Skip to Content
Merck
CN

481858

Methyl p-tolyl sulfoxide

97%

Synonym(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

Sign In to View Organizational & Contract Pricing.

Select a Size

About This Item

Linear Formula:
CH3C6H4S(O)CH3
CAS Number:
934-72-5
Molecular Weight:
154.23
NACRES:
NA.22
PubChem Substance ID:
24871787
UNSPSC Code:
12352100
MDL number:
MFCD00075175
Assay:
97%

Key Documents

View All Documentation
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

InChI

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

SMILES string

Cc1ccc(cc1)S(C)=O

InChI key

FEVALTJSQBFLEU-UHFFFAOYSA-N

assay

97%

bp

113-114 °C/2 mmHg (lit.)

mp

44-46 °C (lit.)

functional group

sulfoxide

Quality Level

200

Related Categories

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.

Disclaimer

Low melting solid

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
0000464545
0000464545
0000359406
0000340979
0000359406

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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)
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)
Yuuka Masuyama et al.
Drug metabolism and pharmacokinetics, 35(3), 274-280 (2020-04-20)
Flavin containing monooxygenases (FMOs) represent one of the predominant types of phase I drug metabolizing enzymes (DMEs), and thus play an important role in the metabolism of xeno- and endobiotics for the generation of their corresponding oxides. These oxides often
Asymmetric allylation of aldehydes with allyltrichlorosilane promoted by chiral sulfoxides.
Massa A, et al.
Tetrahedron Letters, 44(38), 7179-7181 (2003)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service