3H-2,1λ6-benzoxathiole-1,1,3-trione

• ChemBase ID: 85806
• Molecular Formular: C7H4O4S
• Molecular Mass: 184.16926
• Monoisotopic Mass: 183.98302961
• SMILES: S1(=O)(=O)OC(=O)c2c1cccc2
• Canonical SMILES: O=C1OS(=O)(=O)c2c1cccc2
• InChI: InChI=1S/C7H4O4S/c8-7-5-3-1-2-4-6(5)12(9,10)11-7/h1-4H
• InChIKey: NCYNKWQXFADUOZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3H-2,1λ^6-benzoxathiole-1,1,3-trione; 3H-2,1$l^{6}-benzoxathiole-1,1,3-trione
• IUPAC Traditional name: 2,1λ^6-benzoxathiole-1,1,3-trione; 2,1$l^{6}-benzoxathiole-1,1,3-trione
• Synonyms: 2-Sulfobenzoic anhydride; 2-Sulfobenzoic acid cyclic anhydride; 1,3-dihydro-2,1lambda~6~-benzoxathiole-1,1,3-trione; 2-Sulfobenzoic acid cyclic anhydride; SBAA; 2,1-Benzoxathiol-3-one-1,1-dioxide; o-SULFOBENZOIC ACID cyclic-ANHYDRIDE; 3H-Benzo[c][1,2]oxathiol-3-one 1,1-dioxide; 2-Sulfobenzoic anhydride; 2-磺酸苯甲酸酐

Database IDs

• CAS Number: 81-08-3; 81-80-3
• EC Number: 201-322-6
• MDL Number: MFCD00005879
• Beilstein Number: 139893
• PubChem SID: 162072922; 24851504; 24888535
• PubChem CID: 65729

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 1.1779741
• LogD (pH = 7.4): 1.1779741
• Log P: 1.1779741
• Molar Refractivity: 40.4445 cm^3
• Polarizability: 16.42881 Å^3
• Polar Surface Area: 60.44 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 116-124 °C; ca 120°C
• Boiling Point: 184-186 °C/18 mmHg(lit.); 184-186°C/18mm

Safety Information

• Storage Warning: Moisture Sensitive
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-37
• TSCA Listed: 是
• 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: ~85%; ≥95.0% (T); 90%; 94%; 95+%
• Grade: PRACTICAL; technical; technical grade
• Empirical Formula (Hill Notation): C7H4O4S

DETAILS

MP Biomedicals - 02152090

Practical Grade
Purity: ~85%
Modifies the ε-amino group of lysyl residues in proteins by acylation.

Sigma Aldrich - 86130

Other Notes
Modifies the ε-amino function of lysyl residues in proteins by acylation1

Sigma Aldrich - 191698

Packaging
25, 100 g in glass bottle

REFERENCES

• Bagree, A., et al., FEBS Lett., 120: 275, (1980).