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294071

Sigma-Aldrich

Methoxymethyl phenyl sulfide

97%

Synonym(s):

[(Methoxymethyl)thio]benzene

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About This Item

Linear Formula:
C6H5SCH2OCH3
CAS Number:
Molecular Weight:
154.23
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:

assay

97%

refractive index

n20/D 1.5632 (lit.)

bp

113-114 °C/18 mmHg (lit.)

density

1.047 g/mL at 25 °C (lit.)

functional group

ether
thioether

SMILES string

COCSc1ccccc1

InChI

1S/C8H10OS/c1-9-7-10-8-5-3-2-4-6-8/h2-6H,7H2,1H3

InChI key

QPXQVNXSQCRWEV-UHFFFAOYSA-N

General description

Meisenheimer rearrangement of methoxymethyl phenyl sulfoxide to methoxymethyl benzenesulfenate has been reported. Methoxymethyl phenyl sulfide undergoes solvent free permanganate oxidation to yield methoxymethyl phenyl sulfone.

Application

Methoxymethyl phenyl sulfide has been used in the preparation of methoxymethyl phenyl sulfoxide.

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

203.0 °F - closed cup

flash_point_c

95 °C - closed cup

ppe

Eyeshields, Gloves


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Meisenheimer rearrangement of methoxymethyl phenyl sulfoxide. Formation and disproportionation of methoxymethyl benzenesulfenate.
Maricich TJ and Harrington CK.
Journal of the American Chemical Society, 94(14), 5115-5116 (1972)
Solvent free permanganate oxidations.
Shaabani A and Lee DG.
Tetrahedron Letters, 42(34), 5833-5836 (2001)
S P Hanlon et al.
Microbiology (Reading, England), 144 ( Pt 8), 2247-2253 (1998-08-28)
The enantioselective reduction of racemic sulfoxides by dimethyl sulfoxide reductases from Rhodobacter capsulatus, Escherichia coli, Proteus mirabilis and Proteus vulgaris was investigated. Purified dimethyl sulfoxide reductase from Rhodobacter capsulatus catalysed the selective removal of (S)-methyl p-tolyl sulfoxide from a racemic

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