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317594

Sigma-Aldrich

Trimethylamine N-oxide

95%

Synonyme(s) :

TMANO

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1 G
79,80 $
5 G
231,00 $

About This Item

Formule linéaire :
(CH3)3N(O)
Numéro CAS:
1184-78-7
Poids moléculaire :
75.11
Numéro CE :
214-675-6
Numéro MDL:
MFCD00002048
Code UNSPSC :
12352116
ID de substance PubChem :
24859089
Nomenclature NACRES :
NA.22

79,80 $

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Niveau de qualité

100

Essai

95%

Pertinence de la réaction

reagent type: oxidant

Pf

220-222 °C (lit.)

Groupe fonctionnel

amine

Chaîne SMILES 

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

InChI

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

Clé InChI

UYPYRKYUKCHHIB-UHFFFAOYSA-N

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Catégories apparentées

Description générale

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.[1]

Application

Trimethylamine N-oxide can be used:
  • As a demetallation[2] and decarbonylation[3][4] 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.[5]
  • To mediate the conversion of thiols to disulfides.[6]

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H302 + H332

Classification des risques

Acute Tox. 4 Inhalation - Acute Tox. 4 Oral

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

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Certificats d'analyse (COA)

Lot/Batch Number
SHBR6283
0000293120
0000293120
SHBP3793
SHBN0643

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Consulter la Bibliothèque de documents

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)
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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Questions

1–4 of 4 Questions  

  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  3. What is the index of refraction of the solution?

    1 answer

    1. The refractive index is not determined for this product.

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  4. Is it possible to dissolve this in pH 7.4 PBS and keep it stored at -80 degrees for several months?

    1 answer

    1. Stability studies of TMAO solutions stored at -80°C have not been performed. It is generally recommended to prepare stock solutions fresh.

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