Tag: 100-200

A simple one-pot procedure for the direct conversion of alcohols to azides via phosphate activation was written by Yu, Chengzhi;Liu, Bin;Hu, Longqin. And the article was included in Organic Letters in 2000.Formula: C9H9F3O This article mentions the following:

A one-pot procedure was developed to prepare alkyl azides from the corresponding alkanols using bis(2,4-dichlorophenyl)phosphate activation. 4-(Dimethylamino)pyridine was used as a base, and phosphorylpyridinium azide is believed to be the activating agent under this condition. In the experiment, the researchers used many compounds, for example, 2-(Trifluoromethyl)phenethyl alcohol (cas: 94022-96-5Formula: C9H9F3O).

2-(Trifluoromethyl)phenethyl alcohol (cas: 94022-96-5) 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.Formula: C9H9F3O

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

NNO Pincer Ligand-Supported Palladium(II) Complexes: Direct Synthesis of Quinazolines via Acceptorless Double Dehydrogenative Coupling of Alcohols was written by Sundarraman, Balaji;Rengan, Ramesh;Semeril, David. And the article was included in Organometallics in 2022.Formula: C7H7ClO This article mentions the following:

A sustainable approach for the synthesis of substituted quinazolines by sequential acceptorless dehydrogenative coupling of 2-aminobenzyl alc. with alcs. using new Pd(II)-NNO pincer-type complexes as catalysts is reported. Air-stable Pd(II) complexes [Pd(L)(PPh₃)] (L = 4-substituted Me-2-pyrrolyl benzhydrazone ligands) were synthesized, and their compositions were recognized by anal. and spectral methods (FTIR, NMR, and high-resolution mass spectrometry (HRMS)). Single-crystal x-ray crystallog. confirmed the tridentate coordination of the ligands and the existence of square-planar geometry around the metal ion. A wide range of substituted quinazoline derivatives was synthesized from double dehydrogenation of benzyl alcs. using 1.5 mol % catalyst loading with a maximum of 93% yield. The formation of aminobenzaldehyde and benzaldehyde intermediates via a double dehydrogenative coupling reaction was confirmed by control experiments In the experiment, the researchers used many compounds, for example, (4-Chlorophenyl)methanol (cas: 873-76-7Formula: C7H7ClO).

(4-Chlorophenyl)methanol (cas: 873-76-7) 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.Formula: C7H7ClO

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

The coumarin osthole is a non-electrophilic agonist of TRPA1 was written by Torres, Karen V.;Pantke, Sebastian;Rudolf, Daniel;Eberhardt, Mirjam M.;Leffler, Andreas. And the article was included in Neuroscience Letters in 2022.Computed Properties of C10H14O This article mentions the following:

The naturally occurring coumarin osthole has antipruritic properties, and recent reports suggest that this effect is due an inhibition or desensitization of the cation channels TRPV1 and TRPV3. Osthole was also suggested to activate TRPA1, an effect that should rather be pruritic than antipruritic. Here we characterized the effects of osthole on TRPA1 by means of ratiometric calcium imaging and patch clamp electrophysiol. In HEK 293 expressing human (h) TRPA1, osthole induced a concentration-dependent increase in intracellular calcium that was inhibited by the TRPA1-inhibitor A967079. In mouse dorsal root ganglion (DRG) cells, osthole induced a strong calcium-influx that was partly mediated by TRPA1. Osthole evoked fully reversible membrane currents in whole-cell as well as cell-free inside-out recordings on hTRPA1. Osthole failed to activate the mutant hTRPA1-S873V/T874L, a previously described binding site for the non-electrophilic TRPA1-agonists menthol and carvacrol. The combined application of osthole and carvacrol diminished channel activation, suggesting a competitive binding. Finally, osthole failed to activate TRPM8 and TRPV4 but induced a modest activation of hTRPV1 expressed in HEK 293 cells. We conclude that osthole is a potent non-electrophilic agonist of TRPA1. The relevance of this property for the antipruritic effects needs to be further explored. In the experiment, the researchers used many compounds, for example, 5-Isopropyl-2-methylphenol (cas: 499-75-2Computed Properties of C10H14O).

5-Isopropyl-2-methylphenol (cas: 499-75-2) 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.Computed Properties of C10H14O

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Characterization of Warmed-Over Flavor Compounds in Surimi Gel Made from Silver Carp (Hypophthalmichthys molitrix) by Gas Chromatography-Ion Mobility Spectrometry, Aroma Extract Dilution Analysis, Aroma Recombination, and Omission Studies was written by An, Yueqi;Wen, Li;Li, Wenrong;Zhang, Xuezhen;Hu, Yang;Xiong, Shanbai. And the article was included in Journal of Agricultural and Food Chemistry in 2022.Quality Control of Oct-1-en-3-ol This article mentions the following:

The warmed-over flavor (WOF) in surimi gels was characterized by gas chromatog.-ion mobility spectrometry, aroma extract dilution anal., aroma recombination, and omission studies. Surimi gels with different WOF levels were prepared by different gelling temperatures, and surimi gels heated at 90, 100, and 121°C were considered as the samples with light, strong, and medium WOF, resp. Based on the quantification and odor activity values, 14 aldehydes, 2 ketones, 3 alcs., 2 benzene-containing compounds, 2 N-containing compounds, 3 S-containing compounds, 3 lactones, undecanoic acid, and 4-methylphenol were recombined to build a spiked model for surimi gels with the strongest WOF, which showed the highest similarity with the original sample. Finally, a triangle test involving omission of the aroma compounds from the spiked model proved that the WOF in surimi gels was attributed to (E,E)-2,4-decadienal, heptanal, octanal, nonanal, decanal, (E)-2-nonenal, (E)-2-octenal, (E)-2-decenal, (E,E)-2,4-heptadienal, 2,3-pentanedione, 2,6-dimethylpyrazine, 2-propylpyridine, benzothiazole, 2-methoxybenzenethiol, and 2-furfurylthiol. In the experiment, the researchers used many compounds, for example, Oct-1-en-3-ol (cas: 3391-86-4Quality Control of Oct-1-en-3-ol).

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. 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 Oct-1-en-3-ol

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Plant components. XII. Acid-catalyzed conversions of monoterpenes was written by Geyer, Sigrid;Zieger, Werner;Mayer, Roland. And the article was included in Zeitschrift fuer Chemie in 1966.Application of 2451-01-6 This article mentions the following:

Reactions of monoterpenes with acidic dehydrating reagents were reexamined and the qual. and the approx. quant. composition of the reaction products was determined by distillation, gas chromatog., spectroscopy, and thin-layer chromatog. All these reactions were assumed to proceed by the formation of different C₁₀ carbonium ions. Hydration occurred under mild conditions and dehydration and isomerization under more severe conditions. The most stable compounds were α-terpinene (I), isoterpinolene (II), and p-cymene (III). When an endocyclic or exocyclic double bond could arise from proton splitting, the endocyclic double bond was predominant in the 6-membered ring and the exocyclic double bond in the 5-membered ring. Transition of acyclic and bicyclic to monocyclic compounds occurred readily, but the opposite transition was not observed The following compounds were formed on treating the different monoterpenes with 10% (A), 30% (B), and 50% H₂SO₄ (C), 10% (D), 30% (E), and 50% H₃PO₄ (F) at different temperatures: Dipentene (IIIa) gave no reaction with A, B, and C at 20°, but at 60° 5% I, and 5% terpinolene (IV) + II were formed with B, and 10% I, 10% γ-terpinene (V) + III, and 10% II formed with C. At 100° were formed I 10, V + III 10, IV + II 10%, and traces of 1,8-cineole (VI) (?) with A; I 20, V + III 25, and II 10% with B; I 30, V + III 25, IV 5, and II 15% with C. Reaction of V with F at 100° gave I 10, III 10, II 5%, and traces of IV. α-Terpineol gave terpin hydrate (VII) 8, IIIa 5, I 15, V 10, III 25, II 5, and VI 25% with C at 20°, β-terpineol gave IIIa 10, I 30, V 15, III 15, IV 10, II 20%, and traces of p-menthane and p-mentha-3,8(9)-diene at 60° with C. Reaction of VII with E at 100° gave IIIa 15, I 15, V + III 30, IV 15, II 5, and VI 15%. Tables for reaction conditions and products formed from camphene, camphene hydrate, methylcamphenilol, α-pinene, borneol, isoborneol, and α-fenchol with A-E were given. In the experiment, the researchers used many compounds, for example, rel-(1s,4s)-4-(2-Hydroxypropan-2-yl)-1-methylcyclohexanol hydrate (cas: 2451-01-6Application of 2451-01-6).

rel-(1s,4s)-4-(2-Hydroxypropan-2-yl)-1-methylcyclohexanol hydrate (cas: 2451-01-6) belongs to alcohols. Because alcohols are easily synthesized and easily transformed into other compounds, they serve as important intermediates in organic synthesis. Grignard and organolithium reagents are powerful tools for organic synthesis, and the most common products of their reactions are alcohols.Application of 2451-01-6

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Cobalt-Catalyzed Sustainable Synthesis of Benzimidazoles by Redox-Economical Coupling of o-Nitroanilines and Alcohols was written by Das, Sanju;Mallick, Samrat;De Sarkar, Suman. And the article was included in Journal of Organic Chemistry in 2019.Computed Properties of C7H6Cl2O This article mentions the following:

This study reveals cobalt-catalyzed sustainable synthesis of benzimidazoles by redox-economical coupling of o-nitroanilines and alcs. The major advantage of this report is the use of a com. available cheap cobalt catalyst to produce a wide variety of 2-substituted benzimidazoles by hydrogen autotransfer without using any addnl. external redox reagent and costly ligand system. A thorough mechanistic insight of the reaction is proposed by performing a series of control experiments In the experiment, the researchers used many compounds, for example, (2,4-Dichlorophenyl)methanol (cas: 1777-82-8Computed Properties of C7H6Cl2O).

(2,4-Dichlorophenyl)methanol (cas: 1777-82-8) 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.Computed Properties of C7H6Cl2O

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Easy Scale-Up Synthesis of Mo₈O₂₆(C₅H₆N)₄.H₂O Hybrid with a Rectangular Prism Morphology and Its Application as an Efficient and Highly Recyclable Bi-functional Catalyst for Knoevenagel Condensations was written by Feghhi, Aliyeh;Malakooti, Reihaneh;Malakooti, Sadeq;Hooshmand, Nasrin. And the article was included in ChemistrySelect in 2019.Electric Literature of C7H6Cl2O This article mentions the following:

The Mo₈O₂₆(C₅H₆N)₄.H₂O hybrid with rectangular prism morphol. was synthesized via a simple wet chem. method at room temperature in water. The as-synthesized product was characterized by different methods, including X-ray diffraction (XRD), transmission electron microscopy (TEM), SEM (SEM), thermogravimetric anal. (TGA), Fourier transform IR spectroscopy (FT-IR), Raman spectroscopy, N₂-adsorption/desorption and elemental anal. The Mo₈O₂₆(C₅H₆N)₄.H₂O hybrid catalyzed Knoevenagel condensation reaction as a bi-functional catalyst. Moreover, the molybdenum (VI) site in this hybrid catalyzed selective oxidation of alcs. in the presence of mol. oxygen (O₂) as oxidant. The reaction of malononitrile with various aromatic aldehydes was carried out in aqueous media under mild temperature in the presence of no extra base or acid. On the other hand, the oxidation of alcs. with mol. oxygen progressed via a reusable heterogeneous system in a mild temperature The reused catalysts from both systems were identified by XRD, FT-IR, SEM and elemental anal. In the experiment, the researchers used many compounds, for example, (2,4-Dichlorophenyl)methanol (cas: 1777-82-8Electric Literature of C7H6Cl2O).

(2,4-Dichlorophenyl)methanol (cas: 1777-82-8) 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.Electric Literature of C7H6Cl2O

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Synthesis of new heteroleptic strontium complexes stabilized by β-ketoiminato ligands was written by George, Sheby Mary;Kim, Hyo-Suk;Park, Bo Keun;Kim, Chang Gyoun;Chung, Taek-Mo. And the article was included in Inorganica Chimica Acta in 2015.Safety of 1-(Dimethylamino)-2-methylpropan-2-ol This article mentions the following:

Heteroleptic strontium complexes stabilized by amine functionalized tridentate β-ketoiminato ligands in combination with bis(trimethylsilyl)amide [Sr(btsa)(L¹)]₂ (1) and [Sr(btsa)(L²)]₂ (2) and stabilized by β-ketoiminato and aminoalkoxy ligands [Sr(dmamp)(L¹)]₂ (3) were synthesized and characterized. All the complexes formed as dimers where the strontium metal centers were connected by a pair of μ₂-O bridging. In 1 and 2 the β-ketoiminato oxygen bridges the metal centers, leaving the complex in a highly strained state bearing a pentacoordinate strontium. The introduction of aminoalkoxy ligand (dmamp) to 1 gave complex 3, where the aminoalkoxy oxygen assumed the bridging role and allowed β-ketoiminato ligands to attain a more relaxed planar state for its ketoimine backbone and a stable hexacoordinate metal center. All the complexes were characterized using FTIR, FT-NMR, elemental analyses, and single crystal x-ray crystallog. In the experiment, the researchers used many compounds, for example, 1-(Dimethylamino)-2-methylpropan-2-ol (cas: 14123-48-9Safety of 1-(Dimethylamino)-2-methylpropan-2-ol).

1-(Dimethylamino)-2-methylpropan-2-ol (cas: 14123-48-9) 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. 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.Safety of 1-(Dimethylamino)-2-methylpropan-2-ol

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Poly(arylisocyanides) as Versatile, Enantiodiscriminating Alignment Media for Small Molecules was written by Wesp, Svenja;Wolf, Kai;Immel, Stefan;Reggelin, Michael. And the article was included in ChemPlusChem in 2022.HPLC of Formula: 2216-51-5 This article mentions the following:

Lyotropic liquid crystalline (LLC) phases of amino acid derived polyarylisocyanides were employed as chiral alignment media for the measurement of residual dipolar couplings (RDCs) of small chiral organic mols. Anisotropic samples in CDCl₃ displayed quadrupolar splittings of the deuterium signal in the range of several hundreds of Hertz. The LLC phases showed excellent orienting properties for a broad range of analytes bearing various functional groups. The precise extraction of RDCs in the range of up to ±40 Hz from F2-coupled HSQC spectra was possible. Addnl., the chiral environment offers the opportunity for diastereomorphous interactions with the enantiomers of chiral analytes leading to two different sets of RDCs. This differential order effect was particularly pronounced with ketones and alcs. In the experiment, the researchers used many compounds, for example, (1R,2S,5R)-2-Isopropyl-5-methylcyclohexanol (cas: 2216-51-5HPLC of Formula: 2216-51-5).

(1R,2S,5R)-2-Isopropyl-5-methylcyclohexanol (cas: 2216-51-5) 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. 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.HPLC of Formula: 2216-51-5

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

A Triple Photoredox/Cobalt/Bronsted Acid Catalysis Enabling Markovnikov Hydroalkoxylation of Unactivated Alkenes was written by Nakagawa, Masanari;Matsuki, Yuki;Nagao, Kazunori;Ohmiya, Hirohisa. And the article was included in Journal of the American Chemical Society in 2022.COA of Formula: C10H20O This article mentions the following:

Authors demonstrate Markovnikov hydroalkoxylation of unactivated alkenes using alcs. through a triple catalysis consisting of photoredox, cobalt, and Bronsted acid catalysts under visible light irradiation The triple catalysis realizes three key elementary steps in a single catalytic cycle: (1) Co(III) hydride generation by photochem. reduction of Co(II) followed by protonation, (2) metal hydride hydrogen atom transfer (MHAT) of alkenes by Co(III) hydride, and (3) oxidation of the alkyl Co(III) complex to alkyl Co(IV). The precise control of protons and electrons by the three catalysts allows the elimination of strong acids and external reductants/oxidants that are required in the conventional methods. In the experiment, the researchers used many compounds, for example, (1R,2S,5R)-2-Isopropyl-5-methylcyclohexanol (cas: 2216-51-5COA of Formula: C10H20O).

(1R,2S,5R)-2-Isopropyl-5-methylcyclohexanol (cas: 2216-51-5) 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. 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.COA of Formula: C10H20O

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts