• Thumbnail for Hexamethylphosphoramide
    Hexamethylphosphoramide, often abbreviated HMPA, is a phosphoramide (an amide of phosphoric acid) with the formula [(CH3)2N]3PO. This colorless liquid...
    9 KB (782 words) - 00:53, 23 October 2024
  • Thumbnail for DMPU
    showed that it is possible to replace the suspected carcinogen hexamethylphosphoramide (HMPA) with DMPU. Nomenclature of Organic Chemistry : IUPAC Recommendations...
    4 KB (225 words) - 19:07, 18 January 2025
  • Thumbnail for Dimethyl sulfoxide
    dimethylformamide, dimethylacetamide, N-methyl-2-pyrrolidone, and hexamethylphosphoramide (HMPA). DMSO is frequently used as a solvent for chemical reactions...
    41 KB (4,307 words) - 20:24, 15 May 2025
  • Thumbnail for Tris(dimethylamino)phosphine
    Tris(dimethylamino)phosphine acts as a base. It reacts with oxygen to give hexamethylphosphoramide, O=P(NMe2)3, and with sulfur to give the corresponding compound...
    3 KB (260 words) - 14:15, 23 December 2023
  • Thumbnail for Phosphoramides
    agriculture to enhance the effectiveness of urea-based fertilizers. Hexamethylphosphoramide (HMPA) is a polar solvent. "Phosphoramide". IUPAC GoldBook. Steger...
    2 KB (167 words) - 11:54, 14 November 2024
  • Thumbnail for Solvent
    acetate 1.009 Benzonitrile 1.01 1-Methyl-2-pyrrolidinone 1.028 Hexamethylphosphoramide 1.03 1,4-Dioxane 1.033 Acetic acid 1.049 Acetic anhydride 1.08...
    48 KB (3,930 words) - 19:29, 20 May 2025
  • Thumbnail for Potassium tert-butoxide
    affect the reactivity of the reagent. For example, DMF, DMSO, hexamethylphosphoramide (HMPA), and 18-crown-6 interact with the potassium center, yielding...
    9 KB (703 words) - 05:29, 20 May 2025
  • C2H5OCOCH3 77.1°C 6.02 0.902 g/cm3 1.88 reacts with strong bases hexamethylphosphoramide [(CH3)2N]3PO 232.5 °C 29.6 1.03 g/cm3 5.38 high boiling point,...
    4 KB (188 words) - 22:46, 19 May 2025
  • Thumbnail for N-Butyllithium
    as tetrahydrofuran (THF), tetramethylethylenediamine (TMEDA), hexamethylphosphoramide (HMPA), and 1,4-diazabicyclo[2.2.2]octane (DABCO) further polarize...
    18 KB (1,858 words) - 14:40, 25 April 2025
  • Thumbnail for Sodium methanethiolate
    substitution reactions of unactivated aryl halides with thiolate ions in hexamethylphosphoramide". J. Org. Chem. 44 (15): 2462. doi:10.1021/jo01329a011. P. G. Gassman;...
    4 KB (325 words) - 16:47, 8 May 2025
  • DuPont (Fibre B) as Dupont initially used the carcinogenic HMPT (hexamethylphosphoramide). Despite heavy research DuPont now also applies the AKZO patent...
    8 KB (864 words) - 04:45, 27 December 2024
  • Thumbnail for Kevlar
    mechanical drawing orients the polymer chains in the fiber's direction. Hexamethylphosphoramide (HMPA) was the solvent initially used for the polymerization, but...
    33 KB (3,478 words) - 04:02, 1 May 2025
  • Thumbnail for Tert-Butylthiol
    deprotonated by lithium hydride in an aprotic solvent such as hexamethylphosphoramide (HMPA). The resulting lithium thiolate salt has been used as demethylating...
    8 KB (705 words) - 23:13, 23 April 2025
  • Heptachlor Hexachlorobenzene Hexachloroethane Hexachlorocyclohexanes Hexamethylphosphoramide (HMPA) 2,4-Hexadienal Human immunodeficiency virus type 2 (infection...
    15 KB (1,450 words) - 22:54, 14 March 2025
  • Thumbnail for Uranium pentabromide
    UBr5L are known with such ligands as triphenylphosphine oxide and hexamethylphosphoramide, and are obtained by brominating UBr4 in the presence of the desired...
    3 KB (318 words) - 07:51, 3 May 2025
  • Thumbnail for Phosphoramide
    called phosphoramides. An example compound is the polar solvent hexamethylphosphoramide (HMPA). Perrin, D. D., ed. (1982) [1969]. Ionisation Constants...
    3 KB (229 words) - 09:35, 27 August 2024
  • Thumbnail for Acyloin
    of carbonyls is a system with molybdenum peroxide, pyridine and hexamethylphosphoramide. A family of stereoselective syntheses oxidizes in situ enols with...
    7 KB (651 words) - 16:56, 22 October 2024
  • Thumbnail for Alkali metal
    liquid ammonia or other donor solvents like aliphatic amines or hexamethylphosphoramide to give blue solutions. These solutions are believed to contain...
    225 KB (24,165 words) - 17:24, 9 May 2025
  • Thumbnail for Organolithium reagent
    diethyl ether (Et2O), tetramethylethylene diamine (TMEDA) or hexamethylphosphoramide (HMPA). Methyllithium is a special case: its tetrameric structure...
    55 KB (5,955 words) - 23:00, 13 March 2025
  • the formation of a new carbon-carbon bond.(3) In many cases when hexamethylphosphoramide (HMPA) is used as an additive with lithium amide bases, selectivity...
    9 KB (1,120 words) - 16:22, 6 April 2025
  • Thumbnail for Trisulfur
    water. Another way to make it is with polysulfide dissolved in hexamethylphosphoramide where it gives a blue colour. Other methods of production of S−3...
    13 KB (1,350 words) - 10:00, 2 March 2025
  • some small primary amines, such as methylamine and ethylamine and hexamethylphosphoramide, forming blue solutions. Tetrahydrofuran (THF) dissolves alkali...
    19 KB (2,107 words) - 15:12, 25 April 2025
  • common application is for alkylation of aldehydes and ketones: Hexamethylphosphoramide a phosphoramide; useful polar aprotic solvent and additive in organic...
    15 KB (264 words) - 18:51, 14 August 2022
  • Thumbnail for Ortho-Carborane
    structures directed solely by C–H⋯O hydrogen bonding to hmpa (hmpa = hexamethylphosphoramide)". Chem. Commun. (19): 2285–2286. doi:10.1039/CC9960002285. Charles...
    16 KB (1,544 words) - 13:37, 4 February 2025
  • Thumbnail for Samarium(II) bromide
    alkyl halide. Samarium(II) bromide forms soluble adducts with hexamethylphosphoramide. This species reduces imines to amines and alkyl chlorides to hydrocarbons...
    8 KB (546 words) - 11:25, 3 January 2024
  • substitution reactions of unactivated aryl halides with thiolate ions in hexamethylphosphoramide". J. Org. Chem. 44 (15): 2462. doi:10.1021/jo01329a011....
    3 KB (254 words) - 08:13, 12 May 2025
  • Hexachloroethane 67-72-1 2,4-Hexadienal – Hexafluoroacetone 684-16-2 Hexamethylphosphoramide 680-31-9 n-Hexane 110-54-3 2,5-Hexanedione 110-13-4 Hexavalent...
    59 KB (202 words) - 04:24, 10 May 2025
  • Hexachloroethane 822-06-0 Hexamethylene-1,6-diisocyanate 680-31-9 Hexamethylphosphoramide 110-54-3 Hexane 302-01-2 Hydrazine 7647-01-0 Hydrochloric acid...
    15 KB (767 words) - 23:18, 3 February 2025
  • Thumbnail for Tetramethylurea
    nitrate and sodium iodide. Tetramethylurea is often used in place of hexamethylphosphoramide (HMPT), which is suspected of being carcinogenic. Tetramethylurea...
    12 KB (1,190 words) - 12:22, 10 February 2025
  • used to reductively cleave α-keto sulfones; in the presence of hexamethylphosphoramide (HMPA), SmI2 is able to effect reductive elimination of α-functionalized...
    20 KB (2,256 words) - 04:09, 29 November 2024