2-Iodo-4-nitrophenol

Base Information

• Chemical Name: 2-Iodo-4-nitrophenol
• CAS No.: 89487-91-2
• Molecular Formula: C6H4INO3
• Molecular Weight: 265.007
• Hs Code.: 2908999090
• European Community (EC) Number: 624-375-0
• NSC Number: 141347
• DSSTox Substance ID: DTXSID00301140
• Nikkaji Number: J338.590F
• Wikidata: Q82044756
• Mol file: 89487-91-2.mol

Synonyms:2-iodo-4-nitrophenol;89487-91-2;2-Iodo-4-nitro-phenol;Phenol, 2-iodo-4-nitro-;4-Hydroxy-3-iodonitrobenzene;4-nitro-iodophenol;NSC141347;4hydroxy-3-iodo-nitrobenzene;SCHEMBL482237;4-hydroxy-3-iodo-nitrobenzene;DTXSID00301140;BKQFOYCEUMVWOW-UHFFFAOYSA-N;MFCD01165664;AKOS005207513;NSC-141347;DS-12994;BB 0259467;CS-0186653;FT-0642126;Y11306;A843207;2-Iodo-4-nitrophenol, >=98.0%, >=98.0% (HPLC);F0243-0017

Chemical Property of 2-Iodo-4-nitrophenol

Chemical Property:

• Vapor Pressure: 0.000919mmHg at 25°C
• Melting Point: 89-94°C
• Refractive Index: 1.71
• Boiling Point: 294.5 °C at 760 mmHg
• Flash Point: 131.9 °C
• PSA: 66.05000
• Density: 2.176 g/cm³
• LogP: 2.42820
• Storage Temp.: 2-8°C
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 264.92359
• Heavy Atom Count: 11
• Complexity: 158

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=C(C=C1[N+](=O)[O-])I)O
• Uses: 2-Iodo-4-nitrophenol is used as a reactant in the preparation of iodophenols.

Technology Process of 2-Iodo-4-nitrophenol

There total 22 articles about 2-Iodo-4-nitrophenol 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: 98.0%

4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) → 2-iodo-4-nitrophenol (89487-91-2)

Guidance literature:

With ammonia; iodine; potassium iodide; In water; at 0 - 5 ℃;

DOI:10.1021/jo100495t

Reference yield: 77.0%

2-hydroxy-5-nitroaniline (99-57-0) → 2-iodo-4-nitrophenol (89487-91-2)

Guidance literature:

2-hydroxy-5-nitroaniline; With sulfuric acid; sodium nitrite; In water; dimethyl sulfoxide; at 0 ℃; for 1h; Inert atmosphere;

With potassium iodide; In water; dimethyl sulfoxide; at 20 ℃; for 12h; Inert atmosphere;

DOI:10.1248/cpb.c16-00237

Reference yield: 58.0%

2-hydroxy-5-nitrodiphenyliodonium ylide (72212-81-8) → 2-iodo-4-nitro-1-phenoxybenzene (66166-42-5) + 2-iodo-4-nitrophenol (89487-91-2)

Guidance literature:

With sodium methylate; In methanol; Inert atmosphere; Reflux;

DOI:10.1007/s11164-015-2373-y

upstream raw materials:

4-nitro-phenol

2-Iodophenol

2-iodo-4-nitroso-phenol

m-iodonitrobenzene

Downstream raw materials:

C₁₁H₈INO₃S

4-ethoxy-3-iodo-aniline

4-[(2,4-dichloro-5-methoxyphenyl)amino]-6-ethoxy-7-(4-hydroxybut-1-ynyl)-3-quinolinecarbonitrile

2-cyano-N-(2,4-dichloro-5-methoxyphenyl)-3-[(4-ethoxy-3-iodophenyl)amino]acrylamide

Refernces

• 1、 Sambashiva Rao,Ramesh, Kola,Rajanna,Chakrvarthi. "Ultrasonically assisted halogenation of aromatic compounds using isoquinolinium bound hypervalent chromium and tetrabutylammonium halides in PEG-600 solutions under acid free and solvent-free conditions". . p. 1892 - 1896. Retrieved 2018/07/10.
• 2、 Siméon, Fabrice G.,Culligan, William J.,Lu, Shuiyu,Pike, Victor W.. "11C-Labeling of aryl ketones as candidate histamine subtype-3 Receptor PET radioligands through Pd(0)-Mediated 11C-Carbonylative coupling". . . Retrieved 2017/06/08.