4-Hydroxy-3,5-diiodophenylacetic acid

Base Information

• Chemical Name: 4-Hydroxy-3,5-diiodophenylacetic acid
• CAS No.: 1948-39-6
• Molecular Formula: C8H6I2O3
• Molecular Weight: 403.943
• Hs Code.: 2918290000
• European Community (EC) Number: 217-753-8
• DSSTox Substance ID: DTXSID60173128
• Nikkaji Number: J199.765C
• Wikidata: Q72483742
• Mol file: 1948-39-6.mol

Synonyms:4-hydroxy-3,5-diiodophenylacetic acid;OHDIP

Chemical Property of 4-Hydroxy-3,5-diiodophenylacetic acid

Chemical Property:

• Vapor Pressure: 3.87E-06mmHg at 25°C
• Melting Point: 217.5-219.5 °C(Solv: acetone (67-64-1); water (7732-18-5))
• Refractive Index: 1.751
• Boiling Point: 370.3 °C at 760 mmHg
• PKA: 4.20±0.10(Predicted)
• Flash Point: 177.8 °C
• PSA: 57.53000
• Density: 2.533 g/cm³
• LogP: 2.22850
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 403.84064
• Heavy Atom Count: 13
• Complexity: 186

Purity/Quality:

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

3,5-Diiodo-4-hydroxyphenylaceticAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=C(C(=C1I)O)I)CC(=O)O
• Uses: 3,5-Diiodo-4-hydroxyphenylacetic acid is an impurity of Thyroxine (T425600).

Technology Process of 4-Hydroxy-3,5-diiodophenylacetic acid

There total 2 articles about 4-Hydroxy-3,5-diiodophenylacetic 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: 94.2%

4-hydroxyphenylacetate (156-38-7) → (4-hydroxy-3,5-diiodophenyl)acetic acid (1948-39-6)

Guidance literature:

With N-iodo-succinimide; In water; acetonitrile; at 25 - 30 ℃; for 0.333333h;

DOI:10.1016/j.tetlet.2021.153154

Reference yield:

→ (4-hydroxy-3,5-diiodophenyl)acetic acid (1948-39-6)

Guidance literature:

TETRAC-Pyrophosphat-Komplex, HCl;

Reference yield: 59.0%

methanol (67-56-1) + (4-hydroxy-3,5-diiodophenyl)acetic acid (1948-39-6) → methyl 2-(4-hydroxy-3,5-diiodophenyl)acetate (56460-36-7)

Guidance literature:

With thionyl chloride; for 24h; Inert atmosphere; Reflux;

DOI:10.1016/j.bmcl.2016.06.064

upstream raw materials:

4-hydroxyphenylacetate

Downstream raw materials:

(4-hydroxy-3,5-diiodo-phenyl)-acetic acid amide

4-Hydroxy-3,5-diiod-phenylessigsaeure-(2,4,5-trichlor-phenylester)

methyl 2-(4-hydroxy-3,5-diiodophenyl)acetate

2-(4-(4-hydroxyphenoxy)-3,5-diiodophenyl)acetic acid

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