2-Iodo-4-nitroaniline

Base Information

• Chemical Name: 2-Iodo-4-nitroaniline
• CAS No.: 6293-83-0
• Molecular Formula: C6H5IN2O2
• Molecular Weight: 264.022
• Hs Code.: 29214200
• Mol file: 6293-83-0.mol

Synonyms:Aniline,2-iodo-4-nitro- (7CI,8CI);1-Amino-2-iodo-4-nitrobenzene;2-Amino-5-nitroiodobenzene;2-Iodo-4-nitrophenylamine;NSC 42977;NSC 9179;

Chemical Property of 2-Iodo-4-nitroaniline

Chemical Property:

• Appearance/Colour: Yellow-red crystals
• Vapor Pressure: 4E-07mmHg at 25°C
• Melting Point: 105-109 °C(lit.)
• Refractive Index: 1.59
• Boiling Point: 377.566 °C at 760 mmHg
• PKA: -1.18±0.10(Predicted)
• Flash Point: 182.146 °C
• PSA: 71.84000
• Density: 2.102 g/cm³
• LogP: 2.88600
• Storage Temp.: Refrigerated.
• Solubility.: Methanol

Purity/Quality:

99% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Uses: 2-iodo-4-nitroaniline may be used to synthesize the following:2-iodo-4-nitrobenzonitrile via reaction with sodium nitrite to form a diazonium salt, which then reacts with a mixture of CuCN/KCN2-iodo-p-phenylenediamine by reacting with tin(II)dihydrate in conc.HCl

Technology Process of 2-Iodo-4-nitroaniline

There total 16 articles about 2-Iodo-4-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: 99.0%

4-nitro-aniline (100-01-6,104810-17-5) → 2-iodo-4-nitrophenylamine (6293-83-0)

Guidance literature:

With N-iodo-succinimide; silver(I) triflimide; In dichloromethane; at 40 ℃; for 1.5h; Darkness;

DOI:10.1021/acs.joc.5b02761

Reference yield: 91.0%

4-nitro-aniline (100-01-6,104810-17-5) → 4-nitro-2-[(trimethylsilyl)ethynyl]aniline (503534-46-1) + 2-iodo-4-nitrophenylamine (6293-83-0)

Guidance literature:

With Iodine monochloride; In acetic acid;

Reference yield: 65.0%

4-nitro-aniline (100-01-6,104810-17-5) → 2-iodo-4-nitrophenylamine (6293-83-0) + 2,6-diiodo-4-nitroaniline (5398-27-6)

Guidance literature:

With N-iodo-succinimide; In acetonitrile; at 40 ℃; for 0.333333h; Temperature; Solvent; regioselective reaction; Catalytic behavior;

DOI:10.1016/j.tetlet.2021.153154

upstream raw materials:

4-nitro-aniline

m-iodonitrobenzene

1-azido-3-iodo-4-nitro-benzene

4-nitro-2-iodo-trifluoroacetanilide

Downstream raw materials:

4-nitro-2-(2-phenylethynyl)aniline

iodine

N-(diphenylmethyl)-2-iodo-4-nitroaniline

2-iodo-1,4-phenylenediamine

Refernces

• 1、 Palav, Amey,Misal, Balu,Chaturbhuj, Ganesh. "NCBSI/KI: A Reagent System for Iodination of Aromatics through in Situ Generation of I-Cl". . p. 12467 - 12474. Retrieved 2021/08/24.
• 2、 Chung, Hyunho,Kim, Jeongyun,Gonzalez-Montiel, Gisela A.,Cheong, Paul Ha-Yeon,Lee, Hong Geun. "Modular counter-Fischer?indole synthesis through radical-enolate coupling". supporting information. p. 1096 - 1102. Retrieved 2021/01/26.