1-Hydroxy-1,2-benziodoxol-3(1H)-one 1-oxide

Base Information

• Chemical Name: 1-Hydroxy-1,2-benziodoxol-3(1H)-one 1-oxide
• CAS No.: 61717-82-6
• Molecular Formula: C7H5IO4
• Molecular Weight: 280.019
• Hs Code.: 29163990
• European Community (EC) Number: 629-407-7
• NSC Number: 366248
• UNII: 3K0C43POH0
• DSSTox Substance ID: DTXSID00210723
• Nikkaji Number: J825.728K
• Wikidata: Q1082890
• Metabolomics Workbench ID: 58352
• ChEMBL ID: CHEMBL118857
• Mol file: 61717-82-6.mol

Synonyms:2-iodoxybenzoic acid;2-iodylbenzoate;benziodoxole;IBX cpd;o-iodoxybenzoic acid;ortho-iodoxybenzoic acid

Chemical Property of 1-Hydroxy-1,2-benziodoxol-3(1H)-one 1-oxide

Chemical Property:

• Appearance/Colour: White to off-white powder, prills or agglomerates
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 280 °C
• Refractive Index: 1.675
• Boiling Point: 331.824°C at 760 mmHg
• Flash Point: 154.482°C
• PSA: 71.44000
• Density: 2.058g/cm³
• LogP: 1.75180
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 279.92326
• Heavy Atom Count: 12
• Complexity: 262

Purity/Quality:

99% ^*data from raw suppliers

2-Iodoxybenzoic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C, Xi, Xn
• Hazard Codes: C,Xi,Xn
• Statements: 22-34-44-42/43-36/37/38-20/21/22-37-35-1
• Safety Statements: 26-36/37/39-45-22-35

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=O)OI2(=O)O
• Uses: 2-Iodoxybenzoic Acid is used in the oxidation of alcohols in organic synthesis. It is also frequently used in the preparation of Dess-Martin periodinane. Stabilized 2-Iodoxybenzoic Acid (SIBX)

Technology Process of 1-Hydroxy-1,2-benziodoxol-3(1H)-one 1-oxide

There total 16 articles about 1-Hydroxy-1,2-benziodoxol-3(1H)-one 1-oxide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.04%

2-Iodobenzoic acid (88-67-5) → 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione (61717-82-6)

Guidance literature:

With potassium hydrogensulfate; In sulfolane; water; at 50 - 95 ℃; for 6h; Reagent/catalyst; Solvent; Temperature;

Reference yield: 85.0%

o-iodosobenzoic acid (304-91-6) → 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione (61717-82-6)

Guidance literature:

With oxone; In water; at 70 ℃; for 3h;

DOI:10.1055/s-0030-1259525

Reference yield: 53.0%

1-hydroxy-1,2-benzodioxol-3-(1H)-one (131-62-4) → 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione (61717-82-6)

Guidance literature:

With Oxone; In water; at 70 ℃; for 4h; chemoselective reaction;

DOI:10.1039/c5ob02659h

upstream raw materials:

2-Iodobenzoic acid

1-Methoxy-1-oxo-1H-1λ⁵-benzo[d][1,2]iodoxol-3-one

1-Ethoxy-1-oxo-1H-1λ⁵-benzo[d][1,2]iodoxol-3-one

isopropyl 2-iodoxybenzoate

Downstream raw materials:

Dess-Martin periodane

2-(3-nitrophenyl)acetaldehyde

ethyl 2-iodobenzoate

methane-1,1-diylbis(2-iodobenzoate)

Refernces

• 1、 Frigerio, Marco,Santagostino, Marco,Sputore, Simona. "A User-Friendly Entry to 2-Iodoxybenzoic Acid (IBX)". . p. 4537 - 4538. Retrieved 1999.
• 2、 -. "SCALEABLE PREPARATION OF POLYKETIDES". Paragraph 0315. . Retrieved 2021/02/12.
• 3、 -. "METHOD FOR PRODUCING HYPERVALENT IODINE COMPOUND USING HYPOCHLORITE". Paragraph 0033-0035. . Retrieved 2020/10/03.