339997

(S)-(−)-Methyl p-tolyl sulfoxide

99%

• Linear Formula: CH₃C₆H₄S(O)CH₃
• CAS Number: 5056-07-5
• Molecular Weight: 154.23
• Beilstein: 2324696
• MDL number: MFCD00151503
• UNSPSC Code: 12191600
• PubChem Substance ID: 24860755
• NACRES: NA.22

Properties

• Quality Level: 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.

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves