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Key Documents

T0514

Sigma-Aldrich

Trimethylamine N-oxide dihydrate

98%

Synonym(s):

TMANO

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About This Item

Linear Formula:
(CH3)3NO · 2H2O
CAS Number:
Molecular Weight:
111.14
Beilstein:
3612927
EC Number:
MDL number:
UNSPSC Code:
12352116
PubChem Substance ID:

Assay

98%

form

powder

reaction suitability

reagent type: oxidant

mp

95-99 °C (lit.)

SMILES string

O.O.C[N+](C)(C)[O-]

InChI

1S/C3H9NO.2H2O/c1-4(2,3)5;;/h1-3H3;2*1H2

InChI key

PGFPZGKEDZGJQZ-UHFFFAOYSA-N

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Application

Reactant for:
  • C-H bond cleavage
  • Oxidation reactions (oxidant)

  • Decarbonylating agent for solvent-free reactions
Trimethylamine N-oxide dihydrate can be used as:
  • A decarbonylating agent in many chemical reactions.
  • An oxidizing agent for organoboranes.
  • A standard in the determination of amines in air samples using non-suppressed ion chromatography.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Electrophilic attack on diphosphazane-bridged derivatives of diruthenium nonacarbonyl by halogens. Crystal structure of [Ru2 ({′A}-I) I (CO)3 {{′A}-(PriO)2 PN (Et)P (OPri)2}2]
John S, et al.
J. Chem. Soc., Dalton Trans., 10, 2761-2768 (1991)
Oxidation of organoboranes with trimethylamine N-oxide dihydrate
Kabalka GW
Journal of Organometallic Chemistry, 125(2), 273-280 (1977)
Thermal degradation of transition metal carbonyl complexes: Part IV: Thermogravimetric studies of various stoichiometric mixtures of trimethylamine N-oxide dihydrate and hexacarbonyl molybdenum
Chan HSO, et al.
Thermochimica Acta, 145, 179-187 (1989)
Hui Wei et al.
Frontiers in microbiology, 9, 3276-3276 (2019-01-29)
Yarrowia lipolytica, known to accumulate lipids intracellularly, lacks the cellulolytic enzymes needed to break down solid biomass directly. This study aimed to evaluate the potential metabolic burden of expressing core cellulolytic enzymes in an engineered high lipid-accumulating strain of Y.
Mark E Erupe et al.
Journal of chromatography. A, 1217(13), 2070-2073 (2010-02-26)
An ion chromatography method with non-suppressed conductivity detection was developed for the simultaneous determination of methylamines (methylamine, dimethylamine, trimethylamine) and trimethylamine-N-oxide in particulate matter air samples. The analytes were well separated by means of cation-exchange chromatography using a 3 mM

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