2676-59-7

Basic information

• Product Name: 4,4'-oxybis(benzene-1,2-diamine)
• Synonyms: 4,4'-oxybis(benzene-1,2-diamine);3,3',4,4'-Tetraaminodiphenyl ether;3,3,4,4-TETRAAMINODIPHENYL ETHER(TADE);4,4'-Oxybis(1,2-benzenediamine);4,4'-Oxybis(1,2-phenylenediamine);[2-amino-5-(3,4-diaminophenoxy)phenyl]amine;4-(3,4-diaminophenoxy)benzene-1,2-diamine;4-[3,4-bis(azanyl)phenoxy]benzene-1,2-diamine
• CAS NO: 2676-59-7
• Molecular Formula: C₁₂H₁₄N₄O
• Molecular Weight: 230.26576
• EINECS: 220-226-5
• Mol File: 2676-59-7.mol
• Article Data: 6

Chemical Properties

• Melting Point: 147-150 °C
• Boiling Point: 477.3°Cat760mmHg
• Flash Point: 278.5°C
• Appearance: /
• Density: 1.361g/cm³
• PKA: 5.09±0.10(Predicted)
• CAS DataBase Reference: 4,4'-oxybis(benzene-1,2-diamine)(CAS DataBase Reference)
• NIST Chemistry Reference: 4,4'-oxybis(benzene-1,2-diamine)(2676-59-7)
• EPA Substance Registry System: 4,4'-oxybis(benzene-1,2-diamine)(2676-59-7)

Safety Data

• Hazardous Substances Data: 2676-59-7(Hazardous Substances Data)

Usage

General Description

4,4'-oxybis(benzene-1,2-diamine), also known as Oxybisbenzenediamine or Oxydianiline, is a chemical compound commonly used in the production of polyurethane and epoxy resins. It is a colorless to pale yellow solid that is insoluble in water and soluble in organic solvents. 4,4'-oxybis(benzene-1,2-diamine) is known for its high thermal stability, mechanical properties, and resistance to chemicals, making it an important component in the manufacturing of adhesives, coatings, and electrical insulating materials. However, exposure to this chemical may cause skin and eye irritation and is considered toxic if swallowed or inhaled. Therefore, proper precautionary measures should be taken when handling this compound.

Upstream product

• 15267-98-8 sodium 4-aminophenolate 
• 100-02-7 4-nitro-phenol 
• 101-80-4 4,4'-oxydiphenylene diamine 
• 3070-87-9 N-[4-(4-acetylamino-3-nitrophenoxy)-2-nitrophenyl]acetamide 
• 3070-86-8 N-[4-(4-acetylaminophenoxy)phenyl]acetamide 
• 6149-33-3 4-(4-nitrophenoxy)aniline 
• 103-90-2 4-acetaminophenol 
• 2687-40-3 4-nitrophenyl 4'-acetamidophenyl ether 
• 2687-41-4 N-[4-(4-aminophenoxy)phenyl]acetamide 
• 101-63-3 bis(4-nitrophenyl)ether 
• 3273-78-7 4-(4-amino-3-nitrophenoxy)-2-nitrophenylamine 
• 100-00-5 4-chlorobenzonitrile 
• 824-78-2 4-nitrophenol sodium salt 

Downstream Products

• 64946-35-6 4,4'-(3,3'-diphenyl-7,7'-oxy-di-quinoxalin-2-yl)-bis-aniline 
• 1403460-75-2 5,5'-oxy-bis[2-(4'-fluorophenyl)-1H-benzimidazole] 
• 1403460-74-1 5,5'-oxy-bis[2-(2',4'-dichlorophenyl)-1H-benzimidazole] 
• 1403460-73-0 5,5'-oxy-bis[2-(4'-bromophenyl)-1H-benzimidazole] 
• 73672-91-0 2,2'-diphenyl-5,5'-bisbenzimidazolyl ether 
• 1403460-72-9 5,5'-oxy-bis[2-(3'-methoxy-4'-hydroxyphenyl)-1H-benzimidazole] 
• 1403460-71-8 5,5'-oxy-bis[2-(3',4',5'-trimethoxyphenyl)-1H-benzimidazole] 
• 1403460-70-7 5,5'-oxy-bis[2-(3',5'-dimethoxyphenyl)-1H-benzimidazole] 
• 894734-47-5 5,5'-oxy-bis[2-(4'-methoxyphenyl)-1H-benzimidazole] 
• 4612-29-7 5,5'-oxy-bis(2,3-dihydro-2-phenyl-1H-1,3,2-benzo diaza borolane) 
• 117255-27-3 6,6'-bis[2-phenyl-3-(p-hydroxyphenyl)quinoxaline] ether 
• 863134-81-0 N,N',N'',N'''-tetra-salicylidene-3,3',4,4'-tetraaminodiphenyl ether 

Relevant articles and documents

Design of novel bis-benzimidazole derivatives as DNA minor groove binding agents

A new series of bis-benzimidazole derivatives were designed and synthesized. In vitro cytotoxicity evaluation showed that these compounds exhibited high activity against the selected tumor cells. Among them, compound 9 owned the best potential, its IC50 values being 5.95 μmol/L (mononuclear tumor cell line (U937)) and 5.58 μmol/L (cervical cancer cell (HeLa)). Fluorescence and UV-vis studies showed that compound 9 could bind into the minor groove of DNA.

Synthesis and structure of Di[methoxy(ethoxy)carbonylamino-1H-benzimidazol- 5-yl] ethers

A procedure was developed for preparing di[methoxy(ethoxy)carbonylamino-1H- benzimidazol-5-yl] ethers by the reaction of methyl or ethyl chloroformate with sodium cyanamide, followed by the reaction of the resulting methyl or ethyl cyanocarbamate with 4-(3,4-diaminophenoxy)-1,2-phenylenediamine in acidic solution. 2005 Pleiades Publishing, Inc.

Synthesis and Anthelmintic Activity of 2-Substituted 5(6)-(5-Benzimidazolyloxy)- and 5(6)-Aryloxybenzimidazoles

A number of diaryl oxides (12-17 and 22-35) and 2,2'-disubstituted-5,5'-dibenzimidazolyl oxides (18-21) have been synthesized starting from 4-nitrophenol and 4-acetaminophenol respectively.All the compounds have been evaluated for their anthelmintic activity against Ancylostoma ceylanicum in hamsters, Nippostrongylus brasiliensis and Hymenolepsis nana in rats and Syphacia obvelata in mice.The results show that compounds 18, 19 and 33 remove 100percent of A. ceylanicum and H. nana at a single oral dose of 12.5-250 mg/kg.Compound 18 is also effective against N. brasiliensis in rats and S. obvelata in mice.