544639

Methanesulfonylacetone

97%

• Synonym(s): 1-(Methylsulfonyl)-2-propanone, NSC 35395
• Linear Formula: CH₃C(O)CH₂SO₂CH₃
• CAS Number: 5000-46-4
• Molecular Weight: 136.17
• EC Number: 225-665-6
• MDL number: MFCD00014745
• UNSPSC Code: 12352100
• PubChem Substance ID: 24878779
• NACRES: NA.22

Properties

• Quality Level: 100
• Assay: 97%
• form: powder or crystals
• mp: 48-52 °C (lit.)
• functional group: ketone; sulfone
• SMILES string: CC(=O)CS(C)(=O)=O
• InChI: 1S/C4H8O3S/c1-4(5)3-8(2,6)7/h3H2,1-2H3
• InChI key: NWEYGXQKFVGUFR-UHFFFAOYSA-N

Description

General description

Methanesulfonylacetone is a sulfonyl group-containing active methylene compound. It can react with Baylis–Hillman acetates in dimethylformamide/potassium carbonate system to form ortho-hydroxyacetophenone derivatives.

Application

Methanesulfonylacetone may be used in the preparation of 6-bromo-3-methanesulfonyl-2-methyl-quinolin-4-ol.

Reactant for:

• Stereoselective preparation of chiral cyclic ketones
• Preparation of poly-substituted pyridines
• Multicomponent cyclocondensation with aldehydes and aminoazoles
• Gold-catalyzed Friedlander cyclocondensation reaction
• Radical homoallylation reactions

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves