Trimethylamine N-oxide dihydrate, 98+%, Thermo Scientific Chemicals

General References:

1. 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).
2. Also oxidizes alkylboranes to alcohols, giving less interference with other functionality than the more usual H₂O₂: J. Org. Chem., 40, 1776 (1975).
3. 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):
4. For an improved procedure using DMSO, see: Tetrahedron Lett., 31, 4825 (1990).
5. For use as a reoxidant in the catalytic cis-hydroxylation of alkenes with Osmium(VIII) oxide, 12103 , see: Tetrahedron Lett., 21, 449 (1980).
6. 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):
7. 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).
8. Compare also 4-Methyl morpholine N-oxide monohydrate, A15996 .
9. 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.
10. 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.