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Sigma-Aldrich

Trimethylamine N-oxide

95%

Synonym(s):

TMANO

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CZK 1,960.00
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CZK 4,240.00

CZK 1,960.00

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1 G
CZK 1,960.00
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CZK 4,240.00

About This Item

Linear Formula:
(CH3)3N(O)
CAS Number:
1184-78-7
Molecular Weight:
75.11
EC Number:
214-675-6
MDL number:
MFCD00002048
UNSPSC Code:
12352116
PubChem Substance ID:
24859089
NACRES:
NA.22
Assay:
95%

CZK 1,960.00

Please contact Customer Service for Availability
Request a Bulk Order

Quality Level

100

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

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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.[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]

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302 + H332

Hazard Classifications

Acute Tox. 4 Inhalation - Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
SHBR6283
0000293120
SHBP3793
SHBN0643
SHBN1901

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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)
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
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)
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Questions

1–4 of 4 Questions  

  1. 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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  2. 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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  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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