2-Iodo-5-nitropyridine

Base Information

• Chemical Name: 2-Iodo-5-nitropyridine
• CAS No.: 28080-54-8
• Molecular Formula: C5H3IN2O2
• Molecular Weight: 249.996
• Hs Code.: 29333990
• European Community (EC) Number: 623-858-3
• DSSTox Substance ID: DTXSID60356090
• Nikkaji Number: J149.532A
• Wikidata: Q72484201
• Mol file: 28080-54-8.mol

Synonyms:2-Iodo-5-nitropyridine;28080-54-8;6-Iodo-3-nitropyridine;5-nitro-2-iodopyridine;2-iodanyl-5-nitro-pyridine;Pyridine, 2-iodo-5-nitro-;SCHEMBL725834;2-Iodo-5-nitropyridine, 97%;DTXSID60356090;SJXWHBQWFBHASX-UHFFFAOYSA-N;MFCD05863241;AKOS015891738;AC-23855;AS-57848;AM20080934;CS-0197110;FT-0655565;I0955;T72219;A819320;AK-249/40872388;J-016966

Chemical Property of 2-Iodo-5-nitropyridine

Chemical Property:

• Vapor Pressure: 0.00114mmHg at 25°C
• Melting Point: 163-168 °C(lit.)
• Refractive Index: 1.674
• Boiling Point: 309.867 °C at 760 mmHg
• PKA: -2.19±0.10(Predicted)
• Flash Point: 141.203 °C
• PSA: 58.71000
• Density: 2.145 g/cm³
• LogP: 2.11760
• Sensitive.: Light Sensitive
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 249.92392
• Heavy Atom Count: 10
• Complexity: 136

Purity/Quality:

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

2-Iodo-5-nitropyridine >98.0%(GC) ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=NC=C1[N+](=O)[O-])I

Technology Process of 2-Iodo-5-nitropyridine

There total 4 articles about 2-Iodo-5-nitropyridine 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: 74.0%

2-chloro-5-nitropyridine (4548-45-2) → 2-iodo-5-nitropyridine (28080-54-8)

Guidance literature:

With sodium iodide; In acetic acid; for 2h; Heating;

Reference yield: 56.0%

2-bromo-5-nitropyridine (4487-59-6) + ethanol (64-17-5) + L-proline (147-85-3,25191-13-3,37159-97-0,4305-67-3,4607-28-7) → 2-iodo-5-nitropyridine (28080-54-8) + ethyl 1-(5-nitropyridin-2-yl)pyrrolidine-2-carboxylate

Guidance literature:

With copper(I) oxide; potassium iodide; at 110 ℃; for 30h; Schlenk technique; Inert atmosphere; Sealed tube;

DOI:10.1016/j.cattod.2016.01.050

Reference yield:

5-nitro-pyridin-2-ylamine (4214-76-0,67476-67-9) → 2-iodo-5-nitropyridine (28080-54-8)

Guidance literature:

With water; acetic acid; potassium iodide; sodium nitrite;

DOI:10.1021/ja01216a045 DOI:10.1021/ja01237a018

upstream raw materials:

5-nitro-pyridin-2-ylamine

2-chloro-5-nitropyridine

2-bromo-5-nitropyridine

ethanol

Downstream raw materials:

2-methoxy-5-nitropyridine

5-nitro-2-hydroxypyridine

6-methoxy-pyridin-3-ylamine

5-nitro-2-propoxypyridine

Refernces

• 1、 Feng, Xiujuan,Li, Lingyu,Yu, Xiaoqiang,Yamamoto, Yoshinori,Bao, Ming. "Copper-catalyzed conversion of aryl and heteroaryl bromides into the corresponding iodide". . p. 129 - 132. Retrieved 2016/07/06.
• 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.