5459-50-7

Basic information

• Product Name: 2-iodo-5-nitro-aniline
• Synonyms: 2-iodo-5-nitro-aniline;2-Iodo-5-nitro-phenylaMine;BenzenaMine, 2-iodo-5-nitro-
• CAS NO: 5459-50-7
• Molecular Formula: C₆H₅IN₂O₂
• Molecular Weight: 264.02
• Mol File: 5459-50-7.mol
• Article Data: 14

Chemical Properties

• Melting Point: 158 °C
• Boiling Point: 363.1 °C at 760 mmHg
• Flash Point: 173.4 °C
• Appearance: /
• Density: 2.101
• Vapor Pressure: 1.84E-05mmHg at 25°C
• Refractive Index: 1.726
• Storage Temp.: 2-8°C(protect from light)
• PKA: 0.49±0.10(Predicted)
• CAS DataBase Reference: 2-iodo-5-nitro-aniline(CAS DataBase Reference)
• NIST Chemistry Reference: 2-iodo-5-nitro-aniline(5459-50-7)
• EPA Substance Registry System: 2-iodo-5-nitro-aniline(5459-50-7)

Safety Data

• Hazardous Substances Data: 5459-50-7(Hazardous Substances Data)

Usage

General Description

2-iodo-5-nitro-aniline is a chemical compound with the molecular formula C6H5IN2O2. It is a yellow crystalline solid that is used in organic synthesis and as an intermediate in the production of dyes and pharmaceuticals. 2-iodo-5-nitro-aniline is considered to be hazardous because it is toxic if ingested, inhaled, or absorbed through the skin, and it may cause irritation to the skin, eyes, and respiratory tract. It is also considered to be environmentally hazardous, as it can cause long-term damage to aquatic life. Additionally, 2-iodo-5-nitro-aniline is regulated in many countries due to its potential harm to the environment and human health.

InChI:InChI=1/C6H5IN2O2/c7-5-2-1-4(9(10)11)3-6(5)8/h1-3H,8H2

Upstream product

• 136833-60-8 2-nitro-4-amino-5-iodobenzoic acid 
• 99-09-2 3-nitro-aniline 
• 7790-99-0 Iodine monochloride 
• 64-19-7 acetic acid 
• 7647-01-0 hydrogenchloride 
• 709-49-9 1-iodo-2,4-dinitrobenzene 

Downstream Products

• 636-98-6 p-nitrobenzene iodide 
• 854443-88-2 2-[2-(3,5-dichloro-4-hydroxy-phenyl)-2-oxo-acetylamino]-3-[6-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-indol-3-yl]-propionic acid 
• 854443-93-9 2-[2-(3,5-dichloro-4-hydroxy-phenyl)-2-oxo-acetylamino]-3-[6-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-indol-3-yl]-propionic acid methyl ester 
• 943975-91-5 C₄₈H₅₀N₄O₁₂BCl₄I 
• 2996-30-7 2-fluoro-1-iodo-4-nitrobenzene 
• 1246471-66-8 C₁₆H₁₃N₃O₃ 
• 1246471-71-5 C₁₆H₁₃N₃O₃ 
• 1589523-05-6 methyl 4-(4-methoxyphenyl)-7-nitroquinoline-2-carboxylate 
• 1589522-83-7 methyl 7-nitro-4-phenylquinoline-2-carboxylate 
• 1589523-06-7 methyl 7-nitro-4-(p-tolyl)quinoline-2-carboxylate 

Relevant articles and documents

INHIBITORS OF HEPATITIS C VIRUS REPLICATION

The present invention relates to compounds of formula (I) that are useful as hepatitis C virus (HCV) NS5A inhibitors, the synthesis of such compounds, and the use of such compounds for inhibiting HCV NS5A activity, for treating or preventing HCV infections and for inhibiting HCV viral replication and/or viral production in a cell-based system.

Remarkable switch in the regiochemistry of the iodination of anilines by N-iodosuccinimide: Synthesis of 1,2-dichloro-3,4-diiodobenzene

Direct iodination of anilines by NIS in polar solvents (such as DMSO) affords p-iodinated products with up to >99% regioselectivity. Switching to less polar solvents (such as benzene) in the presence of AcOH inverts this outcome toward dramatically increased or preferential generation of the o-isomers, also with up to >99% regioselectivity. This finding was exploited in the synthesis of 1,2-dichloro-3,4-diiodobenzene. Georg Thieme Verlag Stuttgart - New York.

Convenient and efficient method for the iodination of aromatic amines by pyridinium iodochloride

A simple and efficient method for the iodination of aromatic amines using pyridinium iodochloride (PyICl) in methanol as solvent is reported. Mild reaction conditions, short reaction time, and good to excellent yields of the product are the noteworthy advantages of the method. Pyridinium iodochloride is an efficient solid iodinating reagent and can be handled safely. Copyright Taylor & Francis Group, LLC.