2-Iodo-3-methylpyridine

Base Information

• Chemical Name: 2-Iodo-3-methylpyridine
• CAS No.: 22282-58-2
• Molecular Formula: C6H6IN
• Molecular Weight: 219.025
• Hs Code.: 29333990
• Mol file: 22282-58-2.mol

Synonyms:3-Picoline,2-iodo- (8CI);2-Iodo-3-methylpyridine;3-Methyl-2-iodopyridine;NSC 363961;

Chemical Property of 2-Iodo-3-methylpyridine

Chemical Property:

• Vapor Pressure: 0.069mmHg at 25°C
• Refractive Index: 1.625
• Boiling Point: 237.412 °C at 760 mmHg
• PKA: 2.14±0.10(Predicted)
• Flash Point: 97.384 °C
• PSA: 12.89000
• Density: 1.81 g/cm³
• LogP: 1.99460
• Storage Temp.: 2-8°C
• Sensitive.: Light Sensitive

Purity/Quality:

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

2-Iodo-3-methylpyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 20/21/22-36/37/38-41-37/38-22
• Safety Statements: 26-36/37/39-39

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Iodo-3-methylpyridine

There total 2 articles about 2-Iodo-3-methylpyridine 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: 88.0%

2-bromo-3-picoline (3430-17-9) → 2-iodo-3-methyl-pyridine (22282-58-2)

Guidance literature:

2-bromo-3-picoline; With nBu₄ZnLi₂*TMEDA; In toluene; at 20 ℃; for 1h; Inert atmosphere;

With iodine; In tetrahydrofuran; toluene; at 20 ℃; for 1h; chemoselective reaction; Inert atmosphere;

DOI:10.1002/chem.201001664

Reference yield:

3-methylpyridin-2-yl trifluoromethanesulfonate (154447-02-6) → 2-iodo-3-methyl-pyridine (22282-58-2)

Guidance literature:

3-methylpyridin-2-yl trifluoromethanesulfonate; With hydrogenchloride; sodium iodide; In diethyl ether; toluene; at 20 - 40 ℃;

With sodium hydroxide; In diethyl ether; water; toluene; at 5 ℃; pH=10;

DOI:10.1021/jo900726f

Reference yield: 85.0%

sodium 4-methylbenzenesulfinate (824-79-3) + 2-iodo-3-methyl-pyridine (22282-58-2) → 3-methyl-2-(toluene-4-sulfonyl)-pyridine (1258786-30-9)

Guidance literature:

With iron(III) chloride; tetrabutyl-ammonium chloride; In water; dimethyl sulfoxide; at 140 ℃; for 20h; Inert atmosphere;

DOI:10.1055/s-0036-1591541

upstream raw materials:

3-methylpyridin-2-yl trifluoromethanesulfonate

2-bromo-3-picoline

Downstream raw materials:

C₂₆H₂₀ClN₅O₂

C₃₂H₂₆N₆O₃

C₃₀H₂₈N₆O₃

3-methyl-2-(toluene-4-sulfonyl)-pyridine

Refernces

• 1、 Iglesias, Manuel,Schuster, Oliver,Albrecht, Martin. "A new, mild one-pot synthesis of iodinated heterocycles as suitable precursors for N-heterocyclic carbene complexes". supporting information; experimental part. p. 5423 - 5425. Retrieved 2010/11/02.