Tag: 100-200

The author of 《Photoinduced Proton-Transfer Reactions for Mild O-H Functionalization of Unreactive Alcohols》 were Jana, Sripati; Yang, Zhen; Li, Fang; Empel, Claire; Ho, Junming; Koenigs, Rene M.. And the article was published in Angewandte Chemie, International Edition in 2020. Safety of 3,3,3-Trifluoropropan-1-ol The author mentioned the following in the article:

Hexafluoroisopropanol is typically considered as an unreactive solvent and not as a reagent in organic synthesis. Herein, we report on a mild and efficient photochem. reaction of aryl diazoacetates with hexafluoroisopropanol that enables, under stoichiometric reaction conditions, the synthesis of fluorinated ethers in excellent yield. Mechanistic studies indicate there is a preorganization of hexafluoroisopropanol and the diazoalkane acts as an unreactive hydrogen-bonding complex. Only after photoexcitation does this complex undergo a protonation-substitution reaction to the reaction product. Investigations on the applicability of this photochem. transformation show that a broad variety of acidic alcs. can be subjected to this transformation and thus demonstrate the feasibility of this concept for O-H functionalization reactions (54 examples, up to 98% yield). In the experimental materials used by the author, we found 3,3,3-Trifluoropropan-1-ol(cas: 2240-88-2Safety of 3,3,3-Trifluoropropan-1-ol)

3,3,3-Trifluoropropan-1-ol(cas: 2240-88-2) is a important organic intermediate. It can be used in agrochemical, pharmaceutical and dyestuff field.Safety of 3,3,3-Trifluoropropan-1-ol

Referemce:
Alcohol – Wikipedia,
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The author of 《(2-Fluoroallyl)pyridinium tetrafluoroborates: novel fluorinated electrophiles for Pd-catalyzed allylic substitution》 were Bobrova, Angelina Yu.; Novikov, Maxim A.; Tomilov, Yury V.. And the article was published in Organic & Biomolecular Chemistry in 2021. Recommanded Product: 4,4-Diethoxybutan-1-amine The author mentioned the following in the article:

An efficient two-step approach to 2-fluoroallyl amines was developed that involves the synthesis of (2-fluoroallyl)pyridinium tetrafluoroborates from readily available gem-bromofluorocyclopropanes and the application of the former as novel and stable 2-fluoroallyl electrophiles for Pd-catalyzed allylic substitution.4,4-Diethoxybutan-1-amine(cas: 6346-09-4Recommanded Product: 4,4-Diethoxybutan-1-amine) was used in this study.

4,4-Diethoxybutan-1-amine(cas: 6346-09-4) belongs to anime. Amine, any member of a family of nitrogen-containing organic compounds that is derived, either in principle or in practice, from ammonia (NH3). Naturally occurring amines include the alkaloids, which are present in certain plants; the catecholamine neurotransmitters (i.e., dopamine, epinephrine, and norepinephrine); and a local chemical mediator, histamine, that occurs in most animal tissues.Recommanded Product: 4,4-Diethoxybutan-1-amine

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

In 1959,Bureau of Mines Report of Investigations included an article by Beckering, W.; Fowkes, W. W.. Related Products of 2525-05-5. The article was titled 《Infrared spectra of hydroxy-aromatic organic compounds》. The information in the text is summarized as follows:

In characterizing tars obtained by the low-temperature carbonization of North Dakota lignite, IR spectra have been an invaluable aid in both qual. and quant. examination A group of 98 spectra represents 97 compounds, largely phenolic materials. In the experiment, the researchers used many compounds, for example, 4-Butylbenzene-1,2-diol(cas: 2525-05-5Related Products of 2525-05-5)

4-Butylbenzene-1,2-diol(cas: 2525-05-5) belongs to organoboron compounds. Organoboron compounds are versatile intermediates and as such are some of the most important classes of reagents in modern organic chemistry. Organoboron compounds are less toxic than organostannane reagents, and unlike alkynylzinc and magnesium, many organoboron compounds possess remarkable oxidative and thermal stabilities. Related Products of 2525-05-5

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Alcohol – Wikipedia,
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Guan, Zhipeng; Zhu, Shuxiang; Wang, Siyuan; Wang, Huamin; Wang, Siyuan; Zhong, Xingxing; Bu, Faxiang; Cong, Hengjiang; Lei, Aiwen published an article on January 18 ,2021. The article was titled 《Electrochemical Oxidative Carbon-Atom Difunctionalization: Towards Multisubstituted Imino Sulfide Ethers》, and you may find the article in Angewandte Chemie, International Edition.Formula: C3H5F3O The information in the text is summarized as follows:

Ethers (C-O/S) are ubiquitously found in a wide array of functional mols. and natural products. Nonetheless, the synthesis of imino sulfide ethers, containing an N(sp2)=C(sp2)-O/S fragment, still remains a challenge because of its sensitivity to acid. Developed here in is an unprecedented electrochem. oxidative carbon-atom difunctionalization of isocyanides, providing a series of novel multisubstituted imino sulfide ethers. Under metal-free and external oxidant-free conditions, isocyanides react smoothly with simple and readily available mercaptans and alcs. [e.g., 4-fluorobenzenethiol + Et isocyanoacetate + methanol → (Z)-I (80% isolated)]. Importantly, the procedure exhibited high stereoselectivities, excellent functional-group tolerance, and good efficiency on large-scale synthesis, as well as further derivatization of the products. The results came from multiple reactions, including the reaction of 3,3,3-Trifluoropropan-1-ol(cas: 2240-88-2Formula: C3H5F3O)

3,3,3-Trifluoropropan-1-ol(cas: 2240-88-2) is a important organic intermediate. It can be used in agrochemical, pharmaceutical and dyestuff field.Formula: C3H5F3O

Referemce:
Alcohol – Wikipedia,
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SDS of cas: 2525-05-5On November 30, 2010 ,《The synthesis, structure and activity evaluation of pyrogallol and catechol derivatives as Helicobacter pylori urease inhibitors》 appeared in European Journal of Medicinal Chemistry. The author of the article were Xiao, Zhu-Ping; Ma, Tao-Wu; Fu, Wei-Chang; Peng, Xiao-Chun; Zhang, Ai-Hua; Zhu, Hai-Liang. The article conveys some information:

Some pyrogallol and catechol derivatives were synthesized, and their urease inhibitory activity was evaluated by using acetohydroxamic acid (AHA), a well known Helicobacter pylori urease inhibitor, as pos. control. The assay results indicate that many compounds showed potential inhibitory activity against H. pylori urease. 4-(4-Hydroxyphenethyl)phen-1,2-diol (I) was found to be the most potent urease inhibitor with IC50s of 1.5 ± 0.2 μM for extracted fraction and 4.2 ± 0.3 μM for intact cell, at least 10 times and 20 times lower than those of AHA (IC50 of 17.2 ± 0.9 μM, 100.6 ± 13 μM), resp. This finding indicates that I would be a potential urease inhibitor and deserves further research. Mol. dockings of I into H. pylori urease active site were performed to understand the observed activity. In the experiment, the researchers used many compounds, for example, 4-Butylbenzene-1,2-diol(cas: 2525-05-5SDS of cas: 2525-05-5)

4-Butylbenzene-1,2-diol(cas: 2525-05-5) belongs to organoboron compounds. Organoboron compounds are versatile intermediates and as such are some of the most important classes of reagents in modern organic chemistry.SDS of cas: 2525-05-5 Organoboron compounds are less toxic than organostannane reagents, and unlike alkynylzinc and magnesium, many organoboron compounds possess remarkable oxidative and thermal stabilities.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

《Transition-Metal-Free Stereospecific Cross-Coupling with Alkenylboronic Acids as Nucleophiles》 was written by Li, Chengxi; Zhang, Yuanyuan; Sun, Qi; Gu, Tongnian; Peng, Henian; Tang, Wenjun. Electric Literature of C8H9ClO2 And the article was included in Journal of the American Chemical Society on August 31 ,2016. The article conveys some information:

We herein report a transition-metal-free cross-coupling between secondary alkyl halides/mesylates and aryl/alkenylboronic acid, providing expedited access to a series of nonchiral/chiral coupling products in moderate to good yields. For example, reacting PhCH(Br)Me with (E)-4-MeC6H4CH:CHB(OH)2 in K3PO4/toluene under nitrogen at 80°C for 4 h gave (E)-4-MeC6H4CH:CHCH(Me)Ph in 73% yield. Stereospecific SN2-type coupling is developed for the first time with alkenylboronic acids as pure nucleophiles, offering an attractive alternative to the stereospecific transition-metal-catalyzed C(sp2)-C(sp3) cross-coupling. The experimental process involved the reaction of (1S)-1-(2-chlorophenyl)ethane-1,2-diol(cas: 133082-13-0Electric Literature of C8H9ClO2)

(1S)-1-(2-chlorophenyl)ethane-1,2-diol(cas: 133082-13-0) belongs to hydroxy-containing compounds. Hydroxy groups participate in the dehydration reactions that link simple biological molecules into long chains.Electric Literature of C8H9ClO2 The joining of a fatty acid to glycerol to form a triacylglycerol removes the −OH from the carboxy end of the fatty acid.

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Alcohol – Wikipedia,
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《Thiourea Derivative of 2-[(1R)-1-Aminoethyl]phenol: A Flexible Pocket-like Chiral Solvating Agent (CSA) for the Enantiodifferentiation of Amino Acid Derivatives by NMR Spectroscopy》 was written by Recchimurzo, Alessandra; Micheletti, Cosimo; Uccello-Barretta, Gloria; Balzano, Federica. Safety of (1S,2R)-1-Amino-2,3-dihydro-1H-inden-2-olThis research focused onthiourea derivative chiral solvating agent enantiodifferentiation amino acid NMR. The article conveys some information:

Thiourea derivatives of 2-[(1R)-1-aminoethyl]phenol, (1S,2R)-1-amino-2,3-dihydro-1H-inden-2-ol, (1R,2R)-(1S,2R)-1-amino-2,3-dihydro-1H-inden-2-ol, and (R)-1-phenylethanamine have been compared as chiral solvating agents (CSAs) for the enantiodiscrimination of derivatized amino acids using NMR (NMR) spectroscopy. Thiourea derivative, prepared by reacting 2-[(1R)-1-aminoethyl]phenol with benzoyl isothiocyanate, constitutes an effective CSA for the enantiodiscrimination of N-3,5-dinitrobenzoyl (DNB) derivatives of amino acids with free or derivatized carboxyl functions. A base additive 1,4-diazabicyclo[2.2.2]octane(DABCO)/N,N-dimethylpyridin-4-amine (DMAP)/(NBu4OH) is required both to solubilize amino acid derivatives with free carboxyl groups in CDCl3 and to mediate their interaction with the chiral auxiliary to attain efficient differentiation of the NMR signals of enantiomeric substrates. For ternary systems CSA/substrate/DABCO, the chiral discrimination mechanism has been ascertained through the NMR determination of complexation stoichiometry, association constants, and stereochem. features of the diastereomeric solvates. In the experiment, the researchers used (1S,2R)-1-Amino-2,3-dihydro-1H-inden-2-ol(cas: 126456-43-7Safety of (1S,2R)-1-Amino-2,3-dihydro-1H-inden-2-ol)

(1S,2R)-1-Amino-2,3-dihydro-1H-inden-2-ol(cas: 126456-43-7) belongs to anime. The reaction of alkyl halides, R―X, where X is a halogen, or analogous reagents with ammonia (or amines) is useful with certain compounds. Not all alkyl halides are effective reagents; the reaction is sluggish with secondary alkyl groups and fails with tertiary ones. Its usefulness is largely confined to primary alkyl halides (those having two hydrogen atoms on the reacting site).Safety of (1S,2R)-1-Amino-2,3-dihydro-1H-inden-2-ol

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《Metabolism and excretion of RWJ-333369 [1,2-ethanediol, 1-(2-chlorophenyl)-, 2-carbamate, (S)-] in mice, rats, rabbits, and dogs》 was written by Mamidi, Rao N. V. S.; Mannens, Geert; Annaert, Pieter; Hendrickx, Jan; Goris, Ivo; Bockx, Mark; Janssen, Cor G. M.; Kao, Mark; Kelley, Michael F.; Meuldermans, Willem. HPLC of Formula: 133082-13-0 And the article was included in Drug Metabolism and Disposition on April 30 ,2007. The article conveys some information:

The in vivo metabolism and excretion of RWJ-333369 [1,2-ethanediol, 1-(2-chlorophenyl)-, 2-carbamate, (S)-], a novel neuromodulator, were investigated in mice, rats, rabbits, and dogs after oral administration of 14C-RWJ-333369. Plasma, urine, and feces samples were collected, assayed for radioactivity, and profiled for metabolites. In almost all species, the administered radioactive dose was predominantly excreted in urine (>85%) with less than 10% in feces. Excretion of radioactivity was rapid and nearly complete at 96 h after dosing in all species. Unchanged drug excreted in urine was minimal (<2.3% of the administered dose) in all species. The primary metabolic pathways were O-glucuronidation (rabbit > mouse > dog > rat) of RWJ-333369 and hydrolysis of the carbamate ester followed by oxidation to 2-chloromandelic acid. The latter metabolite was subsequently metabolized in parallel to 2-chlorophenylglycine and 2-chlorobenzoic acid (combined hydrolytic and oxidative pathways: rat > dog > mouse > rabbit). Other metabolic pathways present in all species included chiral inversion in combination with O-glucuronidation and sulfate conjugation (directly and/or following hydroxylation of RWJ-333369). Species-specific pathways, including N-acetylation of 2-chlorophenylglycine (mice, rats, and dogs) and arene oxidation followed by glutathione conjugation of RWJ-333369 (mice and rats), were more predominant in rodents than in other species. Consistent with human metabolism, multiple metabolic pathways and renal excretion were mainly involved in the elimination of RWJ-333369 and its metabolites in animal species. Unchanged drug was the major plasma circulating drug-related substance in the preclin. species and humans. In the experimental materials used by the author, we found (1S)-1-(2-chlorophenyl)ethane-1,2-diol(cas: 133082-13-0HPLC of Formula: 133082-13-0)

(1S)-1-(2-chlorophenyl)ethane-1,2-diol(cas: 133082-13-0) belongs to hydroxy-containing compounds. Hydroxy groups participate in the dehydration reactions that link simple biological molecules into long chains.HPLC of Formula: 133082-13-0 The joining of a fatty acid to glycerol to form a triacylglycerol removes the −OH from the carboxy end of the fatty acid.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

《Antiseptics. IV. Alkylcatechols》 was published in Journal of the American Chemical Society in 1938. These research results belong to Miller, Ellis; Hartung, Walter H.; Rock, Henry J.; Crossley, Frank S.. Electric Literature of C10H14O2 The article mentions the following:

cf. C. A. 27, 1873. Catechol alkyl ketones were prepared by the Fries rearrangement of the appropriate ester of either catechol (method I) or of guaiacol (method II); in the latter case the reaction is accompanied by simultaneous demethylation. Full details are given of the technic for each method. Pr, m. 139° (II, 23-62% yield); Bu, m. 93-4° (I, 50%); iso-Bu, b4 200-10°, m. 106.5-7.5° (I, 69%); Am, m. 93.8° (I, 72%; II, 30-47%); iso-Am, m. 73-3.5° (I, 60%); hexyl, m. 78-9° (II, 8-17%); heptyl, b5 225°, m. 95.5-6° (I, 50%). In a few cases the 3-isomer, 1,2,3-(HO)2C6H3COR, was isolated in small quantity by fractional crystallization from C6H6, the 4-isomer being less soluble: Et, b5 182-7°, m. 102.5-3.5°; iso-Bu, m. 93-5°; iso-Am, b. 195-205°; heptyl, b4 210-20°, m. 87-8°. Catalytic reduction gives 4-alkylcatechols; Clemmensen reduction gives less satisfactory results. Bu, b5 143-7°, 75% yield, PhOH coefficient 29; Am, b7 158-9°, 86%; iso-Am, b6 155-60°, m. 55.5-8.5°, 70.5%; hexyl, b5 164-9°, PhOH coefficient 129; isohexyl, b5 161-4°; heptyl, b12 195-200°, m. 40°, PhOH coefficient 177; octyl, b5 178°, m. 40°. The experimental part of the paper was very detailed, including the reaction process of 4-Butylbenzene-1,2-diol(cas: 2525-05-5Electric Literature of C10H14O2)

4-Butylbenzene-1,2-diol(cas: 2525-05-5) belongs to organoboron compounds. Organoboron compounds are versatile intermediates and as such are some of the most important classes of reagents in modern organic chemistry. Organoboron compounds are less toxic than organostannane reagents, and unlike alkynylzinc and magnesium, many organoboron compounds possess remarkable oxidative and thermal stabilities. Electric Literature of C10H14O2

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

《Bioinspired Nitroalkylation for Selective Protein Modification and Peptide Stapling》 was written by Mahesh, Sriram; Adebomi, Victor; Muneeswaran, Zilma P.; Raj, Monika. Safety of 2,6-Pyridinedimethanol And the article was included in Angewandte Chemie, International Edition in 2020. The article conveys some information:

Nitroalkanes react specifically with aldehydes, providing rapid, stable, and chemoselective protein bioconjugation. These nitroalkylated proteins mimic key post-translational modifications (PTMs) of proteins and can be used to understand the role of these PTMs in cellular processes. Demonstrated here is the substrate scope of this bioconjugation by attaching a variety of tags, such as NMR tags, fluorescent tags, affinity tags, and alkyne tags, to proteins. The structure and enzymic activity of modified proteins remain conserved after labeling. Notably, the nitroalkane group leads to easy characterization of proteins by mass spectrometry because of its distinct fingerprint pattern. Importantly, the nitro-alkylated peptides provide a new handle for site-selective fluorination of peptides, thus installing a specific probe to study peptide-protein interactions by 19F NMR spectroscopy. Furthermore, nitroalkane reagents can be used for the late-stage diversification of peptides and for the synthesis of peptide staples. After reading the article, we found that the author used 2,6-Pyridinedimethanol(cas: 1195-59-1Safety of 2,6-Pyridinedimethanol)

2,6-Pyridinedimethanol(cas: 1195-59-1) belongs to pyridine. When pyridine is adsorbed on oxide surfaces or in porous materials, the following species are commonly observed: (i) pyridine coordinated to Lewis acid sites, (ii) pyridine H-bonded to weakly acidic hydroxyls, and (iii) protonated pyridine. At high coverage, physisorbed pyridine and protonated dimers can also be observed.Safety of 2,6-Pyridinedimethanol

Referemce:
Alcohol – Wikipedia,
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