4-Iodo-2-nitroaniline

Base Information

• Chemical Name: 4-Iodo-2-nitroaniline
• CAS No.: 20691-72-9
• Molecular Formula: C6H5IN2O2
• Molecular Weight: 264.022
• Hs Code.: 2921420090
• European Community (EC) Number: 628-552-3
• DSSTox Substance ID: DTXSID70463820
• Nikkaji Number: J519.026F
• Wikidata: Q72484133
• Mol file: 20691-72-9.mol

Synonyms:4-Iodo-2-nitroaniline;20691-72-9;4-Iodo-2-nitrophenylamine;Benzenamine, 4-iodo-2-nitro-;4-Iodo-2-nitro-phenylamine;MFCD06808526;2-nitro-4-iodoaniline;4-iodo-2-nitro-aniline;4-iodo-2-nitrobenzenamine;4-iodo-2-nitro-phenyl amine;SCHEMBL571279;4-Iodo-2-nitroaniline, 97%;QVCRSYXVWPPBFJ-UHFFFAOYSA-;DTXSID70463820;QVCRSYXVWPPBFJ-UHFFFAOYSA-N;AB9490;AKOS005291510;AS-5613;CS-W007996;AC-22949;SY008185;AM20030317;FT-0645992;I1029;EN300-299294;A814819;doi:10.14272/QVCRSYXVWPPBFJ-UHFFFAOYSA-N.1;J-013528;J-515555;InChI=1/C6H5IN2O2/c7-4-1-2-5(8)6(3-4)9(10)11/h1-3H,8H2

Chemical Property of 4-Iodo-2-nitroaniline

Chemical Property:

• Vapor Pressure: 3.71E-05mmHg at 25°C
• Melting Point: 120-123 ºC
• Refractive Index: 1.726
• Boiling Point: 352.917 °C at 760 mmHg
• PKA: -1.19±0.10(Predicted)
• Flash Point: 167.239 °C
• PSA: 71.84000
• Density: 2.102 g/cm³
• LogP: 2.88600
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 263.93957
• Heavy Atom Count: 11
• Complexity: 159

Purity/Quality:

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

4-Iodo-2-nitroaniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-43
• Safety Statements: 36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1I)[N+](=O)[O-])N
• Use Description: 4-Iodo-2-nitroaniline is a chemical compound with applications across different fields. In the field of organic synthesis and chemistry, it serves as a versatile intermediate for the preparation of various organic compounds, particularly those used in the pharmaceutical and agrochemical industries. Its role lies in the creation of complex molecules with specific functional groups or properties. Additionally, in the field of dye chemistry, it may find use as a starting material for the synthesis of dyes and pigments, contributing to the coloration of textiles and other materials. Its adaptability as an intermediate in chemical synthesis and as a component in dye production underscores its importance in advancing research and innovation in pharmaceuticals, agriculture, and materials science.

Technology Process of 4-Iodo-2-nitroaniline

There total 18 articles about 4-Iodo-2-nitroaniline 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: 100.0%

2-nitro-aniline (88-74-4) → 4-iodo-2-nitroaniline (20691-72-9)

Guidance literature:

With N-iodo-succinimide; In acetic acid; at 95 ℃; for 1h;

DOI:10.1007/s00706-002-0495-6

Reference yield: 87.0%

2-nitro-aniline (88-74-4) → 4-iodo-2-nitroaniline (20691-72-9) + 2-iodo-6-nitrobenzenamine (100704-34-5)

Guidance literature:

With N-iodo-succinimide; at 20 ℃; for 2h; regioselective reaction;

DOI:10.1021/acs.joc.7b02920

Reference yield: 69.0%

1-fluoro-4-iodo-2-nitro-benzene (364-75-0) → 4-iodo-2-nitroaniline (20691-72-9)

Guidance literature:

With sodium azide; copper(ll) sulfate pentahydrate; sodium carbonate; sodium L-ascorbate; L-proline; In water; dimethyl sulfoxide; at 70 ℃; for 24h;

DOI:10.1016/j.tet.2010.07.032

upstream raw materials:

4-Acetamido-1-iodobenzene

1-fluoro-4-iodo-2-nitro-benzene

N-(4-iodo-2-nitrophenyl)acetamide

2-nitro-aniline

Downstream raw materials:

5-iodobenzo-1,2,5-oxadiazole 1-oxide

2-chloro-4-iodo-6-nitro-aniline

2-bromo-4-iodo-6-nitroaniline

2-nitro-4-phenylethynyl-phenylamine

Refernces

• 1、 Misal, Balu,Palav, Amey,Ganwir, Prerna,Chaturbhuj, Ganesh. "Sulfated polyborate-H2O assisted tunable activation of N-iodosuccinimide for expeditious mono and diiodination of arenes". supporting information. . Retrieved 2021/05/26.
• 2、 Gayakwad, Eknath M.,Patel, Khushbu P.,Shankarling, Ganapati S.. "Sodium sulfate-hydrogen peroxide-sodium chloride adduct: selective protocol for the oxidative bromination, iodination and temperature dependent oxidation of sulfides to sulfoxides and sulfones". supporting information. p. 6001 - 6009. Retrieved 2019/04/17.