Category: 17877-23-5

Savela, Risto published the artcileIron-Catalyzed Chlorination of Silanes, Category: alcohols-buliding-blocks, the publication is Organometallics (2012), 31(8), 3199-3206, database is CAplus.

A simple and highly efficient Fe-catalyzed method for the chlorination of silanes was developed. Using 0.5-2% of the Fe(III)-based catalyst FeCl₃ or Fe(acac)₃ in the presence of 1-1.5 equiv of acetyl chloride as the Cl donor, a large number of silanes, alkoxysilanes, and silanols were converted to the corresponding chlorosilanes in 50-93% yields. In contrast to earlier reported methods often suffering from expensive catalysts or use of stoichiometric metal salts, hazardous reagents, and reaction conditions, the presently described methodol. allows benign reaction conditions and simple workup while using only catalytic amounts of a readily available and economically viable Fe catalyst.

Organometallics published new progress about 17877-23-5. 17877-23-5 belongs to alcohols-buliding-blocks, auxiliary class Protection and Derivatization Reagent, name is Triisopropylsilanol, and the molecular formula is C9H22OSi, Category: alcohols-buliding-blocks.

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

Tan, Haisong published the artcileExperimental and Theoretical Study of Oxygen Insertion into Trialkylsilanes by Methyltrioxorhenium Catalyst, Quality Control of 17877-23-5, the publication is Organometallics (1999), 18(23), 4753-4757, database is CAplus.

Among the reactions of H₂O₂ that are catalyzed by methyltrioxorhenium, the oxidation of alkylsilanes is unique. It is not a reaction in which an O atom is added to a substrate, but one featuring a net insertion, R₃Si-H + H₂O₂ → R₃Si-OH + H₂O. Kinetics studies were carried out on 10 compounds Rate constants were determined for the bimol. reaction of the silane with the peroxo compound CH₃Re(O)(η²-O₂)₂(H₂O). The variation of rate constant with the alkyl groups R follows two trends: the values of log(k) are linear functions of (a) the stretching frequency of the Si-H group and (b) the total Taft constant for these substituents. The reactions of Bu₃Si-H and Bu₃Si-D exhibit a kinetic isotope effect of 2.1 at 0°. A model for the transition state was formulated in which O-H and Si-O bond making accompany Si-H bond breaking. Quantum mech. calculations were carried out on the gas-phase reaction between Et₃SiH and CH₃Re(O)₂(η²-O₂). These results support this structure, calculating a structure and energy that are in agreement. The theor. activation energy is 28.5 kcal mol^-1, twice the exptl. value in aqueous MeCN, 12.4 kcal mol^-1. The difference can be attributed to the solvation of the polar transition state in this medium.

Organometallics published new progress about 17877-23-5. 17877-23-5 belongs to alcohols-buliding-blocks, auxiliary class Protection and Derivatization Reagent, name is Triisopropylsilanol, and the molecular formula is C2H8Cl2N4S2, Quality Control of 17877-23-5.

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

Katakawa, Kazuaki published the artcileSelective Synthesis of Benzyl Enol Ethers of β-Dicarbonyl Compounds in Basic Condition and the Application towards Synthesis of Naphthoquinones, Safety of Triisopropylsilanol, the publication is Heterocycles (2014), 88(1), 817-825, database is CAplus.

Selective synthesis of benzyl enol ether of β-tetronic acids and β-dicarbonyl compounds in basic condition was examined The benzylation of α-methyl-β-tetronic acid with benzyl tosylate in the presence of potassium carbonate selectively gave the benzyl enol ether. The reaction of β-tetronic acid and cyclic 1,3-diketones also gave the O-benzyl adducts preferentially over C,O-dibenzylation. The Diels-Alder reactions of furans derived from the benzyl enol ether of α-methylβ-tetronic acid and benzyne gave functionalized naphthoquinones I (R = PhCH₂, H).

Heterocycles published new progress about 17877-23-5. 17877-23-5 belongs to alcohols-buliding-blocks, auxiliary class Protection and Derivatization Reagent, name is Triisopropylsilanol, and the molecular formula is C9H22OSi, Safety of Triisopropylsilanol.

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

Park, Myung Jun published the artcileDirect preparation of hexaalkyldisiloxanes from trialkylsilanes and cyclosiloxanes from dialkylsilanes using potassium superoxide-crown ether, Application of Triisopropylsilanol, the publication is Main Group Metal Chemistry (1999), 22(12), 713-714, database is CAplus.

Trialkysilanes, R¹R²R³SiH (R¹/R²/R³ = ⁱPr/ⁱPr/ⁱPr, Et/Et/Et, Ph/Me/Me), were readily transformed to the corresponding hexaalkyldisiloxane in high yields with KO₂-18-crown-6. Dialkylsilanes, R¹R²SiH₂ (R¹/R² = Ph/Ph, Ph/Me, n-Oct/Me, c-hex/Me, Et/Et) gave mainly octaalkylcyclotetrasiloxanes under the same reaction conditions.

Main Group Metal Chemistry published new progress about 17877-23-5. 17877-23-5 belongs to alcohols-buliding-blocks, auxiliary class Protection and Derivatization Reagent, name is Triisopropylsilanol, and the molecular formula is C9H22OSi, Application of Triisopropylsilanol.

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

Cao, Jilei published the artcileMetal-free hydrogen evolution cross-coupling enabled by synergistic photoredox and polarity reversal catalysis, HPLC of Formula: 17877-23-5, the publication is Green Chemistry (2021), 23(22), 8988-8994, database is CAplus.

A synergistic combination of photoredox and polarity reversal catalysis enabled a hydrogen evolution cross-coupling of silanes with H₂O, alcs., phenols, and silanols, which afforded the corresponding silanols, monosilyl ethers, and disilyl ethers, resp., in moderate to excellent yields. The dehydrogenative cross-coupling of Si-H and O-H proceeded smoothly with broad substrate scope and good functional group compatibility in the presence of only an organophotocatalyst 4-CzIPN and a thiol HAT catalyst, without the requirement of any metals, external oxidants and proton reductants, which is distinct from the previously reported photocatalytic hydrogen evolution cross-coupling reactions where a proton reduction cocatalyst such as a cobalt complex is generally required. Mechanistically, a silyl cation intermediate is generated to facilitate the cross-coupling reaction, which therefore represents an unprecedented approach for the generation of silyl cation via visible-light photoredox catalysis.

Green Chemistry published new progress about 17877-23-5. 17877-23-5 belongs to alcohols-buliding-blocks, auxiliary class Protection and Derivatization Reagent, name is Triisopropylsilanol, and the molecular formula is C9H22OSi, HPLC of Formula: 17877-23-5.

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

Zhang, Kaifu published the artcileSynthesis of a Gold-Metal Oxide Core-Satellite Nanostructure for In Situ SERS Study of CuO-Catalyzed Photooxidation, Product Details of C9H22OSi, the publication is Angewandte Chemie, International Edition (2020), 59(41), 18003-18009, database is CAplus and MEDLINE.

This work reports on an assembling-calcining method for preparing gold-metal oxide core-satellite nanostructures, which enable surface-enhanced Raman spectroscopic detection of chem. reactions on metal oxide nanoparticles. By using the nanostructure, we study the photooxidation of Si-H catalyzed by CuO nanoparticles. As evidenced by the in situ spectroscopic results, oxygen vacancies of CuO are found to be very active sites for oxygen activation, and hydroxyl radicals (·OH) adsorbed at the catalytic sites are likely to be the reactive intermediates that trigger the conversion from silanes into the corresponding silanols. According to our finding, oxygen vacancy-rich CuO catalysts are confirmed to be of both high activity and selectivity in photooxidation of various silanes.

Angewandte Chemie, International Edition published new progress about 17877-23-5. 17877-23-5 belongs to alcohols-buliding-blocks, auxiliary class Protection and Derivatization Reagent, name is Triisopropylsilanol, and the molecular formula is C21H24O8, Product Details of C9H22OSi.

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

Chadeayne, Andrew R. published the artcileThe Course of (R₂R’SiO)₃TaCl₂ (R = ^tBu, R’ = H, Me, Ph, ^tBu (silox); R = ⁱPr, R’ = ^tBu, ⁱPr) Reduction Is Dependent on Siloxide Size, Name: Triisopropylsilanol, the publication is Inorganic Chemistry (2004), 43(11), 3421-3432, database is CAplus and MEDLINE.

Various sized siloxides (Cy₃SiO > ^tBu₃SiO > ^tBu₂PhSiO > ^tBu₂MeSiO approx. ⁱPr₂^tBuSiO > ⁱPr₃SiO > ^tBu₂HSiO) were used to make (R₂R’SiO)₃TaCl₂ (R = ^tBu, R’ = H (1-H), Me (1-Me), Ph (1-Ph), 1–^tBu (1); R = ⁱPr, R’ = ^tBu (1–ⁱPr₂); R = R’ = ⁱPr (1–ⁱPr₃); R = R’ = cyclohexyl). Product analyses of Na amalgam reductions of several dichlorides suggest that [(R₂R’SiO)₃Ta]₂(μ-Cl)₂ may be a common intermediate. When the siloxide is large (1–^tBu), formation of the Ta(III) species (^tBu₃SiO)₃Ta (6) occurs via disproportionation. When the siloxide is small, the Ta(IV) intermediate is stable (e.g., [(ⁱPr₃SiO)₃Ta]₂(μ-Cl)₂ (2)), and when intermediate sized siloxides were used, solvent bond activation via unstable Ta(III) tris-siloxides probably occurs. Under H, reductions of 1-Me and 1-Ph provide Ta(IV) and Ta(V) hydrides [(^tBu₂MeSiO)₃Ta]₂(μ-H)₂ (4-Me) and (^tBu₂PhSiO)₃TaH₂ (7-Ph), resp.

Inorganic Chemistry published new progress about 17877-23-5. 17877-23-5 belongs to alcohols-buliding-blocks, auxiliary class Protection and Derivatization Reagent, name is Triisopropylsilanol, and the molecular formula is C9H22OSi, Name: Triisopropylsilanol.

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

Chan, Daniel G. published the artcileEnol Silyl Ethers via Copper(II)-Catalyzed C-O Bond Formation, Recommanded Product: Triisopropylsilanol, the publication is Organic Letters (2011), 13(10), 2778-2781, database is CAplus and MEDLINE.

Cu(II) acetate catalyzes the coupling of pinacol vinylboronates with silanols producing enol silyl ethers. This represents a novel enol silyl ether synthesis via formation of the C-O bond instead of the conventional Si-O bond. This also constitutes the 1st transition-metal-catalyzed oxidative cross-coupling with silanols. Thirteen enol silyl ethers were prepared by reaction of tert-butyldimethylsilanol with pinacol vinylboronates in the presence of Cu(II) acetate, 3-hexyne, triethylamine, pyridine N-oxide and oxygen in 28% to 72% yield. E.g., reaction of E-PhCH₂OCH₂CH₂CH:CHBpin (HBpin = pinacolborane) with tert-butyldimethylsilanol gave E-PhCH₂OCH₂CH₂CH:CHOSiBu^tMe₂ in 72% yield. Direct silylation of a hydroxyketoaldehyde would not be feasible using conventional methods, but reaction of the hydroxy ketoboronate ester E-MeC(O)CH₂CH(OH)(CH₂)₃CH:CHBpin with tert-butyldimethylsilanol afforded E-MeC(O)CH₂CH(OH)(CH₂)₃CH:CHOSiBu^tMe₂ in 42% yield.

Organic Letters published new progress about 17877-23-5. 17877-23-5 belongs to alcohols-buliding-blocks, auxiliary class Protection and Derivatization Reagent, name is Triisopropylsilanol, and the molecular formula is C9H22OSi, Recommanded Product: Triisopropylsilanol.

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

Grimster, Neil P. published the artcileAlkynes to (E)-enolates using tandem catalysis: stereoselective anti-aldol and syn-[3,3]-rearrangement reactions, Computed Properties of 17877-23-5, the publication is Tetrahedron (2010), 66(33), 6429-6436, database is CAplus.

A new tandem catalysis strategy that transformed alkyne derivatives to (E)-enol-equivalent followed by either stereoselective anti-selective aldol coupling or syn-selective [3,3]-rearrangement transformations was reported. The mechanism was thought to proceed through an interchanging series of Lewis acid and Bronsted acid catalyzed reactions via the intermediacy of a ketiminum ion species. For example, the scandium(III) triflate-catalyzed reaction of alkyne I with Me₂CHCHO and triphenylsilanol afforded adduct II in 73% yield and dr >95:5, while zinc triflate-catalyzed reaction of (E)-PhCH:CHCH₂OH with I gave III in 88% yield and dr >95:5.

Tetrahedron published new progress about 17877-23-5. 17877-23-5 belongs to alcohols-buliding-blocks, auxiliary class Protection and Derivatization Reagent, name is Triisopropylsilanol, and the molecular formula is C9H22OSi, Computed Properties of 17877-23-5.

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

Liang, Hao published the artcileSelective Electrochemical Hydrolysis of Hydrosilanes to Silanols via Anodically Generated Silyl Cations, Synthetic Route of 17877-23-5, the publication is Angewandte Chemie, International Edition (2021), 60(4), 1839-1844, database is CAplus and MEDLINE.

The first electrochem. hydrolysis of hydrosilanes to silanols under mild and neutral reaction conditions is reported. The practical protocol employs com. available and cheap NHPI as a hydrogen-atom transfer (HAT) mediator and operates at room temperature with high selectivity, leading to various valuable silanols in moderate to good yields. Notably, this electrochem. method exhibits a broad substrate scope and high functional-group compatibility, and it is applicable to late-stage functionalization of complex mols. Preliminary mechanistic studies suggest that the reaction appears to proceed through a nucleophilic substitution reaction of an electrogenerated silyl cation with H₂O.

Angewandte Chemie, International Edition published new progress about 17877-23-5. 17877-23-5 belongs to alcohols-buliding-blocks, auxiliary class Protection and Derivatization Reagent, name is Triisopropylsilanol, and the molecular formula is C9H22OSi, Synthetic Route of 17877-23-5.

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