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539422

Sigma-Aldrich

Ethyl methylsulfonylacetate

97%

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About This Item

Linear Formula:
CH3SO2CH2COOC2H5
CAS Number:
4455-15-6
Molecular Weight:
166.20
Beilstein:
1771631
EC Number:
224-702-3
MDL number:
MFCD00041258
UNSPSC Code:
12352100
PubChem Substance ID:
24878398
NACRES:
NA.22

Assay

97%

refractive index

n20/D 1.456 (lit.)

bp

111-113 °C/0.2 mmHg (lit.)

density

1.234 g/mL at 25 °C (lit.)

SMILES string

CCOC(=O)CS(C)(=O)=O

InChI

1S/C5H10O4S/c1-3-9-5(6)4-10(2,7)8/h3-4H2,1-2H3

InChI key

OCCWQCYBCZADCE-UHFFFAOYSA-N

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General description

Ethyl methylsulfonylacetate is an active methylene compound.

Application

Ethyl methylsulfonylacetate may be used in the synthesis of:
  • 3-methylamino-5-phenyl-2-thiophenecarboxylate
  • 3-(methylsulfonyl)-2H-chromen-2-one
  • 7-hydroxy-3-(methylsulfonyl)-2H-chromen-2-one
  • 7-bromo-3-(methylsulfonyl)-2H-chromen-2-one

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

228.2 °F - closed cup

Flash Point(C)

109 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
BCBR3167V
BCBP9915V
BCBK6569V
BCBH9683V
1433719V

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Yonemitsu-type condensations catalysed by proline and Eu (OTf) 3.
Renzetti A, et al.
Royal Society of Chemistry Advances, 4(89), 47992-47999 (2014)
Rhodium (II)-mediated reactions of thiobenzoylketene S, N-acetals with a-diazo carbonyl compounds: synthesis of 2-substituted 3-alkylamino-5-phenylthiophenes.
Song HM and Kim K.
Journal of the Chemical Society. Perkin Transactions 1, 21, 2414-2417 (2002)
Pedro Verdía et al.
Molecules (Basel, Switzerland), 16(6), 4379-4388 (2011-05-31)
The ionic liquid 1,3-dimethylimidazolium methyl sulfate, [MMIm][MSO₄], together with a small amount of water (the amount taken up by the ionic liquid upon exposure to air), acts efficiently as both solvent and catalyst of the Knoevenagel condensation reactions of malononitrile

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