• Thumbnail for Organolithium reagent
    organometallic chemistry, organolithium reagents are chemical compounds that contain carbon–lithium (C–Li) bonds. These reagents are important in organic...
    55 KB (5,971 words) - 08:36, 6 March 2024
  • Thumbnail for Gilman reagent
    solids.[citation needed] These reagents are useful because, unlike related Grignard reagents and organolithium reagents, they react with organic halides...
    7 KB (720 words) - 21:34, 1 June 2024
  • reagent deprotonating an organic molecule to create a new organometallic reagent. The most common classes of metallated compounds are organolithium reagents...
    11 KB (722 words) - 22:00, 9 April 2023
  • Thumbnail for Grignard reagent
    solvents normally used. In this aspect, they are similar to organolithium reagents. Grignard reagents are rarely isolated as solids. Instead, they are normally...
    24 KB (2,664 words) - 22:53, 16 May 2024
  • Thumbnail for N-Butyllithium
    N-Butyllithium (category Organolithium compounds)
    n-Butyllithium C4H9Li (abbreviated n-BuLi) is an organolithium reagent. It is widely used as a polymerization initiator in the production of elastomers...
    18 KB (1,856 words) - 21:35, 4 March 2024
  • This is a list of inorganic and organic reagents commonly used in chemistry. Reagents are "substances or compounds that are added to a system in order...
    15 KB (264 words) - 18:51, 14 August 2022
  • copper(I) halide and organolithium are combined. In conjunction with Lewis acidic additives such as boron trifluoride etherate, these reagents are used for conjugate...
    15 KB (1,732 words) - 05:45, 8 November 2023
  • Thumbnail for Sec-Butyllithium
    Sec-Butyllithium (category Organolithium compounds)
    formula CH3CHLiCH2CH3, abbreviated sec-BuLi or s-BuLi. This chiral organolithium reagent is used as a source of sec-butyl carbanion in organic synthesis...
    8 KB (642 words) - 16:37, 19 December 2023
  • Thumbnail for Neophyl chloride
    substitution properties. Neophyl chloride is used to form a versatile organolithium reagent, neophyl lithium, by reaction with lithium. Neophyl chloride was...
    5 KB (332 words) - 17:36, 31 May 2023
  • through an intermediate hydrazone in the presence of 2 equivalents of organolithium reagent. The reaction was discovered by Robert H. Shapiro in 1967. The Shapiro...
    10 KB (1,020 words) - 02:35, 25 May 2024
  • Thumbnail for Methyllithium
    Methyllithium (category Organolithium compounds)
    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
  • treatment of this species with an organometallic reagent such as a Grignard reagent or organolithium reagent. Nahm and Weinreb also reported the synthesis...
    12 KB (1,295 words) - 17:55, 27 January 2024
  • Thumbnail for Titration
    when the reagents are a weak acid and a weak base, a pH meter or a conductance meter are used. For very strong bases, such as organolithium reagent, metal...
    39 KB (4,670 words) - 20:43, 20 June 2024
  • Thumbnail for Carboxylic acid
    usually with acid- or base-catalysis. Carbonation of a Grignard reagent and organolithium reagents: RLi + CO2 → RCO−2Li+ RCO−2Li+ + HCl → RCO2H + LiCl Halogenation...
    23 KB (2,176 words) - 10:55, 11 July 2024
  • the organolithium reagent (RLi > LiNR2) The Lewis basicity of the heteroatom substituent (N > O > S) When both the Lewis acidity of the organolithium compound...
    13 KB (1,692 words) - 01:30, 22 January 2024
  • intermediates in organic chemistry. In organic synthesis, organolithium reagents and Grignard reagents are commonly treated and referred to as "carbanions."...
    32 KB (3,469 words) - 14:22, 20 June 2024
  • Thumbnail for NanoPutian
    Formylation of this structure was then achieved through using the organolithium reagent n-butyllithium followed by quenching with N,N-dimethylformamide...
    13 KB (1,442 words) - 17:12, 12 May 2023
  • Carbolithiation is the addition of an organolithium reagent across a carbon-carbon pi-bond. The organolithium reagents used in this transformation can be...
    16 KB (1,689 words) - 09:11, 3 June 2024
  • were first described by Charles R. Hauser in 1947. Compared with organolithium reagents, the magnesium compounds have more covalent, and therefore less...
    9 KB (871 words) - 22:18, 14 May 2024
  • Thumbnail for Organozinc chemistry
    reactive than many other analogous organometallic reagents, such as Grignard and organolithium reagents. In 1848 Edward Frankland prepared the first organozinc...
    33 KB (3,394 words) - 06:05, 9 December 2023
  • Thumbnail for Lithium bis(trimethylsilyl)amide
    Lithium bis(trimethylsilyl)amide (category Organolithium compounds)
    use for atomic layer deposition of lithium compounds. Like many organolithium reagents, lithium bis(trimethylsilyl)amide can form aggregates in solution...
    11 KB (985 words) - 18:52, 20 January 2024
  • allows for mono-addition of an organometallic reagent such as a Grignard reagent or organolithium reagent to an amide. Weinreb received his PhD for work...
    2 KB (165 words) - 14:40, 1 May 2023
  • aggregates of organolithium species. Magnesium–halogen exchange Grignard reagents can be prepared by treating a preformed Grignard reagent with an organic...
    10 KB (1,200 words) - 17:34, 25 September 2023
  • Thumbnail for Aldehyde
    of the cyanohydrin. Organometallic compounds, such as organolithium reagents, Grignard reagents, or acetylides, undergo nucleophilic addition reactions...
    29 KB (3,003 words) - 01:22, 16 July 2024
  • Thumbnail for Lithium
    fine chemicals, organolithium compounds function as strong bases and as reagents for the formation of carbon-carbon bonds. Organolithium compounds are prepared...
    140 KB (13,743 words) - 21:03, 5 July 2024
  • 2-methyl-3-butyn-2-ol from acetylene and acetone. Alkylation Methylation Organolithium reagent Organosodium chemistry Sonogashira coupling Glaser coupling Cadiot–Chodkiewicz...
    12 KB (1,249 words) - 07:49, 9 May 2024
  • Thumbnail for Grignard reaction
    Bodroux–Chichibabin aldehyde synthesis Fujimoto–Belleau reaction Organolithium reagents Sakurai reaction Indium-mediated allylation Alkynylation Smith,...
    12 KB (1,099 words) - 07:52, 17 April 2024
  • Thumbnail for Ketone
    an imine With secondary amine gives an enamine With Grignard and organolithium reagents to give, after aqueous workup, a tertiary alcohol With an alcohols...
    25 KB (2,948 words) - 23:08, 15 April 2024
  • Thumbnail for Organocopper chemistry
    neutral organocopper compounds by treatment with one equivalent of organolithium reagent. Compounds of the type [CuRn](n−1)− are reactive towards oxygen...
    23 KB (2,439 words) - 16:05, 5 September 2023
  • reagents are common. Several are commercially available. Stannane reagents can be synthesized by the reaction of a Grignard or organolithium reagent with...
    47 KB (5,491 words) - 13:23, 22 February 2024