16523-28-7

Basic information

• Product Name: 3,3'-Diamino-4,4'-dihydroxydiphenylmethane
• Synonyms: 3,3'-Diamino-4,4'-dihydroxydiphenylmethane;2,2'-diaMino-4,4'-Methanediyl-di-phenol;4,4′-Methylenebis(2-aminophenol);Bis(3-amino-4-hydroxyphenyl)methane;FMP-API-1;2-amino-4-[(3-amino-4-hydroxy-phenyl)methyl]phenol
• CAS NO: 16523-28-7
• Molecular Formula: C₁₃H₁₄N₂O₂
• Molecular Weight: 230.26246
• Mol File: 16523-28-7.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 372.26°C (rough estimate)
• Flash Point: 237°C
• Appearance: white to beige/
• Density: 1.1372 (rough estimate)
• Refractive Index: 1.6450 (estimate)
• Storage Temp.: ?20°C
• Solubility: DMSO: >10mg/mL
• CAS DataBase Reference: 3,3'-Diamino-4,4'-dihydroxydiphenylmethane(CAS DataBase Reference)
• NIST Chemistry Reference: 3,3'-Diamino-4,4'-dihydroxydiphenylmethane(16523-28-7)
• EPA Substance Registry System: 3,3'-Diamino-4,4'-dihydroxydiphenylmethane(16523-28-7)

Safety Data

• Hazard Codes: Xi
• Statements: 36-43-52
• Safety Statements: 26-36/37
• WGK Germany: 3
• Hazardous Substances Data: 16523-28-7(Hazardous Substances Data)

Usage

General Description

3,3'-Diamino-4,4'-dihydroxydiphenylmethane, also known as 3,3'-Diaminodiphenylmethane or p,p'-methylenebis(2-aminophenol), is an aromatic amine compound commonly used as a curing agent for epoxy resins and as a raw material in the production of dyes and pigments. It is a white to tan crystalline powder with a slightly sweet odor and is insoluble in water but soluble in alcohol and ether. 3,3'-Diamino-4,4'-dihydroxydiphenylmethane is considered a potential human carcinogen and is associated with skin and respiratory sensitization. It is important to handle this chemical with caution and wear appropriate protective equipment when working with it.

Upstream product

• 620-92-8 bis-(4-hydroxyphenyl)methane 
• 52751-61-8 2,2'-dinitro-4,4'-methanediyl-di-phenol 

Downstream Products

• 876475-80-8 bis-(4-acetoxy-3-diacetylamino-phenyl)-methane 

Relevant articles and documents

Exciton and charge-transfer interactions in nonconjugated merocyanine dye dimers: Novel solvatochromic behavior for tethered bichromophores and excimers

A series of merocyanine dye dimers tethered at different sites with spacers ranging from 0 to 5 methylene groups and the corresponding monomer have been synthesized. The formation, structure, and excited-state properties of the consequent merocyanine dye "aggregates" in solutions and in rigid glass have been studied by UV/visible absorption spectra, steady-state fluorescence, and fluorescence lifetime measurements. The dimers with 0 and 1 methylene spacers must exist in more-or-less extended conformations; consequently, they show a very weak and distance-dependent "J"-type exciton coupling, evident in both absorption and fluorescence spectra. For the dimers with 2, 3, and 5 methylene spacers, absorption spectra in nonpolar solvents are consistent with a largely extended configuration and little or no evident exciton coupling. However, for more polar solvents, a blue-shifted absorption spectrum is observed, suggesting a folded configuration resulting in an "H" dimer. For the latter dimers, fluorescence spectra in a variety of solvents show a pronounced red-shift, which is attributed to a folded "excimer". As anticipated from its structure, the merocyanine monomer shows a weak positive solvatochromic effect that may be correlated using the Taft-Kamlet π* parameter. Remarkably, both the "J" coupled dimer (n = 0) and the dimers having 2-5 methylene groups show a much stronger solvatochromic behavior than the monomer. The strong solvatochromic effects in these tethered dimers may be attributed to interchromophoric charge-transfer interactions in both ground and excited states.