6-Iodopyridin-3-ol

Base Information

• Chemical Name: 6-Iodopyridin-3-ol
• CAS No.: 129034-38-4
• Molecular Formula: C5H4INO
• Molecular Weight: 220.997
• Hs Code.: 2933399090
• European Community (EC) Number: 886-520-6
• DSSTox Substance ID: DTXSID30453888
• Nikkaji Number: J338.583C
• Wikidata: Q72483660
• Mol file: 129034-38-4.mol

Synonyms:6-iodopyridin-3-ol;129034-38-4;5-Hydroxy-2-iodopyridine;2-Iodo-5-hydroxypyridine;3-Pyridinol, 6-iodo-;MFCD09260905;6-iodo-3-pyridinol;6-iodo-pyridin-3-ol;3-hydroxy-6-iodopyridine;2-iodo-5-hydroxy-pyridine;SCHEMBL2141400;DTXSID30453888;UVNPCRNIHOCXEA-UHFFFAOYSA-N;AKOS000320326;AB50021;AC-28207;AS-30208;SY021948;A2691;AM20120564;CS-0112297;FT-0645435;J-005643;J-006596;Z1269183606

Chemical Property of 6-Iodopyridin-3-ol

Chemical Property:

• Appearance/Colour: Off-white powder
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 149-151 °C
• Refractive Index: 1.683
• Boiling Point: 399.681 °C at 760 mmHg
• PKA: 8.79±0.10(Predicted)
• Flash Point: 195.52 °C
• PSA: 33.12000
• Density: 2.142 g/cm³
• LogP: 1.39180
• Storage Temp.: 2-8°C(protect from light)
• Solubility.: Acetone (Slightly), DMSO (Slightly)
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 220.93376
• Heavy Atom Count: 8
• Complexity: 78.8

Purity/Quality:

99.0% ^*data from raw suppliers

5-Hydroxy-2-iodopyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=NC=C1O)I
• Uses: 5-Hydroxy-2-iodopyridine (cas# 129034-38-4) is a compound useful in organic synthesis.

Technology Process of 6-Iodopyridin-3-ol

There total 7 articles about 6-Iodopyridin-3-ol 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: 83.0%

5-<oxy>-2-iodopyridine → 5-hydroxy-2-iodopyridine (129034-38-4)

Guidance literature:

With tetrabutyl ammonium fluoride; hydrogen; In tetrahydrofuran; at 0 - 20 ℃; for 2h;

Reference yield: 75.0%

3-HYDROXYPYRIDINE (109-00-2) → 5-hydroxy-2-iodopyridine (129034-38-4)

Guidance literature:

With sodium hydroxide; sodium hypochlorite; sodium iodide; In methanol; at 0 - 2 ℃; for 1h;

DOI:10.1021/jo00305a026

Reference yield:

3-HYDROXYPYRIDINE (109-00-2) → 2-iodo-3-hydroxypyridine (40263-57-8) + 2,6-diiodo-3-hydroxypyridine (14764-90-0) + 5-hydroxy-2-iodopyridine (129034-38-4)

Guidance literature:

With iodine; potassium carbonate; Yield given. Multistep reaction. Yields of byproduct given; 1) DMF, 60 deg C; 2) DMF;

DOI:10.1021/jo970062g

upstream raw materials:

3-HYDROXYPYRIDINE

6-bromo-pyridin-3-ol

2-bromo-5-[(tert-butyldimethylsilyl)oxy]pyridine

Downstream raw materials:

5-hydroxy-N-(phenylmethyl)-2-pyridinecarboxamide

4-[(5-hydroxy-2-pyridinyl)sulfonyl]benzonitrile

C₅₂H₇₆N₂O₄

4-[(5-hydroxy-2-pyridinyl)thio]benzonitrile

Refernces

• 1、 -. "BRM TARGETING COMPOUNDS AND ASSOCIATED METHODS OF USE". . . Retrieved 2019/10/23.
• 2、 Seton, Alison W.,Stevens, Malcolm F. G.,Westwell, Andrew D.. "A revised synthesis of the antitumour antibiotic L-azatyrosine via 2-iodo-5-methoxypyridine". . p. 546 - 548. Retrieved 2007/10/03.