3,5-Diiodosalicylic acid

Base Information

• Chemical Name: 3,5-Diiodosalicylic acid
• CAS No.: 133-91-5
• Molecular Formula: C7H4I2O3
• Molecular Weight: 389.916
• Hs Code.: 29182990
• European Community (EC) Number: 205-124-0
• NSC Number: 6303
• UNII: 1496OH15B6
• DSSTox Substance ID: DTXSID3059636
• Nikkaji Number: J54.308J
• Wikidata: Q223023
• Metabolomics Workbench ID: 149108
• ChEMBL ID: CHEMBL1232243
• Mol file: 133-91-5.mol

Synonyms:3,5-diiodosalicylic acid;3,5-diiodosalicylic acid, disodium salt;3,5-diiodosalicylic acid, lithium salt;3,5-diiodosalicylic acid, monolithium salt;3,5-diiodosalicylic acid, monosodium salt;lithium di-iodosalicylate;lithium diiodosalicilate;lithium diiodosalicylate

Chemical Property of 3,5-Diiodosalicylic acid

Chemical Property:

• Appearance/Colour: Off-white to beige or grey powder
• Vapor Pressure: 1.77E-06mmHg at 25°C
• Melting Point: 220-230 °C (dec.)(lit.)
• Boiling Point: 380.8 °C at 760 mmHg
• PKA: 2.07±0.14(Predicted)
• Flash Point: 184.1 °C
• PSA: 57.53000
• Density: 2.697 g/cm³
• LogP: 2.29960
• Storage Temp.: -20°C
• Sensitive.: Light Sensitive
• Solubility.: 0.192g/l
• Water Solubility.: 0.02 g/100mL (25 ºC)
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 389.82499
• Heavy Atom Count: 12
• Complexity: 186

Purity/Quality:

99% ^*data from raw suppliers

3,5-Diiodosalicylic acid 99+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37/38-22
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=C(C(=C1C(=O)O)O)I)I
• Uses: 3,5-Diiodosalicylic Acid is an metabolite of Aspirin (A187780), an anti-inflammatory, anti-platelet and cancer-preventive agent. 3,5-Diiodosalicylic Acid was shown to exhibit agonist activity at GPR35 , a orphan G protein coupled receptor. 3,5-Diiodosalicylic Acid is an metabolite of Aspirin (A187780), an anti-inflammatory, anti-platelet and cancer-preventive agent. 3,5-Diiodosalicylic Acid was shown to exhibit agonist activity at GPR35, a orphan G protein coupled receptor.

Technology Process of 3,5-Diiodosalicylic acid

There total 24 articles about 3,5-Diiodosalicylic 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: 95.9%

salicylic acid (69-72-7,25496-36-0,8052-31-1) → 3,5-diiodosalicylic acid (133-91-5)

Guidance literature:

With dihydrogen peroxide; iodine; trichloroacetic acid; In methanol; at 45 - 66 ℃; for 6h;

Reference yield:

3,5-diodosalicylaldehyde (2631-77-8) → 3,5-diiodosalicylic acid (133-91-5)

Guidance literature:

With permanganate(VII) ion; acetone;

Reference yield:

2-hydroxy-5-iodobenzoic acid (119-30-2) → 3,5-diiodosalicylic acid (133-91-5)

Guidance literature:

upstream raw materials:

3,5-diodosalicylaldehyde

2-hydroxy-5-iodobenzoic acid

2-hydroxy-3-iodobenzoic acid

silver salicylate

Downstream raw materials:

2-Hydroxy-3,5-diiodo-N-(4-phenylsulfanyl-phenyl)-benzamide

3,5-Diiodo-4'-amino-3'-nitrosalicylanilide

2-Hydroxy-3,5-diiodo-N-(4-p-tolylsulfanyl-phenyl)-benzamide

2-Hydroxy-3,5-diiodo-N-(4-iodo-2-methyl-phenyl)-benzamide

Refernces

• 1、 Misal, Balu,Palav, Amey,Ganwir, Prerna,Chaturbhuj, Ganesh. "Sulfated polyborate-H2O assisted tunable activation of N-iodosuccinimide for expeditious mono and diiodination of arenes". supporting information. . Retrieved 2021/05/26.
• 2、 Wu, Yong-Qi,Lu, Hai-Jia,Zhao, Wen-Ting,Zhao, Hong-Yi,Lin, Zi-Yun,Zhang, Dong-Feng,Huang, Hai-Hong. "A convenient and efficient H2SO4-promoted regioselective monobromination of phenol derivatives using N-bromosuccinimide". supporting information. p. 813 - 822. Retrieved 2020/02/15.