6264-73-9

Basic information

• Product Name: 2,4-Diaminodiphenyl ether
• Synonyms: 2,4-Diaminodiphenyl ether;2,4-Oxydianiline
• CAS NO: 6264-73-9
• Molecular Formula: C₁₂H₁₂N₂O
• Molecular Weight: 200.23648
• Mol File: 6264-73-9.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2,4-Diaminodiphenyl ether(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-Diaminodiphenyl ether(6264-73-9)
• EPA Substance Registry System: 2,4-Diaminodiphenyl ether(6264-73-9)

Safety Data

• Hazardous Substances Data: 6264-73-9(Hazardous Substances Data)

Usage

General Description

2,4-Diaminodiphenyl ether is a chemical compound that is commonly used in the production of dyes and polymers. It is also known as diamino-diphenyl ether or p-phenylenediamine. 2,4-Diaminodiphenyl ether is a white to light brown powder that is insoluble in water but soluble in organic solvents such as alcohol and ether. It is also known for its use in the production of certain types of plastics and as a precursor to certain pharmaceuticals. Overall, 2,4-Diaminodiphenyl ether is an important chemical with various industrial and commercial applications.

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Relevant articles and documents

Role of Alkali Halides in the Synthesis of Nitrogen Containing Heterocycles by Reductive Carbonylation of Aromatic Nitro-Derivatives Catalysed by Ru3(CO)12

The presence of alkali halides as co-catalysts in the reductive carbonylation of o-nitrobiphenyl 1 catalysed by Ru3(CO)12 strongly increases the rate of reactions and slectivity towards heterocyclization products .With sodium halides, depending on the anion, the selectivity for carbazole is in the order Cl- > Br- ca.F- I-; whereas the selectivity for 5H-phenanthridin-6-one is the reverse I- > Br- ca.F- > Cl-.The influence of the cation can be explained with the polarization of a CO ligand of the ruthenium cluster, due to the interaction of the alkali cation with the oxygen lone pair.In fact high yields (>80percent) of heterocyclization products are obtained when the alkali cation is free to coordinate the CO.When this interaction is reduced, by sequestering the cation with crown-ethers, or better with cryptands, the yield of heterocyclic products is 14percent and 0percent respectively.The role of the anion and cation in the catalytic mechanism are discussed.The attempted extension of this reaction to other nitro-derivatives for the potential synthesis of aromatic heterocycles with larger rings are also reported.