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269190

Sigma-Aldrich

Methanesulfonic anhydride

97%

Synonyme(s) :

Mesyl anhydride, Mesylic anhydride, Methanesulfonyl anhydride, Methylsulfonyl methanesulfonate

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5 G
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About This Item

Formule linéaire :
(CH3SO2)2O
Numéro CAS:
7143-01-3
Poids moléculaire :
174.20
Beilstein:
972316
Numéro CE :
230-442-1
Numéro MDL:
MFCD00007556
Code UNSPSC :
12352100
ID de substance PubChem :
24856315
Nomenclature NACRES :
NA.22

27.00 CHF

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Devis pour commande en gros

Densité de vapeur

3.3 (vs air)

Niveau de qualité

200

Essai

97%

Forme

solid

pb

125 °C/4 mmHg (lit.)

Pf

64-67 °C (lit.)

Groupe fonctionnel

sulfonic acid

Chaîne SMILES 

CS(=O)(=O)OS(C)(=O)=O

InChI

1S/C2H6O5S2/c1-8(3,4)7-9(2,5)6/h1-2H3

Clé InChI

IZDROVVXIHRYMH-UHFFFAOYSA-N

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Catégories apparentées

Description générale

Methanesulfonic anhydride is an organic compound that is commonly used as a reagent for the preparation of methyl sulfonates (mesylates). It is also used in the synthesis of methanesulfonamides using various amine precursors. Additionally, the mixture of methanesulfonic anhydride and dimethyl sulfoxide can be used as an oxidizing agent for the oxidation of primary and secondary alcohols to aldehydes and ketones.

Application

Methanesulfonic anhydride can be used as an amine base to synthesize glycosyl mesylates in situ from the corresponding free hemiacetals under mild conditions.

Pictogrammes

Corrosion
GHS05

Mention d'avertissement

Danger

Mentions de danger

H314

Classification des risques

Skin Corr. 1A

Risques supp

EUH014

Code de la classe de stockage

8A - Combustible corrosive hazardous materials

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificats d'analyse (COA)

Lot/Batch Number
BCCM9671
BCCK2389
BCCH3828
BCCC0957
BCCB9004

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Consulter la Bibliothèque de documents

Keith Smith et al.
Organic & biomolecular chemistry, 2(21), 3150-3154 (2004-10-27)
Regioselective methanesulfonylation of simple aromatics using methanesulfonic anhydride can be achieved over zeolite catalysts. For example, methanesulfonylation of toluene over various cation-exchanged zeolite beta catalysts affords higher para-selectivity in the synthesis of methyl tolyl sulfone than standard Friedel-Crafts methanesulfonylation utilising
Mark C Wilkinson
Organic letters, 13(9), 2232-2235 (2011-03-29)
The utility of methanesulfonic anhydride for promoting the Friedel-Crafts acylation reaction of aryl and alkyl carboxylic acids is disclosed. This reagent allows the preparation of aryl ketones in good yield with minimal waste containing no metallic or halogenated components, clearly
Mohammad Hasani et al.
The journal of physical chemistry. B, 123(8), 1815-1821 (2019-02-20)
Protic ionic liquids (PILs) are made by proton transfer from a Brønsted acid to a base and are of interest for their solvent and electrolyte properties such as high ionic conductivity. Unfortunately, many PILs have been misnamed, because their ionic

Questions

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  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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