1-hydroxy-1-oxo-3H-1$l^{5},2-benziodaoxol-3-one

• ChemBase ID: 87518
• Molecular Formular: C7H5IO4
• Molecular Mass: 280.01667
• Monoisotopic Mass: 279.92325664
• SMILES: [I]1(=O)(c2ccccc2C(=O)O1)O
• Canonical SMILES: O=C1O[I](=O)(c2c1cccc2)O
• InChI: InChI=1S/C7H5IO4/c9-7-5-3-1-2-4-6(5)8(10,11)12-7/h1-4H,(H,10,11)
• InChIKey: CQMJEZQEVXQEJB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-hydroxy-1-oxo-3H-1$l^{5},2-benziodaoxol-3-one; 1-hydroxy-1-oxo-3H-1λ^5,2-benziodaoxol-3-one
• IUPAC Traditional name: 2-iodoxybenzoic acid
• Synonyms: IBX; 1,3-Dihydro-1,3-dioxo-1-hydroxy-1,2-benziodoxole; 1-Hydroxy-1,2-benziodoxol-3(1H)-one 1-oxide 97%; SIBX; Stabilized IBX; 2-Iodoxybenzoic acid; 1-hydroxy-1λ^5,2-benziodoxol-1,3-dione; 1-hydroxy-1λ^3,2-benziodoxol-3(1H)-one 1-oxide; 2-Iodoxybenzoic acid; 1-HYDROXY-1,2-BENZIODOXOL-3(1H)-ONE 1-OXIDE; 2-碘酰苯甲酸; 2-碘酰基苯甲酸

Database IDs

• CAS Number: 61717-82-6
• MDL Number: MFCD02912492
• PubChem SID: 24884529; 162074558
• PubChem CID: 339496
• CHEBI ID: 52701
• CHEMBL: 118857
• Chemspider ID: 300947
• Wikipedia Title: 2-Iodoxybenzoic_acid

CALCULATED PROPERTIES

• Acid pKa: 3.0058634
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.20854378
• LogD (pH = 7.4): -0.03207346
• Log P: 2.3401935
• Molar Refractivity: 49.7566 cm^3
• Polarizability: 20.539135 Å^3
• Polar Surface Area: 63.6 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 250(dec.)°C

Safety Information

• Storage Warning: Corrosive/Harmful/Light Sensitive/Moisture Sensitive/Store under Argon
• European Hazard Symbols: Corrosive (C)
• UN Number: 1759
• German water hazard class: 3
• Hazard Class: 8
• Packing Group: 2
• Risk Statements: 1-35-37; R22 R34 R44
• Safety Statements: 26-35-36/37/39-45
• GHS Pictograms: GHS05; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H314-H335
• GHS Precautionary statements: P261-P280-P305 + P351 + P338-P310
• Personal Protective Equipment: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 1759 8/PG 2

Product Information

• Purity: 98%
• Concentration: 45 wt. % (IBX)
• Contains: stabilizer
• Empirical Formula (Hill Notation): C7H5IO4

DETAILS

Sigma Aldrich - 661384

Application
A stabilized formulation of IBX (SIBX) that displays none of the explosive properties of IBX, while maintaining excellent reactivity and selectivity.1
Reagent used to oxidize Fmoc-protected amino alcohols to the corresponding amino aldehydes in the presence of DMSO.
Stabilized 2-Iodoxybenzoic Acid (SIBX)
Other Notes
The material is stabilized with benzoic acid and isophthalic acid
Packaging
1, 10, 50 g in glass bottle