2-Iodosobenzoic acid

Base Information

• Chemical Name: 2-Iodosobenzoic acid
• CAS No.: 304-91-6
• Molecular Formula: C7H5IO3
• Molecular Weight: 264.019
• Hs Code.: 29163990
• European Community (EC) Number: 206-159-4
• NSC Number: 34548
• UNII: NVC3RT6T4K
• DSSTox Substance ID: DTXSID8075382
• Nikkaji Number: J96.188D
• Wikidata: Q27123560
• Metabolomics Workbench ID: 58349
• Mol file: 304-91-6.mol

Synonyms:2-iodosobenzoate;2-iodosobenzoic acid;ortho-iodosobenzoate;ortho-iodosobenzoic acid

Chemical Property of 2-Iodosobenzoic acid

Chemical Property:

• Melting Point: 230 °C (dec.)(lit.)
• PKA: 2.84±0.36(Predicted)
• PSA: 54.37000
• LogP: 1.87060
• Storage Temp.: −20°C
• Sensitive.: Light Sensitive
• Water Solubility.: Insoluble in water.
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 263.92834
• Heavy Atom Count: 11
• Complexity: 169

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Iodosobenzoic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Benzoic Acid Derivatives
• Canonical SMILES: C1=CC=C(C(=C1)C(=O)O)I=O
• Uses: 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.

Technology Process of 2-Iodosobenzoic acid

There total 19 articles about 2-Iodosobenzoic acid 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: 98.0%

2-Iodobenzoic acid (88-67-5) → o-iodosobenzoic acid (304-91-6)

Guidance literature:

With sodium periodate; acetic acid; In water; for 4h; Reflux;

DOI:10.1021/acs.joc.9b00050

Reference yield: 96.6%

N-[(1R)-2-[1,1'-biphenyl]-4-yl-1-(hydroxymethyl)ethyl]carbamic acid tert-butyl ester (1426129-50-1) → o-iodosobenzoic acid (304-91-6) + (R)-α-<<(1,1-dimethylethoxy)carbonyl>amino><1,1'-biphenyl>-4-propanal (149709-58-0)

Guidance literature:

With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In 1,2-dimethoxyethane; at 75 - 85 ℃; for 1h; Temperature; Solvent; Industrial scale;

Reference yield: 85.0%

(3R,3aR,6S,6aS)-(9H-fluoren-9-yl)methyl 6-chloro-3-hydroxytetrahydro-2H-furo[3,2-b]pyrrole-4(5H)-carboxylate (1001548-05-5) → (3R,3aR,6S,6aS)-(9H-fluoren-9-yl)methyl 6-chloro-3-oxotetrahydro-2H-furo[3,2-b]pyrrole-4(5H)-carboxylate + o-iodosobenzoic acid (304-91-6)

Guidance literature:

With Dess-Martin periodane; In dichloromethane; for 19h;

upstream raw materials:

2-Iodobenzoic acid

2-iodobenzaldehyde

2-dichloroiodanyl-benzoic acid ethyl ester

peracetic acid

Downstream raw materials:

2-Iodobenzoic acid

2-<4-Cyclohexyl-phenyljodonio>-benzoat

1-azido-1λ³-benzo[d][1,2]iodaoxol-3(1H)-one

2-iodoxybenzoic acid

Refernces

• 1、 Amos, Stephanie G. E.,Nicolai, Stefano,Gagnebin, Alec,Le Vaillant, Franck,Waser, Jerome. "Metal-Free Electrophilic Alkynylation of Sulfenate Anions with Ethynylbenziodoxolone Reagents". . p. 3687 - 3701. Retrieved 2019/03/07.
• 2、 Soldatova, Natalia,Postnikov, Pavel,Troyan, Anna A.,Yoshimura, Akira,Yusubov, Mekhman S.,Zhdankin, Viktor V.. "Mild and efficient synthesis of iodylarenes using Oxone as oxidant". . p. 4254 - 4256. Retrieved 2016/08/25.