Search Thermo Fisher Scientific
Element Search
Structure Search
Thermo Scientific Chemicals
2-Iodosobenzoic acid, 97%, Thermo Scientific Chemicals
Have Questions?
Change view
Catalog number L15606.03
also known as L15606-03
Price (USD)/ Each
28.20
-
Quantity:
1 g
Price (USD)/ Each
28.20
2-Iodosobenzoic acid, 97%, Thermo Scientific Chemicals
Catalog numberL15606.03
Price (USD)/ Each
28.20
-
Chemical Identifiers
CAS304-91-6
IUPAC Name2-iodosylbenzoic acid
Molecular FormulaC7H5IO3
InChI KeyIFPHDUVGLXEIOQ-UHFFFAOYSA-N
SMILESOC(=O)C1=CC=CC=C1[I]=O
View more
Specifications
Specification Sheet
Specification SheetAppearance (Color)White to cream
FormPowder
Assay (Aqueous acid-base Titration)≥96.0 to ≤104.0%
Assay (Iodometric Titration)≥96.0 to ≤104.0%
1-Organosulfonyloxy-1, 2-benziodoxol-3-(1H)-ones (3, 4, 5) can be prepared in one step from 2-iodosobenzoic acid and the corresponding sulfonic acids. 2-carboxydiphenyliodonium salts was prepared by the acid-catalyzed condensation of 2-iodosobenzoic acid with benzene, mesitylene, and cyclohexylbenzene.
This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.
Applications
1-Organosulfonyloxy-1, 2-benziodoxol-3-(1H)-ones (3, 4, 5) can be prepared in one step from 2-iodosobenzoic acid and the corresponding sulfonic acids. 2-carboxydiphenyliodonium salts was prepared by the acid-catalyzed condensation of 2-iodosobenzoic acid with benzene, mesitylene, and cyclohexylbenzene.
Solubility
Insoluble in water.
Notes
Light Sensitive. Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Store away from strong oxidizing agents, light.
1-Organosulfonyloxy-1, 2-benziodoxol-3-(1H)-ones (3, 4, 5) can be prepared in one step from 2-iodosobenzoic acid and the corresponding sulfonic acids. 2-carboxydiphenyliodonium salts was prepared by the acid-catalyzed condensation of 2-iodosobenzoic acid with benzene, mesitylene, and cyclohexylbenzene.
Solubility
Insoluble in water.
Notes
Light Sensitive. Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Store away from strong oxidizing agents, light.
RUO – Research Use Only
General References:
- Tom Waters et. al. Experimental determination of the gas phase proton affinities of the conjugate base anions of 2-iodoxybenzoic acid (IBX) and 2-iodosobenzoic acid (IBA). Organic & Biomolecular Chemistry. 2008, 6 (14), 2530-2533.
- Viktor V. Zhdankin,; Chris J. Kuehl,; Jason T. Bolz,; Mark S. Formaneck,; Angela J. Simonsen. Preparation and chemistry of 1-organosulfonyloxy-1,2-benziodoxol-3-(1H)-ones: First example of a stable adduct of 2-iodosobenzoic acid with strong acid. Tetrahedron Letters. 1994, 35 (40), 7323-7326.
- Probably exists as the cyclized form 1-Hydroxy-1,1-dihydro-1,2-benzodioxol-3(1H)-one; CAS registry no. [161-62-4].
- Reagent for ɑ-hydroxylation of ketones; the by-product benzoic acid is easily removed by base extraction: Tetrahedron Lett., 25, 691 (1984). For an example, see: Org. Synth. Coll., 7, 263 (1990).
- Catalyst for cleavage of toxic phosphates and reactive esters: Tetrahedron Lett., 28, 251 (1987); J. Am. Chem. Soc., 108, 788 (1986); 116, 4471 (1994).
- For a review of polyvalent iodine compounds, see: Chem. Rev., 96, 1123 (1996).