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339997

(S)-(−)-Methyl p-tolyl sulfoxide

Name: (<I>S</I>)-(−)-Methyl <I>p</I>-tolyl sulfoxide
Brand: ALDRICH

99%

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About This Item

Linear Formula:

CH₃C₆H₄S(O)CH₃

CAS Number:

5056-07-5

Molecular Weight:

154.23

UNSPSC Code:

12191600

NACRES:

NA.22

PubChem Substance ID:

24860755

MDL number:

MFCD00151503

Beilstein/REAXYS Number:

2324696

Assay:

99%

Form:

solid

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Properties

Quality Segment

100

assay

99%

form

solid

optical activity

[α]20/D −145°, c = 2 in acetone

optical purity

ee: 99% (HPLC)

mp

75-77 °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/t10-/m0/s1

InChI key

FEVALTJSQBFLEU-JTQLQIEISA-N

Description

Application

(S)-(-)-Methyl p-tolyl sulfoxide can be used as a nucleophilic reagent to synthesize:

Optically active β-disulfoxides by reacting with arenesulfinic esters via formation of α-sulfinylcarbanion.
α-substituted N-hydroxylamines by treating with nitrones via preparation of (S)-(-)-methyl p-tolyl sulfoxide anion.
2-O-benzyl-3,4-O-isopropylidene-L-erythrose by one-carbon homologation of 2,3-O-isopropylidene-L-glyceraldehyde.

Storage Class

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

PPE (personal protective equipment)

Eyeshields, Gloves, type N95 (US)

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