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481858

Sigma-Aldrich

Methyl p-tolyl sulfoxide

97%

Sinónimos:

(±)-Methyl p-toluene sulfoxide, (±)-p-Tolyl methyl sulfoxide, 1-Methanesulfinyl-4-methylbenzene, 1-Methyl-4-(methylsulfinyl)benzene, 4-(Methylsulfinyl)toluene, 4-Methylphenyl methyl sulfoxide, 4-Toluene methyl sulfoxide, Methyl 4-methylphenyl sulfoxide, p-Methylphenyl methyl sulfoxide, p-Tolyl methyl sulfoxide

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About This Item

Fórmula lineal:
CH3C6H4S(O)CH3
Número de CAS:
934-72-5
Peso molecular:
154.23
MDL number:
MFCD00075175
UNSPSC Code:
12352100
PubChem Substance ID:
24871787
NACRES:
NA.22

assay

97%

bp

113-114 °C/2 mmHg (lit.)

mp

44-46 °C (lit.)

SMILES string

Cc1ccc(cc1)S(C)=O

InChI

1S/C8H10OS/c1-7-3-5-8(6-4-7)10(2)9/h3-6H,1-2H3

Inchi Key

FEVALTJSQBFLEU-UHFFFAOYSA-N

Categorías relacionadas

General description

Methyl p-tolyl sulfoxide (MTSO), an alkyl-substituted p-tolyl sulfoxide, is a Lewis base. It behaves as an activator of silicon tetrachloride that is employed in aza-Diels-Alder reaction.

Application

Methyl p-tolyl sulfoxide may be used as a catalyst in the preparation of homoallylic alcohols by the allylation of aldehydes with allyltrichlorosilane. It may be used as a ligand in the synthesis of molybdenum chlorocomplexes.

Caution

Low melting solid

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificados de análisis (COA)

Lot/Batch Number
0000359406
0000340979
0000359406
0000253220
0000180666

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A New Approach to Di-and Tetrasubstituted 2,3-Dihydropyridin-4(1H)-ones through Aza-Diels-Alder Reaction Promoted by Silicon Tetrachloride.
Peduto A, et al.
Synthesis, 4, 0643-0649 (2009)
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Production of reactive oxygen species represents a fundamental innate defense against microbes in a diversity of host organisms. Oxidative stress, amongst others, converts peptidyl and free methionine to a mixture of methionine-S- (Met-S-SO) and methionine-R-sulfoxides (Met-R-SO). To cope with such
Addition compounds of MoO2Cl2 with chiral sulfoxides. First molecular structures of dioxomolybdenum complexes bearing chiral non-racemic sulfoxide as ligand.
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Inorgorganica Chimica Acta, 363(13), 3158-3164 (2010)
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Tetrahedron Letters, 44(38), 7179-7181 (2003)

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