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62637-93-8 - Trimethylamine N-oxide dihydrate, 98+% - A14916 - Alfa Aesar

A14916 Trimethylamine N-oxide dihydrate, 98+%

Numéro de CAS

Conditionnement Prix ($) Quantité Disponibilité
5g 30,00
25g 45,40
100g 111,00
500g 441,00
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Trimethylamine N-oxide dihydrate, 98+%


Propriétés chimiques

Poids moleculaire
111.14 (75.11anhy)
Point de fusion
Soluble in water, ethanol, dimethyl sulfoxide and methanol. Sparingly soluble in hot chloroform. Insoluble in diethyl ether, benzene and hydrocarbon solvents.


Trimethylamine N-oxide dihydrate is used as an oxidizing agent in organic synthesis. It is also used to make quaternary ammonium compounds and a warning agent for flammable gas. Further, it acts as a flavoring agent or adjuvant. It serves as an oxidant for the catalytic osmium tetraoxide cis-hydroxylation of hindered olefins. In addition to this, it is used as a reactant for C-H bond cleavage and decarbonylating agent for solvent-free reactions.


Hygroscopic. Incompatible with acids, acid chlorides, acid anhydrides and oxidizing agents.

Références bibliographiques

Reagent for the liberation of organics from their complexes with iron carbonyls. Partial oxidation of CO to CO2 takes place: J. Chem. Soc., Chem. Commun., 336 (1974).

Also oxidizes alkylboranes to alcohols, giving less interference with other functionality than the more usual H2O2: J. Org. Chem., 40, 1776 (1975).

Has been used in the oxidation of alkyl halides to aldehydes. For a procedure, including dehydration of the N-oxide by distillation of water with DMF, see: Org. Synth. Coll., 5, 872 (1973):

For an improved procedure using DMSO, see: Tetrahedron Lett., 31, 4825 (1990).

For use as a reoxidant in the catalytic cis-hydroxylation of alkenes with Osmium(VIII)­ oxide, 12103 , see: Tetrahedron Lett., 21, 449 (1980).

Deprotonation by LDA at low temperature gives the unstable azomethine ylide, which undergoes 1,3-dipolar addition, even with unactivated alkenes, to give pyrrolidines: J. Chem. Soc., Chem. Commun., 31 (1983):

Reviews: Trimethylamine as a useful oxidizing agent: J. Prakt. Chem./ Chem. Ztg., 338, 190 (1996); The utility of N-oxides in synthesis: Synthesis, 263 (1993).

Compare also 4-Methyl­morpholine N-oxide monohydrate, A15996 .

Hunger, J.; Ottosson, N.; Mazur, K.; Bonn, M.; Bakker, H. J. Water-mediated interactions between trimethylamine-N-oxide and urea. Phys. Chem. Chem. Phys. 2015, 17 (1), 298-306.

Makarov, D. M.; Egorov, G. I.; Kolker, A. M. Density and Volumetric Properties of Aqueous Solutions of Trimethylamine N-Oxide in the Temperature Range from (278.15 to 323.15) K and at Pressures up to 100 MPa. J. Chem. Eng. Data 2015, 60 (5), 1291-1299.

Mentions de danger et de prudence du SGH

Mentions de danger (UE): H315-H319

Causes skin irritation. Causes serious eye irritation.

Mentions de prudence: P280a-P264-P305+P351+P338-P321-P332+P313-P337+P313

Wear protective gloves and eye/face protection. Wash thoroughly after handling. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Specific treatment (see label). If skin irritation occurs: Get medical advice/attention. If eye irritation persists:

Autres références

Code tarifaire harmonisé


  • A14547

    p-Toluenesulfonyl chloride, 98%
  • A15806

    Nitrosonium tetrafluoroborate, 98%
  • A19802

    4-Methylmorpholine N-oxide, 50% w/w aq. soln.
  • L09658

    Tetramethylammonium hydroxide pentahydrate, 98%
  • L13174

    Benzoyl peroxide, 97% (dry wt.), wet with 25% water

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