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Merck
CN

544639

Methanesulfonylacetone

97%

Synonym(s):

1-(Methylsulfonyl)-2-propanone, NSC 35395

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About This Item

Linear Formula:
CH3C(O)CH2SO2CH3
CAS Number:
Molecular Weight:
136.17
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
225-665-6
MDL number:
Assay:
97%
Form:
powder or crystals
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InChI key

NWEYGXQKFVGUFR-UHFFFAOYSA-N

InChI

1S/C4H8O3S/c1-4(5)3-8(2,6)7/h3H2,1-2H3

SMILES string

CC(=O)CS(C)(=O)=O

assay

97%

form

powder or crystals

mp

48-52 °C (lit.)

functional group

ketone, sulfone

Quality Level

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

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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Synthesis of ortho-hydroxyacetophenone derivatives from Baylis?Hillman acetates.
Kim JN, et al.
Tetrahedron Letters, 43(37), 6597-6600 (2007)
New vistas in quinoline synthesis.
Atechian S, et al.
Tetrahedron, 63(13), 2811-2823 (2007)

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