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224286

Sigma-Aldrich

4-Methylmorpholine N-oxide

97%

Synonyme(s) :

NMO

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About This Item

Formule empirique (notation de Hill):
C5H11NO2
Numéro CAS:
7529-22-8
Poids moléculaire :
117.15
Beilstein:
507437
Numéro CE :
231-391-8
Numéro MDL:
MFCD00005947
Code UNSPSC :
12352005
ID de substance PubChem :
24853425
Nomenclature NACRES :
NA.22
Le tarif et la disponibilité ne sont pas disponibles actuellement.

Niveau de qualité

200

Essai

97%

Pertinence de la réaction

reagent type: oxidant

Pf

180-184 °C (lit.)

Groupe fonctionnel

ether

Température de stockage

2-8°C

Chaîne SMILES 

C[N+]1([O-])CCOCC1

InChI

1S/C5H11NO2/c1-6(7)2-4-8-5-3-6/h2-5H2,1H3

Clé InChI

LFTLOKWAGJYHHR-UHFFFAOYSA-N

Description générale

4-Methylmorpholine N-oxide is an organic compound used as a co-oxidant along with OsO4 and ruthenates in organic synthesis. In recent studies, it has been used as a catalyst in silylcyanation of aldehydes and ketones.[1] Lyocell, a regenerated cellulose fiber, can be prepared using 4-methylmorpholine N-oxide in an eco-friendly manner.[2]

Application

Non-metallic catalyst for the cyanosilylation of ketones.[3] Co-oxidant for Sharpless asymmetric dihydroxylation in ionic liquids.[4]

Pictogrammes

FlameHealth hazard
GHS02,GHS08

Mention d'avertissement

Danger

Mentions de danger

H228,H361f

Classification des risques

Flam. Sol. 1 - Repr. 2

Code de la classe de stockage

4.1B - Flammable solid hazardous materials

Classe de danger pour l'eau (WGK)

WGK 1

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

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Certificats d'analyse (COA)

Lot/Batch Number
MKCW8857
MKCW5540
0000267551
0000267564
0000257355

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Consulter la Bibliothèque de documents

Luís C Branco et al.
The Journal of organic chemistry, 69(13), 4381-4389 (2004-06-19)
The use of room-temperature ionic liquids (RTILs) in the Sharpless catalytic asymmetric dihydroxylation (AD) as a cosolvent or replacement of the tert-butanol was studied in detail by screening 11 different RTILs. The AD reaction is faster in 1-n-butyl-3-methylimidazolium hexafluorophosphate [C(4)mim][PF(6)]
N?Methylmorpholine N?Oxide
Encyclopedia of Reagents for Organic Synthesis, Second Edition (2008)
Marzieh Shafiei et al.
Bioresource technology, 102(17), 7879-7886 (2011-06-21)
Given that N-methylmorpholine-N-oxide (NMMO) is a promising alternative for the pretreatment of lignocelluloses, a novel process for ethanol and biogas production from wood was developed. The solvent, NMMO, is concentrated by multistage evaporation, and the wood is pretreated with the
Synlett, 6, 1077-1079 (2004)
The N-Methylmorpholine-N-Oxide (NMMO) Process of Producing Regenerated Fibers
Innovative Biofibers from Renewable Resources (2014)
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Questions

1–2 of 2 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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