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Methanesulfonic anhydride

SKU: M0698

Category: Building Blocks, Intermediates, Reagents

Synonyms: Mesyl anhydride, Ms2O, NSC65906; 7143-01-3
CAS-Number: C₂H₆O₅S₂
Molecular Formula: 174.20
Molecular Weight

For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.

Product Data
Handling
Safety Information
Details

Specifications

Purity: ≥97% (T)
Appearance: White to light grey to brown powder
Identity: 1H-NMR

Properties

Solvents: Soluble in DMSO or chloroform.
Melting Point: 64-67 °C (lit.)

Shipping: AMBIENT
Short Term Storage: +4°C
Long Term Storage: -20°C
Handling Advice: Protect from light and moisture.
Use / Stability: Stable for at least 2 years after receipt when stored at RT.

Hazard statements: H314
Precautionary statements: P280 - P305 + P351 + P338 - P310
GHS Symbol: GHS05
Signal word: Danger
RIDADR: UN3261
Transportation: Packing Group II

Description: Methanesulfonic anhydride is a building block for organic synthesis. It is used to prepare methylsulfonyl esters, also called as mesylates. It finds application in the reaction of aromatic alkylation. It reacts with dimethylsulfoxide to get sulfoxonium complex, which is a useful oxidizing agent. It is a more powerful sulfonylating reagent than the sulfonyl chloride. Used in the synthesis of (R)-Amino Carnitine, an inhibitor of fatty acid oxidation.
Smiles: CS(=O)(OS(=O)(C)=O)=O
InChi Key: IZDROVVXIHRYMH-UHFFFAOYSA-N
References: [1] K. Smith, et al., Org. Biomol. Chem. 2, 3150 (2004) , [2] M.C. Wilkinson, Org. Lett. 13, 2232 (2011) , [3] W. Liu, & T.D. Tilley, Langmuir 31, 1189 (2015) , [4] Y. Hu, et al., Med. Chem. 5, 354 (2015) , [5] M. Hasani, et al., J. Phys. Chem. B, 123, 1815 (2019)
InChi: InChI=1S/C2H6O5S2/c1-8(3,4)7-9(2,5)6/h1-2H3

Methanesulfonic anhydride is a building block for organic synthesis. It is used to prepare methylsulfonyl esters, also called as mesylates. It finds application in the reaction of aromatic alkylation. It reacts with dimethylsulfoxide to get sulfoxonium complex, which is a useful oxidizing agent. It is a more powerful sulfonylating reagent than the sulfonyl chloride. Used in the synthesis of (R)-Amino Carnitine, an inhibitor of fatty acid oxidation.

SKU: M0698 Category: Building Blocks, Intermediates, Reagents

Additional information

Additional information

Synonyms	Mesyl anhydride, Ms2O, NSC65906
Purity	≥97% (T)
Appearance	White to light grey to brown powder
CAS-Number	7143-01-3
Molecular Formula	C2H6O5S2
Molecular Weight	174.20
Identity	1H-NMR
Solvents	Soluble in DMSO or chloroform.
Melting Point	64-67 °C (lit.)
Smiles	CS(=O)(OS(=O)(C)=O)=O
InChi Key	IZDROVVXIHRYMH-UHFFFAOYSA-N
Shipping	AMBIENT
Short Term Storage	+4°C
Long Term Storage	-20°C
Handling Advice	Protect from light and moisture.
Use / Stability	Stable for at least 2 years after receipt when stored at RT.
Hazard statements	H314
Precautionary statements	P280 – P305 + P351 + P338 – P310
GHS Symbol	GHS05
Signal word	Danger
RIDADR	UN3261
Transportation	Packing Group II
References	[1] K. Smith, et al., Org. Biomol. Chem. 2, 3150 (2004), [2] M.C. Wilkinson, Org. Lett. 13, 2232 (2011), [3] W. Liu, & T.D. Tilley, Langmuir 31, 1189 (2015), [4] Y. Hu, et al., Med. Chem. 5, 354 (2015), [5] M. Hasani, et al., J. Phys. Chem. B, 123, 1815 (2019)
InChi	InChI=1S/C2H6O5S2/c1-8(3,4)7-9(2,5)6/h1-2H3
Quantity	10 g, 50 g, Bulk