolan-2-yl)pyridine (cas: 49669-14-9) 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. 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.Application In Synthesis of 2-Bromo-6-(2-methyl-1,3-dioxolan-2-yl)pyridine

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Stretchable polymeric film with enhanced electrical and mechanical properties was written by Sau, Sanjib;Kundu, Sarathi. And the article was included in Colloids and Surfaces, A: Physicochemical and Engineering Aspects in 2022.Quality Control of 2,2′-Oxybis(ethan-1-ol) This article mentions the following:

Stretchable conducting polymeric films are fabricated by blending poly(vinyl alc.) (PVA) and poly(3,4-ethylenedioxythiophene):poly(styrenesulfonate) (PEDOT:PSS) in presence of polar organic solvents, e.g., DMSO (DMSO) and diethylene glycol (DEG) at different concentrations and their structures and superior properties are explored. X-ray diffraction anal. indicates the emergence of some crystalline domains, which are mostly formed by the PEDOT segments of PEDOT:PSS. Raman spectroscopy reveals the transformation from benzoid to quinoid structure of PEDOT in the presence of DMSO or DEG, which effectively enhances the elec. performance. Nonlinear current – voltage characteristics show that the maximum current is obtained for 7 and 3 wt% DMSO and DEG doped PVA/PEDOT:PSS films resp. and the corresponding current enhancement is around 12 and 38 times in comparison with the untreated film. The charge transport mechanism is illustrated with the Poole – Frenkel effect. FTIR study implies the hydrogen bond formation among PVA, PSS and polar organic solvents that makes the film stretchable. Stress – strain behavior exhibits nearly 2.0-3.0 and 2.5-4.5 times stretchability enhancement for 5 and 7 wt% DMSO and DEG doped films resp. Thus, flexible conducting polymeric films are prepared and their superior elec. and mech. properties for the specific solvent conditions are explored. In the experiment, the researchers used many compounds, for example, 2,2′-Oxybis(ethan-1-ol) (cas: 111-46-6Quality Control of 2,2′-Oxybis(ethan-1-ol)).

2,2′-Oxybis(ethan-1-ol) (cas: 111-46-6) belongs to alcohols. Because alcohols are easily synthesized and easily transformed into other compounds, they serve as important intermediates in organic synthesis. 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.Quality Control of 2,2′-Oxybis(ethan-1-ol)

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Measuring dietary botanical diversity as a proxy for phytochemical exposure was written by Thompson, Henry J.;Levitt, Jack O.;Mcginley, John N.;Chandler, Paulette;Guenther, Patricia M.;Huybrechts, Inge;Playdon, Mary C.. And the article was included in Nutrients in 2021.Category: alcohols-buliding-blocks This article mentions the following:

The study of natural plant mols. and their medicinal properties, pharmacognosy, provides a taxonomy for botanical families that represent diverse chem. groupings with potentially distinct functions in relation to human health. Yet, this reservoir of knowledge has not been systematically applied to elucidating the role of patterns of plant food consumption on gut microbial ecol. and function. All chem. classes of dietary phytochems. can affect the composition of the microbes that colonize the gut and their function. In turn, the gut microbiome affects the host via multiple mechanisms including gut barrier function, immune function, satiety and taste regulation and the activity of biol. signaling pathways that influence health and disease. Herein, we report the development of a botanical diversity index (BDI) to evaluate plant food consumption as a novel metric for identifying and quantifying phytochems. to which an individual is exposed. A rationale is advanced for using the BDI to investigate how plant food diversity impacts gut microbial ecol. and functionality. In the experiment, the researchers used many compounds, for example, (E)-4-(3,5-Dihydroxystyryl)benzene-1,2-diol (cas: 10083-24-6Category: alcohols-buliding-blocks).

(E)-4-(3,5-Dihydroxystyryl)benzene-1,2-diol (cas: 10083-24-6) 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. Grignard and organolithium reagents are powerful tools for organic synthesis, and the most common products of their reactions are alcohols.Category: alcohols-buliding-blocks

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Synthesis of diethylene glycol diacrylate by esterification of acrylic acid and diethylene glycol catalyzed by ionic liquids was written by Chen, Xiaogang;Fang, Yanxiong. And the article was included in Huaxue Yanjiu Yu Yingyong in 2009.Computed Properties of C10H14O5 This article mentions the following:

A Bronsted acidic ionic liquid [Hnmp] HSO₄ was used as catalyst in the esterification of acrylic acid and diethylene glycol. The influencing factors were studied. Under the optimized condition: n(diethylene glycol):n(acrylic acid) was 1.0:2.4 (0.1 mol diethylene glycol, 0.24 mol acrylic acid), reaction time was 60 min, temperature was 115-120°, the dosage of catalyst was 2.5% of the total reactants (mol), and water-carrying agent was 30 mL of toluene, the yield of the diethylene glycol diacrylate was 98.0% in the esterification of acrylic acid and diethylene glycol. In the experiment, the researchers used many compounds, for example, Diethyleneglycoldiacrylate (cas: 4074-88-8Computed Properties of C10H14O5).

Diethyleneglycoldiacrylate (cas: 4074-88-8) belongs to alcohols. Because alcohols are easily synthesized and easily transformed into other compounds, they serve as important intermediates in organic synthesis. 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.Computed Properties of C10H14O5

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Three Australian Lepidosperma Labill. Species as sources of prenylated and oxyprenylated derivatives of piceatannol, resveratrol and pinosylvin: Melatoninergic binding and inhibition of quinone reductase 2 was written by Hamid, Kaiser;Tran, Van H.;Duke, Rujee K.;Duke, Colin C.. And the article was included in Phytochemistry (Elsevier) in 2022.SDS of cas: 10083-24-6 This article mentions the following:

Prenylated and hydroxyprenylated piceatannol, resveratrol and pinosylvin derivatives were isolated from resin produced by three Australian Lepidosperma Labill. Species (Cyperaceae). From L. congestum R.Br. one known compound, 3,5-bis-prenyl-E-resveratrol, and five undescribed compounds were isolated, 3-O-prenyl-5-prenyl-E-piceatannol, 5,6-bis-prenyl-E-piceatannol, 5-prenyl-E-piceatannol, 3,5-bis(3-hydroxy-3-methylbutyl)-E-resveratrol and 3,5-bis-E-hydroxyprenyl-E-resveratrol. From L. gunnii Boeckeler one undescribed compound was isolated, 3-E-hydroxyprenyl-5-Z-hydroxyprenyl-E-resveratrol. From L. laterale R.Br. six undescribed compounds were isolated, 3-O-prenyl-E-pinosylvin, 3-O-Z-hydroxyprenyl-E-pinosylvin, 3-Z-hydroxyprenyl-E-resveratrol, 3-O-Z-hydroxyprenyl-E-resveratrol, 3-O-Z-hydroxyprenyl-4-O-methyl-E-resveratrol, and 3-O-prenyl-3-δ,δ-dihydroxyprenyl-E-resveratrol. Compounds, including a reference compound 3-O-prenyl-3-O-methyl-E-piceatannol, were screened in an assay for melatoninergic binding to MT1 and MT2 receptors and binding to QR2/MT3 enzyme, and for inhibition of QR2/MT3 in a functional assay. Strong binding was observed for 3-O-Z-hydroxyprenyl-E-resveratrol with a Ki of 0.022 nM and the strongest inhibition of QR2/MT3 observed was for the reference compound, 3-O-prenyl-3-O-methyl-E-piceatannol, with an inhibition of 61% at 1 μM and 95% at 10 μM. The three most active binders and inhibitors of QR2/MT3 were found to have a common substructure corresponding to 3-O-prenylresveratrol. In the experiment, the researchers used many compounds, for example, (E)-4-(3,5-Dihydroxystyryl)benzene-1,2-diol (cas: 10083-24-6SDS of cas: 10083-24-6).

(E)-4-(3,5-Dihydroxystyryl)benzene-1,2-diol (cas: 10083-24-6) belongs to alcohols. Under appropriate conditions, inorganic acids also react with alcohols to form esters. To form these esters, a wide variety of specialized reagents and conditions can be used. Grignard and organolithium reagents are powerful tools for organic synthesis, and the most common products of their reactions are alcohols.SDS of cas: 10083-24-6

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

One-Metal/Two-Ligand for Dual Activation Tandem Catalysis: Photoinduced Cu-Catalyzed Anti-hydroboration of Alkynes was written by Corpas, Javier;Gomez-Mendoza, Miguel;Ramirez-Cardenas, Jonathan;de la Pena O’Shea, Victor A.;Mauleon, Pablo;Gomez Arrayas, Ramon;Carretero, Juan C.. And the article was included in Journal of the American Chemical Society in 2022.Computed Properties of C16H20B2N2O2 This article mentions the following:

A dual catalyst system based on ligand exchange of two diphosphine ligands possessing different properties in a copper complex has been devised to merge metal- and photocatalytic activation modes. This strategy has been applied to the formal anti-hydroboration of activated internal alkynes via a tandem sequence in which Cu/Xantphos catalyzes the B₂pin₂-syn-hydroboration of the alkyne whereas Cu/BINAP serves as a photocatalyst for visible light-mediated isomerization of the resulting alkenyl boronic ester. Photochem. studies by means of UV-vis absorption, steady-state and time-resolved fluorescence, and transient absorption spectroscopy have allowed characterizing the photoactive Cu/BINAP species in the isomerization reaction and its interaction with the intermediate syn-alkenyl boronic ester through energy transfer from the triplet excited state of the copper catalyst. In addition, mechanistic studies shed light into catalyst speciation and the interplay between the two catalytic cycles as critical success factors. In the experiment, the researchers used many compounds, for example, 2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborinine (cas: 1214264-88-6Computed Properties of C16H20B2N2O2).

2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborinine (cas: 1214264-88-6) 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. Grignard and organolithium reagents are powerful tools for organic synthesis, and the most common products of their reactions are alcohols.Computed Properties of C16H20B2N2O2

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Asymmetric transfer hydrogenation of C=O and C=N bonds by tethered Rh^III catalysts was written by Matharu, Daljit S.;Martins, Jose E. D.;Wills, Martin. And the article was included in Chemistry – An Asian Journal in 2008.Recommanded Product: (R)-1-(3-Chlorophenyl)ethanol This article mentions the following:

Rh^III catalysts containing a tetramethylcyclopentadienyl group linked by a ‘tether’ to a tosylated diamine ligand have previously been reported by our group for the asym. transfer hydrogenation (ATH) of ketones. The extension of these catalysts to the asym. reduction of imines, as well as to more highly functionalized substrates is reported. In some cases, the catalysts give better ee values than other methods for these transformations at lower catalyst loadings. The introduction of a methoxy group into the tethering aryl ring does not negate the performance of the catalyst, thus opening up a route to supported derivatives 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. 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. 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)-1-(3-Chlorophenyl)ethanol

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts