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481858

Sigma-Aldrich

Methyl p-tolyl sulfoxide

97%

Sinônimo(s):

(±)-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 linear:
CH3C6H4S(O)CH3
Número CAS:
Peso molecular:
154.23
Número MDL:
Código UNSPSC:
12352100
ID de substância PubChem:
NACRES:
NA.22

Ensaio

97%

pb

113-114 °C/2 mmHg (lit.)

pf

44-46 °C (lit.)

cadeia de caracteres SMILES

Cc1ccc(cc1)S(C)=O

InChI

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

chave InChI

FEVALTJSQBFLEU-UHFFFAOYSA-N

Descrição geral

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.

Aplicação

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.

Atenção

Low melting solid

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

Eyeshields, Gloves, type N95 (US)


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Luisa A Denkel et al.
PloS one, 6(11), e26974-e26974 (2011-11-11)
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.
Pedrosa MR, et al.
Inorgorganica Chimica Acta, 363(13), 3158-3164 (2010)
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)
Asymmetric allylation of aldehydes with allyltrichlorosilane promoted by chiral sulfoxides.
Massa A, et al.
Tetrahedron Letters, 44(38), 7179-7181 (2003)

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