Synonyms:iodotrimethylsilane
≥99.0% *data from raw suppliers
Iodotrimethylsilane *data from reagent suppliers
F,
C
There total 69 articles about Iodotrimethylsilane which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:
Reference yield: 85.0%
Reference yield: 61.0%
Reference yield: 61.0%
The research investigates the reaction of cyclic thioacetals and thioketals (1,3-dithiolanes) with halogens in anhydrous carbon tetrachloride at room temperature. The study aims to develop a mild and convenient method for thioketal hydrolysis using halogens as inexpensive and readily available demasking reagents. The researchers found that the cleavage of 1,3-dithiolanes to carbonyl compounds occurs via monocationic intermediates rather than the previously proposed dicationic species. Various chemicals played significant roles in the research, including 1,3-dithiolanes, halogens such as iodine, bromine, and chlorine, anhydrous carbon tetrachloride as the solvent, and in some experiments, iodotrimethylsilane and dimethyl sulfoxide. The study also explored the effects of different substituents at the C-2 position of the dithiolane ring on the reaction mechanism and outcomes, revealing that the structure of the parent carbonyl compound greatly influences the reaction pathway.
The study investigates the reactions of iodo(trimethyl)silane (Me3SiI) with N,N-dimethylformamide (DMF) and N,N-dimethylacetamide (DMA) at a molar ratio of 1:2. The primary outcome is the cleavage of the N–C(=O) bond, leading to the formation of N,N-dimethyltrimethylsilylamine (Me3SiNMe2) and the corresponding acyl iodides (RCOI, where R = H or Me). In the reaction with DMF, formyl iodide (HCOI) was detected for the first time using gas chromatography–mass spectrometry. The study also observed the formation of N-methyl-N-trimethylsilyl derivatives and N-methyl imides as by-products. The initial intermediate in these reactions is identified as a quaternary ammonium salt [Me2(Me3Si)N+COR]I–, which decomposes via dissociation of the N–CO and N–Me bonds. The overall yield of Me3SiNMe2 was 83% for R = H and 77% for R = Me.
Ahmed Kamai et al. present a new method for the efficient and mild cleavage of allyl ethers to regenerate alcohols. The method involves using chlorotrimethylsilane and sodium iodide in acetonitrile, which generates iodotrimethylsilane in situ. The procedure is simple: an allyl ether solution is mixed with sodium iodide and chlorotrimethylsilane, stirred briefly, and then quenched with sodium thiosulphate. The products are extracted and purified to yield alcohols with high efficiency (93-98% yields). This method is advantageous over classical procedures as it is rapid, mild, and avoids the use of strongly basic or acidic conditions, making it a practical alternative for the deprotection of allyl ethers in organic synthesis.
The research investigates the cleavage of interglycosidic linkages in per(trimethylsilyl)ated and permethylated carbohydrates using iodotrimethylsilane (ITMS) in carbon tetrachloride. The purpose of the study was to develop a rapid and mild method for the hydrolysis of carbohydrate chains, which could be particularly useful in the analysis of permethylated carbohydrates. The conclusions drawn from the research indicate that ITMS is more reactive towards interglycosidic linkages in permethylated carbohydrates compared to per(trimethylsilyl)ated ones, and that the cleavage rate depends on the type of interglycosidic linkage. The study found that iodinolysis with ITMS, followed by treatment with water, offers a novel method for hydrolysis of permethylated carbohydrates. Key chemicals used in the process include iodotrimethylsilane, carbon tetrachloride, methanol, silver oxide, and various permethylated and per(trimethylsilyl)ated mono- and disaccharides.
The research aimed to synthesize radiolabeled phosphodiesterase-4 (PDE4) inhibitors, specifically Ro 20-1724, R-, R/S-, and S-rolipram, using carbon-11 (C-11) for positron emission tomography (PET) imaging. The purpose was to develop radioligands that could selectively bind to the high-affinity conformational binding state of PDE4, an enzyme that plays a crucial role in the cAMP-mediated signal transduction pathway and is implicated in neuropsychiatric disorders and inflammatory diseases. The team achieved this by O-[methylation of the respective phenolic precursors with [C]methyl iodide, resulting in radiolabeled products with high radiochemical yields and purity. The chemicals used in the process included iodotrimethylsilane for selective dealkylation, tetrabutylammonium hydroxide (TBAOH) as a base, and various solvents such as tetrahydrofuran (THF), dimethylformamide (DMF), and methylene chloride for the extraction and purification steps. The final radiolabeled products were prepared with high radiochemical purity (>99%), yields (45-75%, decay-corrected), and specific activities (18.5-92.5 GBq/μmol) within 30 minutes from end-of-bombardment, demonstrating their potential for PET imaging studies of PDE4 in vivo.
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