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Tetraethylammonium trichloride information


Tetraethylammonium trichloride
Names
Other names
Mioskowski reagent
Identifiers
CAS Number
  • 13557-92-1
3D model (JSmol)
  • Interactive image
PubChem CID
  • 134992260
InChI
  • InChI=1S/C8H20N.Cl3/c1-5-9(6-2,7-3)8-4;1-3-2/h5-8H2,1-4H3;/q+1;-1
    Key: IDJACJWSDMBREZ-UHFFFAOYSA-N
SMILES
  • CC[N+](CC)(CC)CC.Cl[Cl-]Cl
Properties
Chemical formula
C8H20Cl3N
Molar mass 236.61 g·mol−1
Appearance yellow solid
Solubility Dichloromethane, ethanol, acetonitrile, pyridine[1]
log P 3.95
Related compounds
Related compounds
Triethylmethylammonium trichloride
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Tetraethylammonium trichloride (also known as Mioskowski reagent)[2] is a chemical compound with the formula [NEt4][Cl3] consisting of a tetraethylammonium cation and a trichloride as anion. The trichloride is also known as trichlorine monoanion representing one of the simplest polychlorine anions.[3] Tetraethylammonium trichloride is used as reagent for chlorinations and oxidation reactions.

  1. ^ Cite error: The named reference Schlama_1997 was invoked but never defined (see the help page).
  2. ^ Ren J, Tong R (July 2013). "Convenient in situ generation of various dichlorinating agents from oxone and chloride: diastereoselective dichlorination of allylic and homoallylic alcohol derivatives". Organic & Biomolecular Chemistry. 11 (26): 4312–5. doi:10.1039/c3ob40670a. PMID 23715511.
  3. ^ Sonnenberg K, Mann L, Redeker FA, Schmidt B, Riedel S (March 2020). "Polyhalogen and Polyinterhalogen Anions from Fluorine to Iodine". Angewandte Chemie. 59 (14): 5464–5493. doi:10.1002/anie.201903197. PMID 31090163. S2CID 155093006.

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Tetraethylammonium trichloride

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Tetraethylammonium trichloride (also known as Mioskowski reagent) is a chemical compound with the formula [NEt4][Cl3] consisting of a tetraethylammonium...

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Triethylmethylammonium trichloride

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temperature. Triethylmethylammonium trichloride [NEt3Me][Cl3] shows a similar reactivity like tetraethylammonium trichloride or elemental chlorine but is easier...

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Tetrachloronickelate

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complex are available with a variety of cations, but a common one is tetraethylammonium. When concentrated lithium chloride and nickel chloride solution in...

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Chlorotrifluorosilane

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temperatures above 500 °C silicon tetrafluoride can react with phosphorus trichloride to yield some SiClF3. This is unusual because SiF4 is very stable. Silicon...

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Ethylene oxide

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results in a 2-substituted 1,3-dioxolane (yield: 70–85%, catalyst: tetraethylammonium bromide). Catalytic hydroformylation of ethylene oxide gives hydroxypropanal...

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J. Kistenmacher (1967). "The Crystal and Molecular Structure of Tetraethylammonium Tetrachloronickelate(II)". Acta Crystallographica. 23 (6): 1064–1070...

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to 300°C results in an explosion. Gold(III) azide is known as the tetraethylammonium salt [Et4N][Au(N3)4] and also adopts a square planar structure. However...

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