N- as well as O-methylation with diazomethane has been reported for 1,2,4-oxadiazolidine-3,5-diones (76), (77) (Equation (17) and Scheme 28) 〈69AP(302)691〉. It was first isolated from potash, the ashes of plants, from which its name derives. The racemic (2RS,3RS)-diltiazem analogue 56 could be oxidized and acetylated to the unsaturated derivative 57. Customer Service. This compound is the product of the half-neutralization of hydrogen sulfide (H2S) with sodium hydroxide. Search results for potassium hydride at Sigma-Aldrich. (2017). The same Dutch–Russian group has reported several varieties of this method, which allows the preparation of N-methoxymethyl thietanylidene amines 49 and 50 (Scheme 18; Equation 18) <2004RJO131> or 2,3-thietes 51 (Scheme 14) <2004RJO753>. Acids and bases have been used by chemists for centuries, and are among the most fundamental reagents employed in synthetic organic chemistry.
Need larger quantities for your development, manufacturing or research applications? The reaction proceeded through an intermediate ring-closure product 249 that further underwent Favorskii rearrangement. Treatment of 3,3,8-tribromocamphor 248 with potassium anilide (generated in situ from potassium hydride and aniline) in THF at room temperature for 7 h lead to an interesting tricyclic compound 250 in 85%. It is a whit If your It is a colorless pyrophoric liquid. It is an ionic material that is insoluble in organic solvents (although soluble in molten Na), consistent with the fact that H− remains an unknown anion in solution. Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others. J. David Smith, in Advances in Organometallic Chemistry, 1999, In KC5H4SiMe3, isolated as colorless, air-sensitive needles from the reaction between C5H5SiMe3 and potassium metal or potassium hydride, the molecules form a one-dimensional ionic solid with zigzag chains (K–C 298.8(10)-307.4(10) and c–K–c 150.7; cf. P231 + P232 - P280 - P301 + P330 + P331 - P303 + P361 + P353 - P305 + P351 + P338 + P310, multi-purpose combination respirator cartridge (US), greener alternative product characteristics. The hydride anion is very rarely observed. As a suspension in mineral oil, KH is less pyrophoric.
A solution of the 1,3-bis(1-adamantyl)imidazol-2-ylidene in THF-d8, sealed under a few atmospheres of CO, has shown no decomposition or change after 7 years at room temperature<2002UP001>. The compound is often depicted as a salt, and it often behaves as such, but it is not ionized in solution. Woodward Remembered, 1982. N-Acetylated 2,5-dihydrobenzo-thiazepines and -oxazepines may be formed as side products <1997JHC823>. We use cookies to help provide and enhance our service and tailor content and ads. A powerful base that is useful in organic synthesis, it is also a dangerously reactive compound. Molecular structure of NaC5Me5, 42, and KC3Me5, 43. Copyright © 2020 Elsevier B.V. or its licensors or contributors. Formation of the phosphole complex [(C4PMe2Ph)4Na2(DME)2], 46, and the anion in the potassium compound trans-[K([18]-crown-6)(THF)2]2[K(C4PMe2Ph)2THF]2.
The Michael addition of phosphorodithioate to α,β-unsaturated ketones led to the formation of 3-oxopropyl phosphorodithioate, which then underwent nucleophile-induced cyclization to form a series of variously substituted thietanes 60a–i (Table 5) <2002S1502>. Enantioselective synthesis of (R)-(+)-1-phenylethanol 42. The enantiopure oxazepane diones 87 could be readily transformed by a diazo-transfer reaction with tosyl azide and base to the diazo derivative 88. S. Leśniak, ... J. Lewkowski, in Comprehensive Heterocyclic Chemistry III, 2008. Bonini et al.
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The formation of 261 can be rationalized mechanistically through an intramolecular nucleophilic ring opening of the bromocyclopropanone intermediate 260 by the keto ester enolate anion. Max J. Gough, John Steele, in Comprehensive Organic Functional Group Transformations, 1995. The mixture was heated to reflux and 10 drops 36 N HSO4 were added and refluxing continued for another 4 hr. Reproduction of any materials from the site is strictly forbidden without permission. An interesting ring-expansion reaction of the tetracyclic oxazepine derivative 95 occurred to yield a 1,4-oxazocine derivative 96. N(4)-Alkylation of oxadiazolones (74) by oxiranes has been used for a synthesis of oxadiazines 〈75CB1911〉. Fig. The reaction was thought to involve formation of an azetinone after loss of thiomethanol, followed by ring opening (Figure 11) <1997T8439>. The potassium compound 43 crystallizes in zigzag chains (c–K–c 138°), showing that the η5-C5Me5 interactions (K–C 296.2(2)–310.4(2) pm) compete successfully with pyridine for sites in the coordination sphere of the potassium.
The hydride ion behaves like a strong Brønsted base; that is, it easily adopts the protons of a donor substance such as metallic potassium, which receives them. The reaction proceeded through an intermediate ring-closure product 249 that further underwent Favorskii rearrangement. KH is pyrophoric in air, reacts violently with acids and ignites upon contact with oxidants and several other gasses. In his original paper <78JA1481>, Still discusses briefly two further approaches to α-alkoxystannane construction. Linear Formula KH . [5]. By continuing you agree to the use of cookies. (1974). The ratio of the products depends on the nature of the proton donor, the base, the co-solvent, and the alkyl halide. Mukai’s synthesis of (−)-magellanine [(−)-162], (+)-magellaninone [(+)-164], and (+)-paniculatine [(+)-446] – part 1. This colorless crystalline salt, similar in appearance to sugar, is highly soluble in water. In contrast to (74), compounds (75) are easily hydrolyzed to amidoximes.
This colourless solid is a strong base (pKa of conjugate acid around 17), which is useful in organic synthesis. As for its solubility, this hydride is considered soluble in molten hydroxides (such as fused sodium hydroxide), as well as in salt mixtures. © 2020 Merck KGaA, Darmstadt, Germany and/or its affiliates. Once again the major norbornenol produced was the exo isomer (161). Indeed, the alkali metals provide the best example of group trends in properties in the periodic table, with elements exhibiting well-characterised homologous behaviour.
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