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Merck

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:

Product Name

Trimethylamine N-oxide, 95%

InChI key

UYPYRKYUKCHHIB-UHFFFAOYSA-N

InChI

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

SMILES string

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

assay

95%

reaction suitability

reagent type: oxidant

mp

220-222 °C (lit.)

functional group

amine

Quality Level

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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.

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.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Acute Tox. 4 Inhalation - Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves


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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
Marina Spörrer et al.
EBioMedicine, 44, 502-515 (2019-05-13)
Missense mutations in keratin 5 and 14 genes cause the severe skin fragility disorder epidermolysis bullosa simplex (EBS) by collapsing of the keratin cytoskeleton into cytoplasmic protein aggregates. Despite intense efforts, no molecular therapies are available, mostly due to the
Hydride ion transfer from carbon-hydrogen bonds to carbon disulfide, carbonyl sulfide, and carbon dioxide. Synthesis, reactivity, and structure of manganese complexes (η 5-C6MenH7-n) Mn (CO) LL'
Snyder DB, et al.
Journal of the American Chemical Society, 115(15), 6718-6729 (1993)

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