2-Iodo-3-methoxypyridine

Base Information

• Chemical Name: 2-Iodo-3-methoxypyridine
• CAS No.: 93560-55-5
• Molecular Formula: C6H6 I N O
• Molecular Weight: 235.024
• DSSTox Substance ID: DTXSID20355761
• Nikkaji Number: J1.660.035K
• Wikidata: Q72483821
• Mol file: 93560-55-5.mol

Synonyms:2-iodo-3-methoxypyridine;93560-55-5;2-IODO-3-METHOXY-PYRIDINE;SCHEMBL531517;DTXSID20355761;NJFRZBAZMPWJKQ-UHFFFAOYSA-N;MFCD00234181;AKOS015853951;AB05182;AC-27947;CS-15882;CS-0063167;FT-0642249;D73279;EN300-646089;A844632;J-509706;F0001-2251

Chemical Property of 2-Iodo-3-methoxypyridine

Chemical Property:

• Vapor Pressure: 0.0109mmHg at 25°C
• Melting Point: 57-61°C
• Refractive Index: 1.598
• Boiling Point: 271.2°Cat760mmHg
• Flash Point: 117.8°C
• PSA: 22.12000
• Density: 1.825g/cm³
• LogP: 1.69480
• Sensitive.: Light Sensitive
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 234.94941
• Heavy Atom Count: 9
• Complexity: 89.1

Purity/Quality:

99% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s): R36/37/38:Irritating to eyes, respiratory system and skin.
• Hazard Codes: R36/37/38:Irritating to eyes, respiratory system and skin.
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(N=CC=C1)I

Technology Process of 2-Iodo-3-methoxypyridine

There total 8 articles about 2-Iodo-3-methoxypyridine 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: 85.0%

3-methoxypyridine (7295-76-3,1232006-42-6) → 2-iodo-3-methoxy-pyridine (93560-55-5) + 4-iodo-3-methoxypyridine (1331850-50-0)

Guidance literature:

With dichloro(N,N,N’,N‘-tetramethylethylenediamine)zinc; 2,2,6,6-tetramethylpiperidinyl-lithium; In tetrahydrofuran; at 20 ℃; for 2h;

DOI:10.1016/j.tet.2016.08.056

Reference yield: 85.0%

3-methoxypyridine (7295-76-3,1232006-42-6) → 2-iodo-3-methoxy-pyridine (93560-55-5) + 4-iodo-3-methoxypyridine (1331850-50-0) + 2,4-diiodo-3-methoxypyridine

Guidance literature:

3-methoxypyridine; With 2,2,6,6-tetramethyl-piperidine; n-butyllithium; zinc dichloro(N,N,N′,N′-tetramethylethylenediamine); In tetrahydrofuran; hexane; at 20 ℃; for 2h; Inert atmosphere;

With iodine; In tetrahydrofuran; hexane; at 20 ℃; Concentration; Temperature; Time; regioselective reaction; Inert atmosphere;

DOI:10.1016/j.tet.2016.03.022

Reference yield: 85.0%

2-iodo-3-hydroxypyridine (40263-57-8) + methyl iodide (74-88-4) → 2-iodo-3-methoxy-pyridine (93560-55-5)

Guidance literature:

With sodium methylate; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 15h;

DOI:10.1016/S0040-4020(01)01142-5

upstream raw materials:

2-iodo-3-hydroxypyridine

phenyltrimethylammonium chloride

methyl iodide

3-methoxypyridine

Downstream raw materials:

2-iodo-3-methoxypyridin-4-ol

3-methoxy-pyridine-2-carbonitrile

C₁₁H₁₅NOSi

C₁₈H₁₃NO₃

Refernces

• 1、 Hedidi, Madani,Bentabed-Ababsa, Ghenia,Derdour, A?cha,Halauko, Yury S.,Ivashkevich, Oleg A.,Matulis, Vadim E.,Chevallier, Floris,Roisnel, Thierry,Dorcet, Vincent,Mongin, Florence. "Deprotometalation of substituted pyridines and regioselectivity-computed CH acidity relationships". . p. 2196 - 2205. Retrieved 2016/04/09.
• 2、 Yoshimura, Akira,Banek, Christopher T.,Yusubov, Mekhman S.,Nemykin, Victor N.,Zhdankin, Viktor V.. "Preparation, X-ray structure, and reactivity of 2-iodylpyridines: Recyclable hypervalent iodine(V) reagents". experimental part. p. 3812 - 3819. Retrieved 2011/07/08.