Substance
ID:717382
Names and Identifiers
IUPAC name
N,N-dimethylmethanamine oxide dihydrate
IUPAC Traditional name
trimethylamine-n-oxide dihydrate
Synonyms
Trimethylamine N-oxide dihydrate三甲基N氧化二水合物
Registration numbers
CAS Number
MDL Number
Beilstein Number
Merck Index
Properties
Safety Information
Safety Statements
26-37
Risk Statements
36/38
GHS Precautionary statements
P280-P305+P351+P338-P302+P352-P321-P362-P332+P313
GHS Pictograms
Acute toxicity (oral, dermal, inhalation), category 4
Skin irritation, category 2
Eye irritation, category 2
Skin sensitisation, category 1
Specific Target Organ Toxicity – Single exposure, category 3
TSCA Listed
是
European Hazard Symbols
Irritant (Xi)GHS Hazard statements
H315-H319
RTECS
YH2850000
Product Information
Purity
98+%
Physical Property
Melting Point
96-101°C
Molecule Details
No Data Available
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Molecular Spectra
No Data Available
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References
• 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):
• 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):
• Compare also 4-Methylmorpholine N-oxide monohydrate, A15996.
• For use as a reoxidant in the catalytic cis-hydroxylation of alkenes with Osmium(VIII) oxide, 12103, see: Tetrahedron Lett., 21, 449 (1980).
• 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).
• For an improved procedure using DMSO, see: Tetrahedron Lett., 31, 4825 (1990).
• 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).