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Merck
CN

317594

Trimethylamine N-oxide

95%

Synonym(s):

TMANO

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About This Item

Linear Formula:
(CH3)3N(O)
CAS Number:
Molecular Weight:
75.11
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352116
EC Number:
214-675-6
MDL number:
Assay:
95%
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Quality Level

assay

95%

reaction suitability

reagent type: oxidant

mp

220-222 °C (lit.)

functional group

amine

SMILES string

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

InChI

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

InChI key

UYPYRKYUKCHHIB-UHFFFAOYSA-N

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

ppe

dust mask type N95 (US), Eyeshields, Gloves



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Articles

Magnetic nanoparticles have attracted tremendous attention due to their novel properties and their potential applications in magnetic recording, magnetic energy storage and biomedicine.


J Klysik et al.
FEBS letters, 333(3), 261-267 (1993-11-01)
The ability of the Escherichia coli single-stranded DNA-binding protein (SSB) to recognize structural features associated with intramolecular triplex formation in oligopurine.oligopyrimidine (pur.pyr) inserts in recombinant plasmids was evaluated. The SSB protein binds to supercoiled plasmids and causes a site-preferential increase
Site selectivity studies on heterobimetallic complexes: substitution reactions of (.eta.5-C5H5)MM'(CO)8 (M = Mo, W; M' = Mn, Re)
Ingham WL and Coville NJ
Inorganic Chemistry, 31(20), 4084-4090 (1992)
Vanessa Siegmund et al.
Scientific reports, 6, 39291-39291 (2016-12-17)
Spontaneous isopeptide bond formation, a stabilizing posttranslational modification that can be found in gram-positive bacterial cell surface proteins, has previously been used to develop a peptide-peptide ligation technology that enables the polymerization of tagged-proteins catalyzed by SpyLigase. Here we adapted



Global Trade Item Number

SKUGTIN
317594-1G04061826692035
317594-5G04061826692066