343609

(R)-(+)-Methyl p-tolyl sulfoxide

99%

• Synonym(s): (+)-(R)-Methyl 4-tolyl sulfoxide, (+)-Methyl p-tolyl sulfoxide, (R)-4-Methylphenyl methyl sulfoxide, 1-Methyl-4-[(R)-methylsulfinyl]benzene
• Linear Formula: CH₃C₆H₄S(O)CH₃
• CAS Number: 1519-39-7
• Molecular Weight: 154.23
• Beilstein/REAXYS Number: 2040677
• MDL number: MFCD00151502
• UNSPSC Code: 12191600
• PubChem Substance ID: 24861180
• NACRES: NA.22

Properties

• assay: 99%
• optical activity: [α]20/D +145°, c = 2 in acetone
• optical purity: ee: 99% (HPLC)
• mp: 73-75 °C (lit.)
• functional group: sulfoxide
• 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-/m1/s1
• InChI key: FEVALTJSQBFLEU-SNVBAGLBSA-N

Description

General description

(R)-(+)-Methyl p-tolyl sulfoxide may be used to prepare (R)-(+)-methyl 3,5-dimethoxy-6-[8-oxo-9-(p-tolylsulfinyl) nonyl] benzoate, an intermediate for (R)-lasiodiplodin synthesis. Its anions undergo addition reaction with nitrones to form optically active a-substituted N-hydroxylamines. (R)-(+)-Methyl p-tolyl sulfoxide also reacts with O-mesitylsulfonylhydroxylamine (MSH) to form (-)-(R)-S-methyl-S-p-tolylsulfoximine.

Safety Information

• 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)