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259764 Sigma-Aldrich

p-Toluenesulfonic anhydride

97%

  • CAS Number 4124-41-8

  • Linear Formula (CH3C6H4SO2)2O

  • Molecular Weight 326.39

  •  Beilstein/REAXYS Number 2223702

  •  EC Number 223-926-9

  •  MDL number MFCD00008548

  •  PubChem Substance ID 24855433

  •  NACRES NA.22

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Properties

Related Categories Building Blocks, Chemical Synthesis, Organic Building Blocks, Sulfonic/Sulfinic Acid Anhydrides, Sulfur Compounds More...
Quality Level   200
assay   97%
mp   121-127 °C (lit.)
SMILES string   Cc1ccc(cc1)S(=O)(=O)OS(=O)(=O)c2ccc(C)cc2
InChI   1S/C14H14O5S2/c1-11-3-7-13(8-4-11)20(15,16)19-21(17,18)14-9-5-12(2)6-10-14/h3-10H,1-2H3
InChI key   PDVFSPNIEOYOQL-UHFFFAOYSA-N

Description

General description

p-Toluenesulfonic anhydride acts as electrophilic species and activates 2-deoxy-sugar hemiacetals in situ, which reacts stereoselectively with nucleophilic acceptors to afford β-anomers.

Application

p-Toluenesulfonic anhydride has been employed as reagent in palladium-catalyzed allylic alkenylation of allylic alcohols with n-butyl acrylate.

Packaging

5, 25 g in glass bottle

Safety & Documentation

Safety Information

Symbol 
GHS05  GHS05
Signal word 
Danger
Hazard statements 
Precautionary statements 
RIDADR 
UN 2585PSN2 8 / PGIII
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Meet Synthia - Retrosynthesis Sofware
Protocols & Articles
Peer-Reviewed Papers
15

References

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