(5-IODO-PYRIDIN-3-YL)-METHANOL

Base Information

• Chemical Name: (5-IODO-PYRIDIN-3-YL)-METHANOL
• CAS No.: 72299-58-2
• Molecular Formula: C₆H₆INO
• Molecular Weight: 235.024
• Mol file: 72299-58-2.mol

Synonyms:5-Iodo-3-pyridylcarbinol

Chemical Property of (5-IODO-PYRIDIN-3-YL)-METHANOL

Chemical Property:

• Vapor Pressure: 5.45E-05mmHg at 25°C
• Refractive Index: 1.658
• Boiling Point: 333.3°C at 760 mmHg
• PKA: 13.32±0.10(Predicted)
• Flash Point: 155.4°C
• PSA: 33.12000
• Density: 1.982g/cm³
• LogP: 1.17850

Purity/Quality:

98%Min ^*data from raw suppliers

(5-Iodo-pyridin-3-yl)-methanol Aldrich ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 41
• Safety Statements: 39

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (5-IODO-PYRIDIN-3-YL)-METHANOL

There total 2 articles about (5-IODO-PYRIDIN-3-YL)-METHANOL 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: 79.0%

(5-bromopyridin-3-yl)methanol (37669-64-0) → (5-iodopyridin-3-yl)methanol (72299-58-2)

Guidance literature:

With copper(l) iodide; sodium iodide; N,N`-dimethylethylenediamine; In 1,4-dioxane; at 110 ℃; for 24h; Schlenk technique; Inert atmosphere;

DOI:10.1002/ejoc.202101279

Reference yield:

5-bromo-3-pyridine carboxylic acid methyl ester (29681-44-5) → (5-iodopyridin-3-yl)methanol (72299-58-2)

Guidance literature:

Multi-step reaction with 2 steps

1: lithium aluminium tetrahydride / tetrahydrofuran / 1.33 h / -78 °C / Inert atmosphere

2: N,N`-dimethylethylenediamine; sodium iodide; copper(l) iodide / 1,4-dioxane / 24 h / 110 °C / Schlenk technique; Inert atmosphere

With copper(l) iodide; lithium aluminium tetrahydride; sodium iodide; N,N`-dimethylethylenediamine; In tetrahydrofuran; 1,4-dioxane;

DOI:10.1002/ejoc.202101279

upstream raw materials:

(5-bromopyridin-3-yl)methanol

5-bromo-3-pyridine carboxylic acid methyl ester

Refernces

• 1、 Breinbauer, Rolf,Grimm, Sebastian,Schreiner, Till,Trobe, Melanie,Vareka, Martin,W?lfl, Bernhard. "A Modular Synthesis of Teraryl-Based α-Helix Mimetics, Part 5: A Complete Set of Pyridine Boronic Acid Pinacol Esters Featuring Side Chains of Proteinogenic Amino Acids". supporting information. . Retrieved 2022/03/02.