• Thumbnail for Methyllithium
    Methyllithium is the simplest organolithium reagent, with the empirical formula CH3Li. This s-block organometallic compound adopts an oligomeric structure...
    9 KB (981 words) - 15:20, 11 May 2024
  • Thumbnail for (Trimethylsilyl)methyllithium
    (Trimethylsilyl)methyllithium is classified both as an organolithium compound and an organosilicon compound. It has the empirical formula LiCH2Si(CH3)3...
    7 KB (564 words) - 17:52, 22 June 2024
  • Thumbnail for Dichloromethane
    however. Tert-butyllithium deprotonates DCM: H2CCl2 + RLi → HCCl2Li + RH Methyllithium reacts with methylene chloride to give chlorocarbene:[citation needed]...
    29 KB (2,592 words) - 14:25, 17 July 2024
  • the reaction of an aziridine carrying a methylene bromide group with methyllithium: In this reaction one equivalent of acetylene is lost. Ferrier rearrangement...
    6 KB (643 words) - 23:25, 10 March 2024
  • Thumbnail for Organolithium reagent
    structures. For example, methyllithium, ethyllithium and tert-butyllithium all exist in the tetramer [RLi]4. Methyllithium exists as tetramers in a cubane-type...
    55 KB (5,971 words) - 20:35, 22 July 2024
  • Thumbnail for Dimethylcadmium
    prepared by treating cadmium dihalides with methyl Grignard reagents or methyllithium. CdBr2 + 2 CH3MgBr → Cd(CH3)2 + 2 MgBr2 The same method was used in...
    3 KB (256 words) - 08:48, 2 September 2024
  • Thumbnail for Functional group
    formula Prefix Suffix Example Alkyllithium RLi (tri/di)alkyl- -lithium methyllithium Alkylmagnesium halide RMgX (X=Cl, Br, I)[note 1] -magnesium halide methylmagnesium...
    32 KB (1,230 words) - 15:19, 6 October 2024
  • Thumbnail for Benzvalene
    consisted of treating cyclopentadiene with methyllithium in dimethyl ether and then with dichloromethane and methyllithium in diethyl ether at −45 °C. It can...
    5 KB (404 words) - 13:47, 24 April 2023
  • Thumbnail for Rimantadine
    reduced with sodium borohydride to create racemic hydroxy acid. Excess methyllithium is then added to create methyl ketones which when reduced with lithium...
    20 KB (1,845 words) - 10:31, 22 September 2024
  • Thumbnail for 1.1.1-Propellane
    of 3-chloro-2-(chloromethyl)propene 6 followed by deprotonation by methyllithium and nucleophilic displacements in 7. The product was not isolated but...
    7 KB (738 words) - 14:11, 23 May 2024
  • silyl enol ethers, can also be generated from silyl enol ethers using methyllithium. The reaction occurs via nucleophilic substitution at the silicon of...
    13 KB (1,369 words) - 19:53, 12 February 2024
  • Thumbnail for Dimethylmercury
    NaI It can also be obtained by alkylation of mercuric chloride with methyllithium: HgCl2 + 2 LiCH3 → Hg(CH3)2 + 2 LiCl The molecule adopts a linear structure...
    16 KB (1,376 words) - 00:24, 3 September 2024
  • Thumbnail for Alkali metal
    commercially available. An example of an organolithium compound is methyllithium ((CH3Li)x), which exists in tetrameric (x = 4, tetrahedral) and hexameric...
    214 KB (23,508 words) - 15:30, 10 October 2024
  • Thumbnail for Phosphorine
    addition reaction, and not aromatic substitution. Thus for example methyllithium adds to phosphorus in phosphorine whereas it adds to the 2-position...
    7 KB (670 words) - 08:13, 12 October 2024
  • Thumbnail for Petasis reagent
    prepared by the salt metathesis reaction of methylmagnesium chloride or methyllithium with titanocene dichloride: Cp2TiCl2 + 2 CH3MgCl → Cp2Ti(CH3)2 + 2 MgCl2...
    6 KB (396 words) - 09:31, 2 September 2024
  • Thumbnail for (Trimethylsilyl)methyl chloride
    in organic synthesis, especially as a precursor to (trimethylsilyl)methyllithium. In the presence of triphenylphosphine, it olefinates benzophenones:...
    2 KB (89 words) - 01:07, 22 June 2022
  • of MeMgI has been somewhat superseded by the commercially available methyllithium. MeI can also be used to prepare dimethylmercury, by reacting 2 moles...
    26 KB (2,609 words) - 14:52, 7 October 2024
  • Thumbnail for Copper(I) chloride
    development of organocopper chemistry. For example, CuCl reacts with methyllithium (CH3Li) to form "Gilman reagents" such as (CH3)2CuLi, which find use...
    17 KB (1,560 words) - 07:28, 13 May 2024
  • Thumbnail for Tetrahedrane
    bond lengths are unusually short with 152 picometers. Reaction with methyllithium with tetrakis(trimethylsilyl)tetrahedrane yields tetrahedranyllithium...
    16 KB (1,643 words) - 20:05, 21 July 2024
  • Thumbnail for Methane
    deprotonated in solution, but the conjugate base is known in forms such as methyllithium. A variety of positive ions derived from methane have been observed...
    90 KB (8,853 words) - 01:30, 19 October 2024
  • oxygen atoms to give a tetrahedrally bonded magnesium center. Like methyllithium, it is the synthetic equivalent to the methyl carbanion synthon. It...
    5 KB (302 words) - 17:42, 25 September 2023
  • nucleophilic methyl reagents. Strongly nucleophilic methylating agents include methyllithium (CH3Li) or Grignard reagents such as methylmagnesium bromide (CH3MgX)...
    28 KB (3,051 words) - 10:03, 4 June 2024
  • Thumbnail for N-Butyllithium
    organolithium reagents sec-butyllithium tert-butyllithium hexyllithium methyllithium Related compounds lithium hydroxide Except where otherwise noted, data...
    18 KB (1,856 words) - 04:22, 24 July 2024
  • Thumbnail for Boron
    common e.g. lithium fluoride, lithium hydroxide, lithium amide, and methyllithium, but lithium boryllides are extraordinarily rare. Strong bases do not...
    127 KB (13,548 words) - 16:02, 23 September 2024
  • Thumbnail for Gilman reagent
    dimethylcopper (CH3)2CuLi can be prepared by adding copper(I) iodide to methyllithium in tetrahydrofuran at −78 °C. In the reaction depicted below, the Gilman...
    7 KB (696 words) - 13:57, 14 September 2024
  • followed by two successive reactions with chlorocarbene generated from methyllithium and dichloromethane to spiro compound 5. Spiropentadiene was trapped...
    3 KB (272 words) - 19:20, 14 December 2023
  • Tanzanian royalty Meli Bogileka, Fijian politician Meli email client Methyllithium, organolithium compound Amomyrtus meli, a species of tree Meli Park...
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  • group Methyl isocyanate Methylene Methylene bridge Methylene group Methyllithium Methylmercury metre per second Mica Michael Faraday Michael Smith (chemist)...
    23 KB (1,949 words) - 12:24, 30 July 2024
  • product with retention of configuration: Of recent date are chiral methyllithium compounds: The phosphate 1 contains a chiral group with a hydrogen and...
    32 KB (3,469 words) - 22:24, 16 October 2024
  • alkyls of the lanthanide elements such as [LnMe6]3− and Ln[CH(SiMe3)2]3. Methyllithium dissolved in THF reacts in stoichiometric ratio with LnCl3 (Ln = Y,...
    3 KB (308 words) - 13:50, 19 June 2024