Alcohols-buliding-blocks

Alkyl Carbagermatranes Enable Practical Palladium-Catalyzed sp²-sp³ Cross-Coupling was written by Xu, Meng-Yu;Jiang, Wei-Tao;Li, Ying;Xu, Qing-Hao;Zhou, Qiao-Lan;Yang, Shuo;Xiao, Bin. And the article was included in Journal of the American Chemical Society in 2019.Category: alcohols-buliding-blocks This article mentions the following:

Pd-catalyzed cross-coupling reactions have achieved tremendous accomplishments in the past decades. However, C(sp³)-hybridized nucleophiles generally remain as challenging coupling partners due to their sluggish transmetalation compared to the C(sp²)-hybridized counterparts. While a single-electron-transfer-based strategy using C(sp³)-hybridized nucleophiles had made significant progress recently, fewer breakthroughs have been made concerning the traditional two-electron mechanism involving C(sp³)-hybridized nucleophiles. In this report, we present a series of unique alkyl carbagermatranes that were proven to be highly reactive in cross-coupling reactions with our newly developed electron-deficient phosphine ligands. Generally, secondary alkyl carbagermatranes show slightly lower, yet comparable activity to its Sn analog. Meanwhile, primary alkyl carbagermatranes exhibit high activity, and they were also proved stable enough to be compatible with various reactions. Chiral secondary benzyl carbagermatrane gave the coupling product under base/additive-free conditions with its configuration fully inversed, suggesting that transmetalation was carried out in an “S_E2(open) Inv” pathway, which is consistent with Hiyama’s previous observation. Notably, the cross-coupling of primary alkyl carbagermatranes could be performed under base/additive-free conditions with excellent functional group tolerance and therefore may have potentially important applications such as stapled peptide synthesis. 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. Because alcohols are easily synthesized and easily transformed into other compounds, they serve as important intermediates in organic synthesis. 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.Category: alcohols-buliding-blocks

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Determination of ospemifene in human plasma by LC-MS/MS and its application to a human pharmacokinetic study was written by Yadlapalli, Siva Sankara Rao;Katari, Naresh Kumar;Manabolu Surya, Surendra Babu. And the article was included in Biomedical Chromatography in 2019.Synthetic Route of C24H23ClO2 This article mentions the following:

A highly sensitive, specific and rapid liquid chromatog.-tandem mass spectrometry (LC-MS/MS) anal. method has been developed and validated for the determination of ospemifene in human plasma using ospemifene-d4 as an internal standard Solid-phase extraction technique with Phenomenex Strata X-33 μM polymeric sorbent cartridges (30 mg/1 mL) was used to extract the analytes from the plasma. The chromatog. separation was achieved on Agilent Eclipse XDB-Ph, 4.6 × 75 mm, 3.5 μm column using the mobile phase composition of methanol and 20 mM ammonium formate buffer (90:10, volume/volume) at a flow rate of 0.9 mL/min. A detailed method validation was performed as per the US Food and Drug Administration guidelines and the calibration curve obtained was linear (r2 = 99) over the concentration range 5.02-3025 ng/mL. The API-4500 MS/MS was operated under multiple reaction monitoring mode during the anal. The proposed method was successfully applied to a pharmacokinetic study in healthy human volunteers after oral administration of an ospemifene 60 mg tablet under fed conditions. In the experiment, the researchers used many compounds, for example, (Z)-2-(4-(4-Chloro-1,2-diphenylbut-1-en-1-yl)phenoxy)ethan-1-ol (cas: 128607-22-7Synthetic Route of C24H23ClO2).

(Z)-2-(4-(4-Chloro-1,2-diphenylbut-1-en-1-yl)phenoxy)ethan-1-ol (cas: 128607-22-7) 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.Synthetic Route of C24H23ClO2

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

A Discrete Platinum(II) Metallacycle Harvesting Triplet Excitons for Solution-Processed Deep-Red Organic Light-Emitting Diodes was written by Xing, Hao;Yu, Ying;Liu, Junkai;Qin, Peng;Lam, Jacky Wing Yip;Shi, Bingbing;Xie, Guohua;Tang, Ben Zhong. And the article was included in Advanced Optical Materials in 2022.COA of Formula: C4H10O3 This article mentions the following:

Platinum(II) coordination-driven architectures have exhibited unique features in fabricating functional supramol. materials. By introducing luminescent moieties into the ligand structure, various light-emitting metallacycles and metallacages have been facilely prepared, presenting specific applications in chem. sensing, light-harvesting, and bio-imaging. Except for building up the metal-ligand bonds, the platinum(II) center should also benefit the ultimate luminescence due to its unique photophys. traits. Here, a platinum(II) metallacycle with deep-red emission for solution-processed organic light-emitting diodes is reported. This metallacycle is assembled by mixing a 180° di-Pt(II) acceptor with a pyridyl-decorated ligand functionalized by a deep-red fluorescent emitter. Notably, the platinum(II) acceptor permits the efficient intramol. transfer of all elec. generated singlet and triplet excitons from itself to the fluorescent moiety, which dramatically enhances the external quantum efficiency of the device compared with the one consisting of the sole ligand. The present results reveal the function of platinum(II) metallacycles in light-emitting devices, a finding which should apply to other coordination-driven architectures with versatile properties. In the experiment, the researchers used many compounds, for example, 2,2′-Oxybis(ethan-1-ol) (cas: 111-46-6COA of Formula: C4H10O3).

2,2′-Oxybis(ethan-1-ol) (cas: 111-46-6) 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. 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.COA of Formula: C4H10O3

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Derivatives of 1,2,3,4-tetrahydroxybenzene. V. The synthesis of parsley apiole and derivatives was written by Baker, Wilson;Savage, R. I.. And the article was included in Journal of the Chemical Society in 1938.COA of Formula: C7H6O3 This article mentions the following:

2,3-(MeO)₂C₆H₃OH is converted by K₂S₂O₈ into 2,3,1,4-(MeO)₂C₆H₃(OH)₂ (I), a dark oil, which gives 1,2,3,4-C₆H₂(OMe)₄, m. 88-9°; the di-Ac derivative m. 54°. 2,3,4-HO(MeO)₂C₆H₂CO₂H (24 g.) with K₂S₂O₈ in NaOH gives 6.5 g. of 2,5-dihydroxy-3,4-di-methoxybenzoic acid (II), m. 171°; heating at 200° gives I, m. 84-5°. II and Me₂SO₄-KOH give the tetra-Me derivative, m. 87-8°. 2,3,4-(HO)₃C₆H₂CO₂H(80 g.) and CH₂SO₄ in Me₂CO-NaOH give 9-10 g. of 2-hydroxy-3,4-methylenedioxybenzoic acid (III), m. 235° (evolution of CO₂); FeCl₃ gives an intense violet color; Ac derivative, m. 165°. Heating 10 g. of III in quinoline with Cu chromite catalyst at 180° for 2 h. gives 6 g. pyrogallol methylene ether (IV), m. 85°, oxidation of which with K₂S₂O₈ yields methylenedioxyquinol (V), m. about 180° (some decomposition); diacetate, m. 104°. The di-Me ether of V is parsley apione, m. 77-77.5°, identical with that prepared from natural apiole. III (6 g.) with K₂S₂O₈ in NaOH gives 0.3 g. of 2,5-dihydroxy-3,4-methylenedioxybenzoic acid, very pale yellow, m. 250° (decomposition), gives a deep blue FeCl₃ reaction; the di-Me ether is identical with parsley apiolic acid and yields a 1,2-di-Br derivative, m. 97-8°. IV (9 g.) and allyl bromide with K₂CO₃, refluxed 8 h., give 10 g. of 2,3-methylenedioxyphenyl allyl ether, b₂₄ 139-40°; heating at 220° yields 2-hydroxy-3,4-methylenedioxy-1-allylbenzene, b₂₀ 155-6°; oxidation with K₂S₂O₈ gives the 2,5-di-HO derivative, a reddish oil difficult to crystallize, the di-Me ether of which is identical with parsley apiole. Bromoapiole dibromide m. 80-80.5°. Details are given for the preparation of 1-o-benzoylpyrogallol, 2,3-(MeO)₂C₆H₃OBz, pyrogallol 1-Me ether and 4,3,2-HO(MeO)₂C₆H₂CHO. III and Br in AcOH give the 5-Br derivative, with AcOH of crystallization lost at 100°, m. 255° (decomposition). HNO₃ in AcOH gives the 5-NO₂ derivative of III, pale yellow, m. 295° (decomposition); FeCl₃ gives a red color and the yellow NaHCO₃ solution becomes bright orange on adding NaOH. 4-Methyldaphnetin and CH₂SO₄ in Me₂CO-NaOH give the methylene ether, pale yellow, m. 226°; HNO₃ gives the 5 (or 6)-NO₂ derivative, pale yellow, m. 138-9°. 2,3-Dihydroxy-4-methoxybenzaldehyde m. 118-19° instead of 69.5° as given in C. A. 32, 4552.9. In the experiment, the researchers used many compounds, for example, Benzo[d][1,3]dioxol-4-ol (cas: 69393-72-2COA of Formula: C7H6O3).

Benzo[d][1,3]dioxol-4-ol (cas: 69393-72-2) 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.COA of Formula: C7H6O3

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Synthesis, conformational studies and enantioselective homogeneous catalytic hydrogenation with CRC-PHOS, and some congeners was written by Comisso, G.;Sega, A.;Sunjic, V.;Lisini, A.. And the article was included in Croatica Chemica Acta in 1981.Name: 2-(3-(Hydroxy(phenyl)methyl)phenyl)propanoic acid This article mentions the following:

The lactone of (1S,3R)-1-hydroxy-1-diphenylphosphinomethyl-2,2,3-trimethylcyclopentane-3-carboxylic acid (I, CRC-PHOS), and (1R,3R)-bis(diphenylphosphinoxymethyl)-2,2,3-trimethylcyclopentane (II), were prepared starting from (+)-camphanic and (-)-isocamphoric acid, resp. Their complex salts [RhL₂(NBD)]ClO₄ (L = I, NBD = norbornadiene) and [RhL¹(NBD)]ClO₄ (L¹ = II) were isolated and their catalytic and enantioselective ability tested on some model prochiral carboxylic acids. The asym. bias did not exceed 35% e.e. in either case. Attempts at preparation of the diphosphine congener of II as well as isolation of the phosphinite congener of I failed. NMR LIS study of the conformation in solution of I and model compounds III and IV revealed that I and III possess in their most stable conformations a dihedral angle ψ of 165°, whereas for IV two stable conformations with ψ 200° and 350° are found. These results indicate that bidentate binding of metal to heteroatom X (O, P) in the side chain, and to the tetrahedral O within lactone group is scarcely possible. In the experiment, the researchers used many compounds, for example, 2-(3-(Hydroxy(phenyl)methyl)phenyl)propanoic acid (cas: 59960-32-6Name: 2-(3-(Hydroxy(phenyl)methyl)phenyl)propanoic acid).

2-(3-(Hydroxy(phenyl)methyl)phenyl)propanoic acid (cas: 59960-32-6) 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.Name: 2-(3-(Hydroxy(phenyl)methyl)phenyl)propanoic acid

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

A bagasse-supported magnetic manganese dioxide nanoparticle: applications in the selective aerobic oxidation of alcohols and one-pot tandem oxidative synthesis of quinazolinones was written by Rashidi Vahid, Adina;Hajishaabanha, Fatemeh;Shaabani, Shabnam;Farhid, Hassan;Shaabani, Ahmad. And the article was included in Journal of the Iranian Chemical Society in 2022.Electric Literature of C7H7ClO This article mentions the following:

Magnetic manganese dioxide nanoparticles (MnO₂-Fe₃O₄) were coated on sugarcane bagasse as a sugar industrial waste and bio-support (MnO₂-Fe₃O₄@bagasse) via an in situ reduction strategy, in which potassium permanganate was used as the precursor of MnO₂ and sugarcane bagasse as a bio-support and reducing agent of KMnO4. The synthesized bio-based catalyst was characterized by X-ray diffraction, thermogravimetric anal., inductively coupled plasma optical emission spectroscopy, SEM, energy dispersive spectroscopy, Brunauer-Emmett-Teller surface area anal., and vibrating sample magnetometer anal. The catalyst was successfully utilized in the selective aerobic oxidation of primary and secondary benzylic alcs. R¹CH(OH)R² (R¹ = Ph, 4-nitrophenyl, 2,4-dichlorophenyl, 3-phenylpropyl, etc.; R² = H, Me, Ph, 2-oxo-2-phenylethyl) to their corresponding carbonyl compounds R¹C(O)R² and one-pot tandem oxidative synthesis of 2-(substituted)quinazoline-4(3H)-ones I (R³ = Ph, 3-methoxyphenyl, 4-nitrophenyl, 2,4-dichlorophenyl, etc.) from the o-aminobenzamide and aromatic alcs. R³CH₂OH in the absence of oxidizing reagent or initiator. In the experiment, the researchers used many compounds, for example, (4-Chlorophenyl)methanol (cas: 873-76-7Electric Literature of C7H7ClO).

(4-Chlorophenyl)methanol (cas: 873-76-7) belongs to alcohols. Because alcohols are easily synthesized and easily transformed into other compounds, they serve as important intermediates in organic synthesis. The most common reactions of alcohols can be classified as oxidation, dehydration, substitution, esterification, and reactions of alkoxides.Electric Literature of C7H7ClO

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Chemical composition of three extracts of Bursera graveolens was written by Yukawa, Chiyoki;Imayoshi, Yuriko;Iwabuchi, Hisakatsu;Komemushi, Sadao;Sawabe, Akiyoshi. And the article was included in Flavour and Fragrance Journal in 2006.Electric Literature of C10H22O3 This article mentions the following:

Three different extracts were separated by di-Et ether extraction, simultaneous steam distillation extraction and roasted aroma extraction (dry distillation) from Bursera graveolens. It was possible to identify 100 compounds in the three different extracts by GC-MS. The odor-active compounds present in the extracts were evaluated by gas chromatog.-olfactometry (GC-O). It was estimated that mono- or sesquiterpenoids contributed to woody, herbal and minty aromas of the woody material of B. graveolens. On the other hand, the roast aroma produced by burning chips included several aroma compounds, such as cyclotene and vanillin. In the experiment, the researchers used many compounds, for example, rel-(1s,4s)-4-(2-Hydroxypropan-2-yl)-1-methylcyclohexanol hydrate (cas: 2451-01-6Electric Literature of C10H22O3).

rel-(1s,4s)-4-(2-Hydroxypropan-2-yl)-1-methylcyclohexanol hydrate (cas: 2451-01-6) 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. 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.Electric Literature of C10H22O3

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Green Extraction of Cork Bioactive Compounds Using Natural Deep Eutectic Mixtures was written by Freitas, David S.;Rocha, Diana;Castro, Tarsila G.;Noro, Jennifer;Castro, Vania I. B.;Teixeira, Marta A.;Reis, Rui L.;Cavaco-Paulo, Artur;Silva, Carla. And the article was included in ACS Sustainable Chemistry & Engineering in 2022.Recommanded Product: 111-46-6 This article mentions the following:

Quercus suber cork generates bioactive components, such as phenolic acids, terpenoids, and tannins, with excellent biol. properties, including antioxidant, anti-inflammatory, and antiaging activities. Aiming to design environmentally benign processes to eliminate, or reduce, the use of toxic chems., we propose the green extraction of bioactives from cork using natural deep eutectic solvents (NADES). Several deep eutectic mixtures were developed, through the mixture of natural compounds, namely, lactic acid, glycerol, ethylene glycol, sodium citrate, and sodium lactate, chosen according to their origin, toxicity, biocompatibility, polarity, and pH. The results revealed higher extraction yields when using NADES instead of harsh solvents like dioxane, with the extraction process governed by several phys.-chem. parameters, including pH, polarity, viscosity, and d., and also by the method of extraction Acidic NADES composed of lactic acid and glycerol, or sodium citrate, extracted a greater amount of aromatic compounds, terpenoids, and fatty acids and their derivatives More basic eutectic mixtures, composed of sodium lactate and a polyol (ethylene glycol or glycerol), extracted predominantly low mol. weight polar compounds The extracts range encompassed by the developed NADES, together with the associated nontoxicity, low price, and ease of preparation, establish these solvents as a green approach to extract high added-value compounds from cork. In the experiment, the researchers used many compounds, for example, 2,2′-Oxybis(ethan-1-ol) (cas: 111-46-6Recommanded Product: 111-46-6).

2,2′-Oxybis(ethan-1-ol) (cas: 111-46-6) 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. 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: 111-46-6

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Hydrogel of poly (SSNa-cross-TeEGDMA): preparation, characterization, and Swelling behavior was written by Bradai, Masika;Ould Kada, Seghier;Sebba, Fatima Zohra;Sebti, Houari. And the article was included in Pharma Chemica in 2016.Formula: C16H26O7 This article mentions the following:

Series of novel hydrogels based on sodium styrene sulfonate(SSNa) and tetraethylene glycol dimethacrylate (TeEGDMA) copolymers, were prepared by free radical crosslinking copolymerization and were characterized using Spectra of Fourier transform IR spectroscopy (FTIR), and differential scanning calorimetry (DSC). The swelling properties of these hydrogels were achieved in distilled water at different pH at 25°C, the results showed that the swelling ratio are proportional to the sodium styrene sulfonate (SSNa) percent molar composition of 40, 50 and 80 incorporated in each hydrogel, The values swelling ratio of the basic medium are higher than those observed in acidic and neutral medium. In the experiment, the researchers used many compounds, for example, ((Oxybis(ethane-2,1-diyl))bis(oxy))bis(ethane-2,1-diyl) bis(2-methylacrylate) (cas: 109-17-1Formula: C16H26O7).

((Oxybis(ethane-2,1-diyl))bis(oxy))bis(ethane-2,1-diyl) bis(2-methylacrylate) (cas: 109-17-1) 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. 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.Formula: C16H26O7

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Comparative analysis of chemical profiles and antioxidant activities of essential oils obtained from species of Lippia L. by chemometrics was written by de Fatima Alves Nonato, Carla;Camilo, Cicera Janaine;Duarte Leite, Debora Odilia;Lucio Albuquerque da Nobrega, Mario Gustavo;Ribeiro-Filho, Jaime;Alencar de Menezes, Irwin Rose;Tavares, Josean Fechine;Martins da Costa, Jose Galberto. And the article was included in Food Chemistry in 2022.COA of Formula: C10H14O This article mentions the following:

Due to the importance of diseases associated with oxidative stress, the search for natural antioxidants proves to be essential. This work aimed to compare the chem. composition and antioxidant potential of essential oils from the genus Lippia L. through chemometric anal. The essential oils were characterized by gas chromatog. coupled with mass spectrometry. Antioxidant potentials were determined by DPPH, ABTS, Deoxyribose and β-carotene protection, Iron chelation and reduction methods. All data were related by multivariate analyzes. Essential oils showed low similar chem. compositions and no statistically significant relationship. These showed relevant antioxidant activity, especially for L. sidoides that obtained IC50 of 5.22 ± 0.08μg/mL in ABTS capture. Multivariate analyzes showed the effectiveness of L. alba compounds to DPPH scavenging, Fe3+ reduction and β-carotene protection, and L. gracilis components to deoxyribose protect. Thus, studies proving the antioxidant potential of Lippia compounds against oxidative stress and their use in food conservation are fundamental. In the experiment, the researchers used many compounds, for example, 5-Isopropyl-2-methylphenol (cas: 499-75-2COA of Formula: C10H14O).

5-Isopropyl-2-methylphenol (cas: 499-75-2) 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. 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.COA of Formula: C10H14O

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts