5398-27-6

Basic information

• Product Name: 2,6-DIIODO-4-NITROANILINE
• Synonyms: TIMTEC-BB SBB007537;2,6-DIIODO-4-NITROANILINE;2,6-Diiodo-4-nitroaniliine;Benzenamine, 2,6-diiodo-4-nitro-;2,6-diodo-4-nitroaniline;2 6-DIIODO-4-NITROANILINE 97%;2,6-Diiodo-4-nitroaniline,97%;2,6-Diiodo-4-nitroan
• CAS NO: 5398-27-6
• Molecular Formula: C₆H₄I₂N₂O₂
• Molecular Weight: 389.92
• EINECS: 226-429-5
• Product Categories: Amines;C2 to C6;Nitrogen Compounds
• Mol File: 5398-27-6.mol
• Article Data: 15

Chemical Properties

• Melting Point: 251-253 °C(lit.)
• Boiling Point: 430.8°Cat760mmHg
• Flash Point: 214.4°C
• Appearance: /
• Density: 2.5050 (estimate)
• Vapor Pressure: 1.77E-08mmHg at 25°C
• Refractive Index: 1.661
• PKA: -3.43±0.20(Predicted)
• CAS DataBase Reference: 2,6-DIIODO-4-NITROANILINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-DIIODO-4-NITROANILINE(5398-27-6)
• EPA Substance Registry System: 2,6-DIIODO-4-NITROANILINE(5398-27-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 5398-27-6(Hazardous Substances Data)

Usage

InChI:InChI=1/C18H18N2/c1-12-5-4-6-13(11-12)17-18-15(9-10-19-17)14-7-2-3-8-16(14)20-18/h2-8,11,17,19-20H,9-10H2,1H3

Upstream product

• 142-71-2 copper diacetate 
• 64-19-7 acetic acid 
• 100-01-6 4-nitro-aniline 
• 611-09-6 5-nitroisatin 
• 861606-58-8 1,3-diiodo-2,5-dinitro-benzene 
• 7664-41-7 ammonia 
• 7647-01-0 hydrogenchloride 
• 96-75-3 2-amino-5-nitro-benzenesulfonic acid 
• 7790-99-0 Iodine monochloride 
• 6293-83-0 2-iodo-4-nitrophenylamine 

Downstream Products

• 860577-42-0 acetic acid-(2,6-diiodo-4-nitro-anilide) 
• 1312923-90-2 3-(2-(2-methylthiazol-4-yl)ethynyl)-5-nitroiodobenzene 
• 1333488-66-6 C₂₆H₈I₄N₄O₈ 
• 1423135-54-9 2,6-bis[(4-aminophenyl)ethynyl]-4-nitroaniline 
• 1000289-42-8 1-benzoyl-3-(3,5-diiodophenyl)thiourea 
• 1000289-43-9 (3,5-diiodophenyl)thiourea 
• 57598-13-7 3,5-diiodobenzenesulfonyl chloride 

Relevant articles and documents

Sulfated polyborate-H2O assisted tunable activation of N-iodosuccinimide for expeditious mono and diiodination of arenes

Owing to both Lewis and Bronsted acid active sites on sulfated polyborate under homogenous conditions, we were keen on developing iodination protocol of arenes that can meet the requirement of regioselectivity and higher yield. The sulfated polyborate activates N-iodosuccinimide for mono iodination of highly activated substrates viz. phenols, anilines under anhydrous condition. Water tunes sulfated polyborate to generate more Bronsted acid sites resulting in rapid activation of NIS for diiodination. The protocol was equally applicable to diiodination of 4-hydroxyphenylacetic acid to synthesize 4-hydroxy-3,5-diiodophenylacetic acid, an intermediate of tiratricol, a thyroid treatment drug. This protocol was further integrated via one-pot sequential iodination and Sonogashira coupling to synthesize aryl acetylenes, building blocks for the synthesis of a variety of specialty chemicals, API, and natural products.

Preparation and application of a D-A conjugated electrochromic flexible electrode with side chain carbazole active groups in supercapacitors

Electrochromic power storage devices (ESCs) integrate energy storage and electrochromic behaviour into a single full cell that can enable the visualization of the energy status by the naked eye. One challenge for achieving practical applications is the development of intelligent and portable all-organic electrochromic power storage devices. Donor-acceptor (D-A) polymers have been widely studied for their tunable electronic properties. However, studies of polymers with optoelectrochemical, electrochromic and electrochemical performance substituted with different carbazole groups have drawn little attention. Herein, we designed and synthesized four polymers with carbazole side chains. The polymer solutions can be simply processed into thin films. Meanwhile, they exhibit an obvious and reversible colour transition between red (uncharged state) and dark blue (charged state), with an optical contrast of 37.35% and a colouring efficiency of 241.40 cm2 C-1 at a wavelength of 661 nm. The electrochromic components of PI-2 and PI-3 were assembled and proved to be able to change colour in the bending state. Hence, the energy storage level of the ESCs is directly related to their colour and can be determined by the naked eye, which means that they can be incorporated with other energy cells to visually display their energy status. PI-3 was assembled into a flexible supercapacitor that lighted up a 1.5 V light-emitting diode. Finally, the results present significant potential of PI-3 electrodes for efficient energy storage and electrochromic properties with stable transmittance changes, demonstrating their potential as smart wearable energy storage devices. This work can provide a platform for developing smart and portable power storage devices with enhanced energy densities.

3,5-diiodo benzenesulfonyl choride preparation technology

The invention discloses a 3,5-diiodo benzenesulfonyl choride preparation technology. The preparation technology comprises the following steps: taking paranitroaniline as a raw material, performing a substitution reaction to generate 2,6-diiodo-4-nitro aniline, performing diazotization and hydrolysis on 2,6-diiodo-4-nitro aniline and performing hydrolysis to generate 3,5-diodonitrobenzene, performing a reduction reaction on the 3,5-diodonitrobenzene to generate 3,5-diiodoaniline, performing diazotization and a sulfonylation reaction on the 3,5-diiodoaniline to obtain a target compound 3,5-diiodo benzenesulfonyl choride. The technology has the advantages of easily available raw materials, simple operation and post-treatment, and high yield, and is suitable for industrial production.