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2-(Dimethyl (oxo)-λ6-sulfanylidene)-1-phenylethan-1-one

  • CAS No. 20718-17-6

  • Cat. No. CS-0198500
  • Molecule weight196.27
  • Purity≥97%
  • MDL No.None

*For research and further manufacturing use only, not for direct human use.

2-(Dimethyl (oxo)-λ6-sulfanylidene)-1-phenylethan-1-one|CS-0198500

Structure of 20718-17-6

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General Information

  • CAS No. 20718-17-6
  • Cat. No. CS-0198500
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₂O₂S
  • Molecular Weight 196.27
  • Synonym(s) benzoyl(dimethyloxosulphonio)methanide
  • SMILES O=C(C1=CC=CC=C1)[CH-][S+](C)(C)=O

Description

This sulfanylideneketone features a unique λ⁶-sulfur moiety that enhances electrophilicity at the carbonyl carbon, enabling efficient coupling in transition-metal-catalyzed transformations. The phenyl group stabilizes adjacent charge development, while the dimethylsulfoxide-like sulfur unit imparts high reactivity under mild conditions. This compound serves as a key intermediate in synthesizing complex heterocycles and functionalized aromatics.

Application

2-(Dimethyl (oxo)-λ⁶-sulfanylidene)-1-phenylethan-1-one serves as a versatile sulfenylating agent in synthetic organic chemistry, enabling efficient introduction of sulfonyl and sulfenyl functionalities under mild conditions. Its bench-stable nature and compatibility with diverse functional groups facilitate reliable incorporation into complex molecular architectures, particularly in the construction of sulfur-containing heterocycles and medicinal chemistry intermediates.

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   34.14
  • LogP   1.79019
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   3

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