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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:
1184-78-7
Molecular Weight:
75.11
NACRES:
NA.22
PubChem Substance ID:
24859089
UNSPSC Code:
12352116
EC Number:
214-675-6
MDL number:
MFCD00002048

Key Documents

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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

100

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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
GHS07

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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Certificates of Analysis (COA)

Lot/Batch Number
SHBR6283
0000293120
0000293120
SHBP3793
SHBN0643

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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)
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
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)
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
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