69951-01-5

Basic information

• Product Name: 2-Iodo-1,4-benzenediamine
• Synonyms: 4-AMINO-2-IODOPHENYLAMINE;2-IODO-1,4-BENZENEDIAMINE;2-iodobenzene-1,4-diaMine
• CAS NO: 69951-01-5
• Molecular Formula: C₆H₇IN₂
• Molecular Weight: 234.04
• Product Categories: API intermediates
• Mol File: 69951-01-5.mol
• Article Data: 7

Chemical Properties

• Melting Point: 109-110°
• Boiling Point: 342.3 °C at 760 mmHg
• Flash Point: 160.8 °C
• Appearance: /
• Density: 2.016 g/cm³
• Vapor Pressure: 7.61E-05mmHg at 25°C
• Refractive Index: 1.757
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 4.89±0.10(Predicted)
• CAS DataBase Reference: 2-Iodo-1,4-benzenediamine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Iodo-1,4-benzenediamine(69951-01-5)
• EPA Substance Registry System: 2-Iodo-1,4-benzenediamine(69951-01-5)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 69951-01-5(Hazardous Substances Data)

Usage

Description

2-Iodo-1,4-benzenediamine, also known as 2-Iodo-p-phenylenediamine, is a chemical compound characterized by the molecular formula C6H8IN2. It is a benzene derivative featuring two amino groups and an iodine atom attached to the carbon atoms, which endows it with unique chemical properties and reactivity.

Uses

Used in Pharmaceutical Industry:
2-Iodo-1,4-benzenediamine serves as an intermediate in the synthesis of various pharmaceuticals. Its presence of both amino and iodine groups makes it a versatile building block for the development of new drugs, particularly those targeting specific biological pathways or requiring unique structural features for enhanced efficacy.
Used in Dye Industry:
2-Iodo-1,4-benzenediamine is also utilized in the production of dyes, where its chemical structure contributes to the color and stability of the resulting dyes. The iodine atom and amino groups can influence the dye's properties, such as solubility, color intensity, and resistance to fading.
Used in Organic Synthesis:
2-Iodo-1,4-benzenediamine's reactivity and functional groups make it a valuable component in organic synthesis, where it can be used to create a variety of organic compounds with different applications, including but not limited to, agrochemicals, polymers, and other specialty chemicals.
Used in Materials Science:
Due to its potential applications in materials science, 2-Iodo-1,4-benzenediamine may be incorporated into the development of new materials with specific properties, such as conductive polymers, sensors, or other advanced materials that leverage the compound's unique structure and reactivity.

InChI:InChI=1/C6H7IN2/c7-5-3-4(8)1-2-6(5)9/h1-3H,8-9H2

Upstream product

• 6293-83-0 2-iodo-4-nitrophenylamine 

Downstream Products

• 42816-53-5 5-Aminoisatin 
• 93368-02-6 9-Iod-1,7,14,20-tetrakis(p-tolylsulfonyl)-1,7,14,20-tetraaza<7.7>paracyclophan 
• 438187-37-2 2-(2-methoxy-2-propenyl)-N¹,N⁴-di[(E)-phenylmethylidene]-benzene-1,4-diamine 
• 7570-49-2 5-amino-2-methylindole 
• 475147-02-5 N¹,N¹,N⁴,N⁴-tetrallyl-2-allylbenzene-1,4-diamine 
• 475147-01-4 2-allyl-N¹,N⁴-di[(E)-phenylmethylidene]-benzene-1,4-diamine 
• 142627-24-5 2-allyl-1,4-phenylenediamine 
• 475147-04-7 ethyl 2',5'-bis{[(E)-phenylmethylidene]amino}[1,1'-biphenyl]-4-carboxylate 
• 153969-81-4 2-iodo-N,N,N',N'-tetramethyl-1,4-phenylenediamine 

Relevant articles and documents

Co-MOF-Derived Hierarchical Mesoporous Yolk-shell-structured Nanoreactor for the Catalytic Reduction of Nitroarenes with Hydrazine Hydrate

Porous nanoreactors demonstrate immense potential for applications in heterogeneous catalysis due to their excellent mass-transfer performance and stability. The design of a simple, universal strategy for fabricating nanoreactor catalysts is of significance for organic transformation. In this study, a nanoreactor with a hierarchical mesoporous yolk-shell structure was successfully prepared by the high-temperature carbonization of a ZIF-67@polymer composite. The core of the resultant Co@ZDC@mC material comprised Co NPs anchored in the ZIF-67-derived carbon framework, while the shell comprised resin-polymer-derived mesoporous carbon. The as-obtained Co@ZDC@mC-700 catalyst enriched reactants, efficiently catalyzed the reaction in the core, and permitted the desorption of the product from the nanoreactor. In the catalytic reduction of nitrobenzene with N2H4?H2O, Co@ZDC@mC-700 exhibited superior catalytic efficiency (TOF=1136.3 h?1). In addition, Co@ZDC@mC-700 exhibited excellent performance for the catalytic reduction of various functionalized nitroarenes, as well as good reusability and recyclability. Hence, a simple, useful approach for fabricating a metal-organic-framework-derived non-noble metal-based yolk-shell nanoreactor for effective catalytic transformation is proposed.

Preparation of 2-arylated-1,4-phenylenediamines by palladium-catalyzed cross-coupling reactions

Protected 2-iodol-1,4-phenylenediamines were converted to the corresponding magnesium derivative by performing an iodine-magnesium exchange. After transmetalation with zinc bromide, a palladium(0)-catalyzed cross-coupling with various aryl iodides and 5-bromo-2-carbethoxyfuran furnished the expected cross-coupling products in 52-79% yield.

P-Phenylene bis[imino(thiocarbonyl)] diphosphoramidic acid esters as anthelmentic agents

There are provided substituted p-phenylene bis[imino(thiocarbonyl)] diphosphoramidic acid esters, a method for the preparation of said esters and unsubstituted derivatives thereof and a method for controlling helminths in warm-blooded animals by administering to said animals an anthelmintically effective amount of said unsubstituted or substituted p-phenylene bis[imino(thiocarbonyl)] diphosphoramidic acid ester.