4,4'-oxydianiline

Synonyms: "4,4'-diaminodiphenyl ether", "4-aminophenyl ether", "4,4-oxydianiline", "4,4'-oxybisbenzenamine", "oxydianiline", "4-(4-aminophenoxy)aniline", "diaminodiphenyl ether", "bis(4-aminophenyl) ether", "p,p'-oxydianiline", "4,4-diaminodiphenyl ether", "p-aminophenyl ether", "p,p'-oxybis(aniline)", "4,4'-diaminodiphenyl oxide", "4,4'-oxydiphenylamine", "oxydi-p-phenylenediamine", "bis(p-aminophenyl) ether", "p,p'-diaminodiphenyl ether".

Source: 4,4'-oxydianiline is an ether derivative of aniline. This colourless solid is a useful monomer and cross-linking agent for polymers, especially the polyimides.

Identifiers:

IUPAC Name: 4-(4-aminophenoxy)aniline
CAS Number: 101-80-4
PubChem ID: 7579
InChiKey: HLBLWEWZXPIGSM-UHFFFAOYSA-N
Canonical SMILES: C1=CC(=CC=C1N)OC2=CC=C(C=C2)N

Structural Properties:

Molecular Formula: C₁₂H₁₂N₂O
Molecular Weight: 200.241

Pharmacophore Features:

Number of bond donors: 2
Number of bond acceptors: 3
Number of atoms different from hydrogen: 15

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Evidence Supporting This Chemical as an Endocrine Disruptor
TEDX List of Potential Endocrine Disruptors

Hayden, D.W., Wade, G.G. and Handler, A.H., 1978. The goitrogenic effect of 4, 4'-oxydianiline in rats and mice. Veterinary pathology, 15(5), pp.649-662. DOI: https://doi.org/10.1177/030098587801500508. URL: http://journals.sagepub.com/doi/10.1177/030098587801500508.
Murthy, A.K., Russfield, A.B. and Snow, G.J., 1985. Effect of 4, 4?-oxydianiline on the thyroid and pituitary glands of F344 rats: A morphologic study with the use of the immunoperoxidase method. Journal of the National Cancer Institute, 74(1), pp.203-208. DOI: https://doi.org/10.1093/jnci/74.1.203. URL: https://academic.oup.com/jnci/article-abstract/74/1/203/910526.