Tag: M.W=100-150

Fuse, Hiromu published the artcileIdentification of a Self-Photosensitizing Hydrogen Atom Transfer Organocatalyst System, SDS of cas: 111-29-5, the publication is Journal of the American Chemical Society (2022), 144(14), 6566-6574, database is CAplus and MEDLINE.

Organocatalyst systems to promote the cleavage of stable C-H bonds, such as formyl, α-hydroxy and benzylic C-H bonds, through a hydrogen atom transfer (HAT) process without the use of exogenous photosensitizers have been developed. An electronically tuned thiophosphoric acid, 7,7′-OMe-TPA, were assembled with substrate or co-catalyst N-heteroaromatics through hydrogen bonding and π-π interactions to form electron donor-acceptor (EDA) complexes. Photoirradiation of the EDA complex induced stepwise, sequential single-electron transfer (SET) processes to generate a HAT-active thiyl radical. The first SET were from the electron-rich naphthyl group of 7,7′-OMe-TPA to the protonated N-heteroaromatics and the second proton-coupled SET (PCET) from the thiophosphoric acid moiety of 7,7′-OMe-TPA to the resulting naphthyl radical cation. Spectroscopic studies and theor. calculations characterized the stepwise SET process mediated by short-lived intermediates. This organocatalytic HAT system were applied to four different carbon-hydrogen (C-H) functionalization reactions, hydroxyalkylation and alkylation of N-heteroaromatics, acceptorless dehydrogenation of alcs. and benzylation of imines, with high functional group tolerance.

Journal of the American Chemical Society published new progress about 111-29-5. 111-29-5 belongs to alcohols-buliding-blocks, auxiliary class Aliphatic hydrocarbon chain,Alcohol,Ploymers, name is Pentane-1,5-diol, and the molecular formula is C5H12O2, SDS of cas: 111-29-5.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Yoshikawa, Chisato published the artcileConstruction of 7-diethylaminocoumarins promoted by an electron-withdrawing group, Recommanded Product: 2-Phenylethanethiol, the publication is Chemical & Pharmaceutical Bulletin (2021), 69(7), 608-611, database is CAplus.

The coumarin skeleton has been a focus of attention for many years, and its fluorescence properties vary depending on the substituents. Fluorescent coumarin derivatives I (R = OMe, diethylaminyl; R¹ = (2-phenylethyl)sulfanyl, phenyloxidanyl, (2-phenylethyl)oxidanyl, etc.) are useful tools for many strategies and have been developed for their synthesis. Although 7-diethylaminocoumarins I has excellent fluorescence properties, it is unstable. A facile strategy for the synthesis of 7-diethylaminocoumarin derivatives I by increasing the electrophilicity of the ynone moiety to promote nucleophilic addition reactions and cyclization have been developed. The reaction tolerates a variety of substitutions at the 4-position.

Chemical & Pharmaceutical Bulletin published new progress about 4410-99-5. 4410-99-5 belongs to alcohols-buliding-blocks, auxiliary class Thiol,Benzene, name is 2-Phenylethanethiol, and the molecular formula is C12H15ClO3, Recommanded Product: 2-Phenylethanethiol.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Otsuka, Takashi published the artcilePractical Selective Hydrogenation of α-Fluorinated Esters with Bifunctional Pincer-Type Ruthenium(II) Catalysts Leading to Fluorinated Alcohols or Fluoral Hemiacetals, HPLC of Formula: 2240-88-2, the publication is Journal of the American Chemical Society (2013), 135(26), 9600-9603, database is CAplus and MEDLINE.

Selective hydrogenation of fluorinated esters with pincer-type bifunctional catalysts RuHCl(CO)(dpa) 1a, trans-RuH₂(CO)(dpa) 1b, and trans-RuCl₂(CO)(dpa) 1c (I; X = H, Cl; H, H; Cl, Cl, resp.) under mild conditions proceeds rapidly to give the corresponding fluorinated alcs. or hemiacetals in good to excellent yields. Under the optimized conditions, the hydrogenation of chiral (R)-2-fluoropropionate proceeds smoothly to give the corresponding chiral alc. without any serious decrease of the ee value.

Journal of the American Chemical Society published new progress about 2240-88-2. 2240-88-2 belongs to alcohols-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Aliphatic hydrocarbon chain,Alcohol, name is 3,3,3-Trifluoropropan-1-ol, and the molecular formula is C3H5F3O, HPLC of Formula: 2240-88-2.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Kitazume, Tomoya published the artcileUltrasound-promoted selective perfluoroalkylation on the desired position of organic molecules, HPLC of Formula: 83706-94-9, the publication is Journal of the American Chemical Society (1985), 107(18), 5186-91, database is CAplus.

Perfluoroalkylzinc iodides or bromides were prepared from perfluoroalkyl iodides or bromides and Zn powder in DMF or THF with ultrasonic irradiation, and were used as regioselective perfluoroalkylating reagents for the preparation of a wide variety of perfluoroalkylated compounds Ultrasound-promoted asym. induction with a perfluoroalkyl group on the asym. carbon was achieved by reaction of perfluoroalkyl halides with optically active enamines in the presence of zinc powder and dichlorobis(π-cyclopentadienyl)titanium.

Journal of the American Chemical Society published new progress about 83706-94-9. 83706-94-9 belongs to alcohols-buliding-blocks, auxiliary class Trifluoromethylated Building Blocks, name is (E)-4,4,4-Trifluorobut-2-en-1-ol, and the molecular formula is C4H5F3O, HPLC of Formula: 83706-94-9.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Bautista-Aguilera, Oscar M. published the artcileAcetylcholinesterase inhibition of diversely functionalized quinolinones for alzheimer’s disease therapy, Synthetic Route of 622-40-2, the publication is International Journal of Molecular Sciences (2020), 21(11), 3913, database is CAplus and MEDLINE.

The synthesis and cholinesterase (ChE)/monoamine oxidase (MAO) inhibition of quinolinones I [R = 2-diethylaminoethyl, 1-methyl-4-piperidyl, 3-morpholinopropyl, etc.] and dihydroquinolinones II [R¹ = 1-methyl-4-piperidyl, 2-morpholinoethyl, 2-(4-isopropylpiperazin-1-yl)ethyl, etc.] designed as potential multitarget small mols. (MSM) for alzheimer’s disease therapy was reported.. None of them showed significant human recombinant MAO inhibition, but compounds I [R = 4-(4-isopropylpiperazin-1-yl)butyl, 5-(4-isopropylpiperazin-1-yl)pentyl] and compound II [R¹ = 4-(4-isopropylpiperazin-1-yl)butyl] displayed promising human recombinant acetylcholinesterase (hrAChE) and butyrylcholinesterase (hrBuChE) inhibition. In particular, compound I [R = 4-(4-isopropylpiperazin-1-yl)butyl] was found to be a potent and quite selective non-competitive inhibitor of hrAChE (IC₅₀ = 0.29μM), with Ki value in nanomolar range (79 nM). Pertinent docking anal. confirmed this result, suggesting that this ligand was an interesting hit for further investigation.

International Journal of Molecular Sciences published new progress about 622-40-2. 622-40-2 belongs to alcohols-buliding-blocks, auxiliary class Morpholine,Alcohol, name is 2-Morpholinoethanol, and the molecular formula is C6H13NO2, Synthetic Route of 622-40-2.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Wilde, Nathan C. published the artcileTwo-Phase Synthesis of (-)-Taxuyunnanine D, SDS of cas: 597-52-4, the publication is Journal of the American Chemical Society (2014), 136(13), 4909-4912, database is CAplus and MEDLINE.

The first successful effort to replicate the beginning of the Taxol oxidase phase in the laboratory is reported, culminating in the total synthesis of taxuyunnanine D, itself a natural product. Through a combination of computational modeling, reagent screening, and oxidation sequence anal., the first three of eight C-H oxidations (at the allylic sites corresponding to C-5, C-10, and C-13) required to reach Taxol from taxadiene were accomplished. This work lays a foundation for an eventual total synthesis of Taxol capable of delivering not only the natural product but also analogs inaccessible via bioengineering.

Journal of the American Chemical Society published new progress about 597-52-4. 597-52-4 belongs to alcohols-buliding-blocks, auxiliary class Aliphatic Chain, name is Triethylsilanol, and the molecular formula is C5H5F3O2, SDS of cas: 597-52-4.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Ison, A. published the artcileOxorhenium Complexes for Catalytic Hydrosilylation and Hydrolytic Hydrogen Production: A Multiweek Advanced Laboratory Experiment for Undergraduate Students, Category: alcohols-buliding-blocks, the publication is Journal of Chemical Education (2017), 94(6), 790-794, database is CAplus.

An effective way of teaching undergraduates a full complement of research skills is through a multiweek advanced laboratory experiment Here we outline a comprehensive set of experiments adapted from current primary literature focusing on organic and inorganic synthesis, catalysis, reactivity, and reaction kinetics. The catalyst, bis(2-(2′-hydroxyphenyl)-2-oxazoline)oxorhenium(V) tetrapentafluorophenylborate (1) is isolated through a multistep reaction starting with the formation of the ligand, 2-(2′-hydroxyphenyl)-2-oxazoline (2), followed by complexation of a Re-oxo precursor to form chlorobis(2-(2′-hydroxyphenyl)-2-oxazoline)oxorhenium(V) (3). Both Re(V)-oxo complexes are diamagnetic and allow for NMR anal. Complex 1 is an air-stable and highly active catalyst for two reactions: (1) hydrosilylation of carbonyls and (2) hydrolysis of Et₃SiH to form Et₃SiOH and H₂ gas. Students monitor the evolution of hydrogen gas in the second reaction and use the data to investigate the reaction kinetics in order to obtain the complete rate law and the second-order rate constant for the catalytic reaction. The complete project provides a wealth of opportunities to focus on exptl. skills, fundamental concepts in inorganic and organic chem., catalysis, reactivity, and exptl. kinetics.

Journal of Chemical Education published new progress about 597-52-4. 597-52-4 belongs to alcohols-buliding-blocks, auxiliary class Aliphatic Chain, name is Triethylsilanol, and the molecular formula is C6H16OSi, Category: alcohols-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Ito, Masaki published the artcileSelective Boryl Silyl Ether Formation in the Photoreaction of Bisboryloxide/Boroxine with Hydrosilane Catalyzed by a Transition-Metal Carbonyl Complex, Safety of 4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-ol, the publication is Journal of the American Chemical Society (2014), 136(17), 6183-6186, database is CAplus and MEDLINE.

Selective B-O-Si bond formation was achieved in the reaction of bisboryloxide O(Bpin)₂ (pin = (OCMe₂)₂)/boroxine (MeBO)₃ system with tertiary silane R₃SiH in the presence of stoichiometric water and a catalytic amount of [M](CO)₅ ([M] = Mo(CO), W(CO), Fe) to give boryl silyl ethers. Moreover, this reaction can be applied to various hydrosilanes (disilyl compounds and secondary silanes) and hydrogermane. Some of the boryl silyl ethers thus formed were confirmed by X-ray anal.

Journal of the American Chemical Society published new progress about 25240-59-9. 25240-59-9 belongs to alcohols-buliding-blocks, auxiliary class Boronic acid and ester,Boronic Acids,Boronate Esters, name is 4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-ol, and the molecular formula is C6H13BO3, Safety of 4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-ol.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Satoh, Yasushi published the artcileHighly selective synthesis of hydrosiloxanes by Au-catalyzed dehydrogenative cross-coupling reaction of silanols with hydrosilanes, Synthetic Route of 597-52-4, the publication is ACS Catalysis (2017), 7(3), 1836-1840, database is CAplus.

We report a highly selective synthesis of siloxane building blocks containing SiH₂or SiH functionalities. The system AuCl(PPh₃)/PPh₃ or AuCl(PPh₃)/PBu₃ catalyzed the reaction of trihydrosilanes with silanols giving SiH₂-containing siloxanes exclusively. On the other hand, a highly selective reaction of dihydrosilanes with silanols to afford SiH-containing siloxanes was achieved by simply changing the phosphine ligand to a bidentate one, xantphos. Usefulness of SiH₂-containing siloxanes was demonstrated by the synthesis of a trisiloxane, Et₃SiOSi(Ph)(H)OSi^tBuMe₂, and a pentasiloxane, Ph₂Si(OSiHPhOSiEt₃)₂, bearing SiH functionalities.

ACS Catalysis published new progress about 597-52-4. 597-52-4 belongs to alcohols-buliding-blocks, auxiliary class Aliphatic Chain, name is Triethylsilanol, and the molecular formula is C6H16OSi, Synthetic Route of 597-52-4.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Aliaga-Lavrijsen, Melanie published the artcileHydrolysis and Methanolysis of Silanes Catalyzed by Iridium(III) Bis-N-Heterocyclic Carbene Complexes: Influence of the Wingtip Groups, Name: Triethylsilanol, the publication is Organometallics (2015), 34(11), 2378-2385, database is CAplus.

New [Ir(CH₃CN)₂(I)₂{κC,C’-bis(NHC)}]BF₄ complexes featuring bis-NHC ligands with a methylene bridge and different N substitution (-CH₂CH₂CH₂CH₃ and -CH₂CH₂OPh) were synthesized. NMR studies and x-ray diffraction structures evidenced that the wingtip group -CH₂CH₂OPh presents a hemilabile behavior in solution, with the oxygen atom coordinating and dissociating at room temperature, which contrasts with the strong coordination of the ether functions in the complex [Ir(I)₂{κC,C’,O,O’-bis(NHC^OMe)}]BF₄ (bis(NHC^OMe) = methylenebis(N,N’-bis(2-methoxyethyl)imidazol-2-ylidene)), previously reported by us. These complexes proved to be efficient catalysts for the hydrolysis and methanolysis of silanes, affording mol. hydrogen and silyl alcs. or silyl ethers as the main reaction products in excellent yields. The hydrogen generation rates were very much dependent on the nature of the hydrosilane and the coordination ability of the wingtip group. The latter also played a key role in the recyclability of the catalytic system.

Organometallics published new progress about 597-52-4. 597-52-4 belongs to alcohols-buliding-blocks, auxiliary class Aliphatic Chain, name is Triethylsilanol, and the molecular formula is C6H16OSi, Name: Triethylsilanol.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts