4-formyl-1-methylpyridin-1-ium benzenesulfonate

• ChemBase ID: 152327
• Molecular Formular: C13H13NO4S
• Molecular Mass: 279.31162
• Monoisotopic Mass: 279.0565289
• SMILES: C[n+]1ccc(cc1)C=O.c1ccc(cc1)S(=O)(=O)[O-]
• Canonical SMILES: [O-]S(=O)(=O)c1ccccc1.O=Cc1cc[n+](cc1)C
• InChI: InChI=1S/C7H8NO.C6H6O3S/c1-8-4-2-7(6-9)3-5-8;7-10(8,9)6-4-2-1-3-5-6/h2-6H,1H3;1-5H,(H,7,8,9)/q+1;/p-1
• InChIKey: HSVLGIFAXFDLMU-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-formyl-1-methylpyridin-1-ium benzenesulfonate
• IUPAC Traditional name: 4-formyl-1-methylpyridin-1-ium benzenesulfonate
• Synonyms: 4-Formyl-1-methylpyridinium benzenesulfonate; 4-Formyl-1-methylpyridinium benzenesulfonate hydrate; N-Methylpyridinium-4-carboxaldehyde benzenesulfonate hydrate; N-甲基吡啶-4-羰甲醛苯磺酸盐; N-甲基吡啶鎓-4-羧醛苯磺酸盐水合物

Database IDs

• CAS Number: 82228-89-5
• MDL Number: MFCD08061351; MFCD00043164
• Beilstein Number: 5695963
• PubChem SID: 162246472; 24871334
• PubChem CID: 9817127

CALCULATED PROPERTIES

• Acid pKa: -2.3604202
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): -1.2222449
• LogD (pH = 7.4): -1.2222463
• Log P: 1.1541525
• Molar Refractivity: 35.5588 cm^3
• Polarizability: 14.861816 Å^3
• Polar Surface Area: 57.2 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: ~95 °C; 98-100°C

Safety Information

• Storage Warning: Air Sensitive
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-37
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥95.0%; 97%
• Impurities: ≤2.0% water
• Empirical Formula (Hill Notation): C13H13NO4S

DETAILS

Sigma Aldrich - 47714

Other Notes
Convenient reagent for the chemical transformation of primary amines to aldehydes and ketones. The reaction is very mild and compatible with a large number of functional groups1
Packaging
10 g in glass bottle

REFERENCES

• Reagent for conversion of primary amines to the corresponding aldehydes and ketones under extremely mild conditions. The reaction mimics the action of pyridoxal in biological systems and is compatible with various functional groups: J. Am. Chem. Soc., 104, 4446 (1982).