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

General Description

2-Iodo-1,4-benzenediamine, also known as 2-Iodo-p-phenylenediamine, is a chemical compound with the molecular formula C6H8IN2. It is a derivative of benzene with two amino groups and an iodine atom attached to the carbon atoms. 2-Iodo-1,4-benzenediamine is primarily used as an intermediate in the synthesis of pharmaceuticals and dyes. It may also have potential applications in organic synthesis and materials science due to its reactivity and functional groups. 2-Iodo-1,4-benzenediamine is considered to be a hazardous substance and should be handled with appropriate safety measures.

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

• 69950-89-6 C₁₆H₂₇IN₄O₆P₂S₂ 
• 93368-01-5 2-Iod-N,N'-bis(p-tolylsulfonyl)-p-phenylendiamin 
• 7553-56-2 iodine 
• 438187-35-0 2-iodo-N¹,N⁴-di[(E)-phenylmethylidene]-benzene-1,4-diamine 
• 475147-00-3 N¹,N¹,N⁴,N⁴-tetrallyl-2-iodobenzene-1,4-diamine 
• 153969-81-4 2-iodo-N,N,N',N'-tetramethyl-1,4-phenylenediamine 
• 475147-04-7 ethyl 2',5'-bis{[(E)-phenylmethylidene]amino}[1,1'-biphenyl]-4-carboxylate 
• 142627-24-5 2-allyl-1,4-phenylenediamine 
• 475147-01-4 2-allyl-N¹,N⁴-di[(E)-phenylmethylidene]-benzene-1,4-diamine 
• 475147-02-5 N¹,N¹,N⁴,N⁴-tetrallyl-2-allylbenzene-1,4-diamine 
• 7570-49-2 5-amino-2-methylindole 
• 438187-37-2 2-(2-methoxy-2-propenyl)-N¹,N⁴-di[(E)-phenylmethylidene]-benzene-1,4-diamine 
• 93368-02-6 9-Iod-1,7,14,20-tetrakis(p-tolylsulfonyl)-1,7,14,20-tetraaza<7.7>paracyclophan 

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.