1-[(R)-methanesulfinyl]-4-methylbenzene

• ChemBase ID: 144765
• Molecular Formular: C8H10OS
• Molecular Mass: 154.2294
• Monoisotopic Mass: 154.04523594
• SMILES: Cc1ccc(cc1)[S@](=O)C
• Canonical SMILES: Cc1ccc(cc1)[S@](=O)C
• InChI: InChI=1S/C8H10OS/c1-7-3-5-8(6-4-7)10(2)9/h3-6H,1-2H3/t10-/m1/s1
• InChIKey: FEVALTJSQBFLEU-SNVBAGLBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[(R)-methanesulfinyl]-4-methylbenzene
• IUPAC Traditional name: 1-[(R)-methanesulfinyl]-4-methylbenzene
• Synonyms: (R)-(+)-Methyl p-tolyl sulfoxide; (R)-(+)-甲基对甲苯亚砜

Database IDs

• CAS Number: 1519-39-7
• MDL Number: MFCD00151502
• Beilstein Number: 2040677
• PubChem SID: 162238977; 24861180
• PubChem CID: 10913262

CALCULATED PROPERTIES

• Acid pKa: 19.385902
• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 1.2200818
• LogD (pH = 7.4): 1.2200818
• Log P: 1.2200818
• Molar Refractivity: 45.4608 cm^3
• Polarizability: 17.532354 Å^3
• Polar Surface Area: 17.07 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 73-75 °C(lit.); 74-76 °C
• Optical Rotation: [α]20/D +145°, c = 2 in acetone; [α]20/D +181±5°, c = 1.2% in chloroform

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥98.0% (sum of enantiomers, HPLC); 99%
• Grade: purum
• Optical Purity: ee: 99% (HPLC)
• Linear Formula: CH3C6H4S(O)CH3

DETAILS

Sigma Aldrich - 343609

Packaging
1 g in glass bottle

Sigma Aldrich - 69422

Other Notes
Chiral sulfoxide building block; preparation of α-sulfinyl ketones which can be stereoselectively reduced to β-sulfinyl alcohols1,2; alkylation of the methyl group3,4