2-ethyl-5-(3-sulfonatophenyl)-1,2-oxazol-2-ium

• ChemBase ID: 103249
• Molecular Formular: C11H11NO4S
• Molecular Mass: 253.27434
• Monoisotopic Mass: 253.04087884
• SMILES: CC[n+]1ccc(o1)c1cc(ccc1)S(=O)(=O)[O-]
• Canonical SMILES: CC[n+]1ccc(o1)c1cccc(c1)S(=O)(=O)[O-]
• InChI: InChI=1S/C11H11NO4S/c1-2-12-7-6-11(16-12)9-4-3-5-10(8-9)17(13,14)15/h3-8H,2H2,1H3
• InChIKey: MWOOKDULMBMMPN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-ethyl-5-(3-sulfonatophenyl)-1,2-oxazol-2-ium
• IUPAC Traditional name: 2-ethyl-5-(3-sulfonatophenyl)-1,2-oxazol-2-ium
• Synonyms: 2-Ethyl-5-phenylisoxazolium-3′-sulfonate; Woodward’s reagent K; Woodward's Reagent K; NEPIS; N-ETHYL-5-PHENYLISOXAZOLIUM-3'-SULFONATE; Woodwards reagent K; 2-Ethyl-5-phenylisoxazolium-3′-sulfonate; 2-乙基-5-苯基异噁唑-3′-磺酸盐; 伍德沃德试剂 K; 伍德沃德试剂 K; 2-乙基-5-苯基异噁唑-3'-磺酸盐

Database IDs

• CAS Number: 4156-16-5
• EC Number: 223-988-7
• MDL Number: MFCD00012128
• Beilstein Number: 4149224
• PubChem SID: 24890154; 162090642; 24894560
• PubChem CID: 77804

CALCULATED PROPERTIES

• Acid pKa: -2.3143146
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 0.1675258
• LogD (pH = 7.4): 0.16752581
• Log P: -1.9686742
• Molar Refractivity: 84.0678 cm^3
• Polarizability: 25.636133 Å^3
• Polar Surface Area: 74.22 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 216-219 °C (dec.); 220 °C (dec.)(lit.)

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302

Product Information

• Purity: ≥97.0% (T); 95%
• Grade: purum
• Empirical Formula (Hill Notation): C11H11NO4S

DETAILS

MP Biomedicals - 02151100

Crystalline
Purity: 95% min.
Used to modify carboxyl groups of enzymes, and as a condensing agent in peptide synthesis.

Sigma Aldrich - E45260

Packaging
1 g in glass bottle

Sigma Aldrich - 95440

Other Notes
Modification of carboxylic groups in enzymes1,2; Coupling reagent for peptide synthesis3,4

REFERENCES

• Biochemistry, 10: 3163 (1971).