4-methylbenzene-1-sulfonic acid; pyridin-2-ol

• ChemBase ID: 156844
• Molecular Formular: C12H13NO4S
• Molecular Mass: 267.30092
• Monoisotopic Mass: 267.0565289
• SMILES: Cc1ccc(cc1)S(=O)(=O)O.c1ccnc(c1)O
• Canonical SMILES: Oc1ccccn1.Cc1ccc(cc1)S(=O)(=O)O
• InChI: InChI=1S/C7H8O3S.C5H5NO/c1-6-2-4-7(5-3-6)11(8,9)10;7-5-3-1-2-4-6-5/h2-5H,1H3,(H,8,9,10);1-4H,(H,6,7)
• InChIKey: LKAICDYIYAEMNK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-methylbenzene-1-sulfonic acid; pyridin-2-ol
• IUPAC Traditional name: 2-pyridone; toluenesulfonic acid
• Synonyms: α-Pyridonium p-toluenesulfonate; 1,2-Dihydro-2-oxopyridinium p-toluenesulfonate; p-Toluenesulfonic acid 2-hydroxypyridine salt; 2-Hydroxypyridinium p-toluenesulfonate; α-吡啶鎓对甲苯磺酸盐; 1,2-二氢-2-氧代吡啶鎓对甲苯磺酸盐; 对甲苯磺酸 2-羟基吡啶盐; 2-羟基吡啶鎓对甲苯磺酸盐

Database IDs

• MDL Number: MFCD00213729
• Beilstein Number: 3785214
• PubChem SID: 24880151; 162250981
• PubChem CID: 16217200

CALCULATED PROPERTIES

• Acid pKa: -2.1372879
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -0.7088225
• LogD (pH = 7.4): -0.7088248
• Log P: 1.6675739
• Molar Refractivity: 41.7217 cm^3
• Polarizability: 16.707253 Å^3
• Polar Surface Area: 54.37 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 160-162 °C

Safety Information

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

Product Information

• Purity: ≥99.0% (T)
• Grade: puriss.
• Loss on Drying: ≤0.05% loss on drying
• Empirical Formula (Hill Notation): C12H13NO4S

DETAILS

Sigma Aldrich - 56411

Other Notes
Used as a mild and specific catalyst for the cleavage and reconstitution of imino derivatives combined with self-aldolisation of intermediates with highly stereospecific preference1