• Thumbnail for Phosphonium
    In chemistry, the term phosphonium (more obscurely: phosphinium) describes polyatomic cations with the chemical formula PR+ 4 (where R is a hydrogen or...
    13 KB (1,231 words) - 23:45, 1 June 2023
  • olefination is a chemical reaction of an aldehyde or ketone with a triphenyl phosphonium ylide called a Wittig reagent. Wittig reactions are most commonly used...
    15 KB (1,600 words) - 07:36, 18 October 2024
  • Consequently, the carbon anion is trigonal pyramidal.[citation needed] Phosphonium ylides are used in the Wittig reaction, a method used to convert ketones...
    10 KB (1,152 words) - 18:33, 21 August 2024
  • In organic chemistry, phosphonium coupling is a cross-coupling reaction for organic synthesis. It is a mild, efficient, chemoselective and versatile methodology...
    3 KB (429 words) - 00:36, 26 August 2022
  • to be sold commercially. Wittig reagents are usually prepared from a phosphonium salt, which is in turn prepared by the quaternization of triphenylphosphine...
    7 KB (714 words) - 02:26, 19 June 2024
  • dialkylthiophosphinate ester.: 55  Compounds with the formula [PR4+]X− comprise the phosphonium salts. These species are tetrahedral phosphorus(V) compounds. From the...
    18 KB (1,968 words) - 03:41, 23 December 2024
  • Thumbnail for Phosphonium iodide
    Phosphonium iodide is a chemical compound with the formula PH 4I. It is an example of a salt containing an unsubstituted phosphonium cation (PH+ 4). Phosphonium...
    6 KB (540 words) - 02:39, 23 October 2024
  • group that bears no hydrogen atom, such as a quaternary ammonium or phosphonium cation (generally: onium ions), and with a negatively charged functional...
    6 KB (619 words) - 14:21, 9 June 2024
  • Thumbnail for Michaelis–Arbuzov reaction
    (1 - A phosphite) with the electrophilic alkyl halide (2) to give a phosphonium salt as an intermediate (3). These intermediates are occasionally stable...
    13 KB (1,591 words) - 16:54, 5 November 2024
  • Thumbnail for Peptide synthesis
    intermediate formed when using a carbodiimide reagent, an amidinium- or phosphonium-reagent can be employed These reagents have two parts: an electrophilic...
    55 KB (6,166 words) - 21:04, 15 December 2024
  • Thumbnail for Decyl(triphenyl)phosphonium
    Decyl(triphenyl)phosphonium (DTPP) is the organophosphorus cation with the formula C10H21P(C6H5)3+. It is a lipophilic quaternary phosphonium cation. It forms...
    4 KB (252 words) - 15:50, 18 October 2024
  • synthesis of alkenes from aldehydes and ketones using compounds called phosphonium ylides in the Wittig reaction. He shared the Nobel Prize in Chemistry...
    7 KB (730 words) - 03:39, 1 January 2025
  • Thumbnail for Tetrakis(hydroxymethyl)phosphonium chloride
    Tetrakis(hydroxymethyl)phosphonium chloride (THPC) is an organophosphorus compound with the chemical formula [P(CH2OH)4]Cl. It is a white water-soluble...
    7 KB (709 words) - 00:20, 9 December 2024
  • Thumbnail for HBTU
    by analogy with the corresponding phosphonium salts, which bear a positive carbon atom instead of the phosphonium residue. Later, it was shown by X-ray...
    8 KB (639 words) - 12:03, 1 August 2024
  • Thumbnail for Benzene
    Phosphonate Phosphite Phosphonous Phosphinate Phosphine oxide Phosphine Phosphonium Phosphaalkene Phosphaalkyne Phosphaallene Sulfur Thiol Sulfide Sulfonium...
    91 KB (9,589 words) - 07:53, 16 December 2024
  • Thumbnail for Phosphine
    but acid and base activity is poor. Proton exchange proceeds via a phosphonium (PH+4) ion in acidic solutions and via phosphanide (PH−2) at high pH...
    39 KB (3,618 words) - 00:41, 28 December 2024
  • Thumbnail for Counterion
    Bis(triphenylphosphine)iminium chloride is the chloride salt of a bulky lipophilic phosphonium cation [Ph3PNPPh3]+. Tetraphenylphosphonium chloride (C6H5)4PCl, abbreviated...
    6 KB (692 words) - 19:26, 27 October 2022
  • Thumbnail for Carboxylic acid
    Phosphonate Phosphite Phosphonous Phosphinate Phosphine oxide Phosphine Phosphonium Phosphaalkene Phosphaalkyne Phosphaallene Sulfur Thiol Sulfide Sulfonium...
    26 KB (2,619 words) - 12:07, 27 December 2024
  • Thumbnail for PyAOP reagent
    PyAOP reagent (category Quaternary phosphonium compounds)
    reagent PyBOP Mansour, Tarek S.; Bardhan, Sujata; Wan, Zhao-Kui (2010). "Phosphonium- and Benzotriazolyloxy-Mediated Bond-Forming Reactions and Their Synthetic...
    5 KB (350 words) - 16:17, 3 August 2024
  • Thumbnail for Dimethyl sulfoxide
    base, e.g., for the deprotonation of ketones to form sodium enolates, phosphonium salts to form Wittig reagents, and formamidinium salts to form diaminocarbenes...
    39 KB (4,029 words) - 23:40, 5 December 2024
  • methyltributylammonium chloride. Organic phosphonium salts are also used, e.g., hexadecyltributylphosphonium bromide. The phosphonium salts tolerate higher temperatures...
    14 KB (1,747 words) - 16:06, 4 November 2024
  • Thumbnail for Ionic liquid
    the acid and base. Phosphonium cations (R4P+) are less common but offer some advantageous properties. Some examples of phosphonium cations are...
    43 KB (4,706 words) - 07:07, 9 August 2024
  • located on a quaternary ammonium group. Similarly, a molecule containing a phosphonium group and a carboxylate group cannot isomerize. Tautomerism of amino...
    11 KB (1,106 words) - 01:24, 27 December 2024
  • Thumbnail for Chlorofluorocarbon
    Phosphonate Phosphite Phosphonous Phosphinate Phosphine oxide Phosphine Phosphonium Phosphaalkene Phosphaalkyne Phosphaallene Sulfur Thiol Sulfide Sulfonium...
    64 KB (6,661 words) - 19:30, 4 December 2024
  • Thumbnail for Ether
    Phosphonate Phosphite Phosphonous Phosphinate Phosphine oxide Phosphine Phosphonium Phosphaalkene Phosphaalkyne Phosphaallene Sulfur Thiol Sulfide Sulfonium...
    19 KB (1,843 words) - 18:54, 16 December 2024
  • Kohlenwasserstoffe durch Jodphosphonium" [On the reduction of aromatic compound by phosphonium iodide [H4IP]]. Annalen der Chemie und Pharmacie. 55: 266–281. Bei der...
    18 KB (1,603 words) - 22:59, 16 December 2024
  • Thumbnail for Methyltriphenylphosphonium bromide
    Methyltriphenylphosphonium bromide (category Quaternary phosphonium compounds)
    compound with the formula [(C6H5)3PCH3]Br. It is the bromide salt of a phosphonium cation. It is a white salt that is soluble in polar organic solvents...
    2 KB (119 words) - 22:43, 27 May 2023
  • Thumbnail for Alkylation
    tertiary phosphines are treated with alkyl halides, the products being phosphonium salts. Thiols are readily alkylated to give thioethers via the thiol-ene...
    15 KB (1,651 words) - 13:59, 24 August 2024
  • Thumbnail for Ketone
    reaction with an electrophile gives a resonance stabilized cation With phosphonium ylides in the Wittig reaction to give the alkenes With thiols to give...
    24 KB (2,895 words) - 03:58, 25 November 2024
  • Thumbnail for Triphenylphosphine
    triphenylphosphine dichloride ([PPh3Cl]Cl), which exists as the moisture-sensitive phosphonium halide. This reagent is used to convert alcohols to alkyl chlorides in...
    18 KB (1,624 words) - 16:57, 12 June 2024