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317594

Sigma-Aldrich

Trimethylamine N-oxide

95%

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Synonym(s):
TMANO
Linear Formula:
(CH3)3N(O)
CAS Number:
Molecular Weight:
75.11
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

95%

reaction suitability

reagent type: oxidant

mp

220-222 °C (lit.)

SMILES string

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

InChI

1S/C3H9NO/c1-4(2,3)5/h1-3H3

InChI key

UYPYRKYUKCHHIB-UHFFFAOYSA-N

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This Item
T051490340224286
Trimethylamine N-oxide 95%

317594

Trimethylamine N-oxide

Trimethylamine N-oxide dihydrate 98%

T0514

Trimethylamine N-oxide dihydrate

Triethylamine puriss. p.a., ≥99.5% (GC)

90340

Triethylamine

4-Methylmorpholine N-oxide 97%

224286

4-Methylmorpholine N-oxide

reaction suitability

reagent type: oxidant

reaction suitability

reagent type: oxidant

reaction suitability

-

reaction suitability

reagent type: oxidant

mp

220-222 °C (lit.)

mp

95-99 °C (lit.)

mp

−115 °C (lit.)

mp

180-184 °C (lit.)

General description

Trimethylamine N-oxide is an organic compound that belongs to the class of amine oxides. It is generally found in the tissues of marine organisms, wherein it helps protect them from harsh conditions like salinity, hydrostatic pressure, temperature, and high urea.

Application

Trimethylamine N-oxide can be used:
  • As a demetallation and decarbonylation reagent for organometallic compounds.
  • To prepare azomethine ylide by reaction with lithium di-isopropylamide. This, in turn, may be reacted with simple alkenes to obtain corresponding pyrrolidines.
  • To mediate the conversion of thiols to disulfides.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Acute Tox. 4 Inhalation - Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Oliver D John et al.
International journal of molecular sciences, 21(1) (2020-01-08)
Metabolic syndrome is a cluster of disorders that increase the risk of cardiovascular disease and diabetes. This study has investigated the responses to rind of yellow mangosteen (Garcinia dulcis), usually discarded as waste, in a rat model of human metabolic
Preparation of cyclic and acyclic thioethers via hexacarbonyldicobalt alkyne complexes
Mohmand GF, et al.
Journal of Organometallic Chemistry, 471, 241-241 (1994)
Trimethylamine N-oxide as a precursor of azomethine ylides
Beugelmans R, et al.
Journal of the Chemical Society. Chemical Communications, 471(1), 31-32 (1983)
Hao Lin et al.
Annals of translational medicine, 8(16), 1009-1009 (2020-09-22)
Osteoporosis (OP) is a prevalent metabolic bone disease characterized by bone loss and structural deterioration, which increases the risk of fracture especially in older people. Recent research has shown that gut microbes play an important role in OP. Trimethylamine N-oxide
Trimethylamine N-oxide: the good, the bad and the unknown
Velasquez MT, et al.
Toxins, 8(11), 326-326 (2016)

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