3,3'-Dinitrobisphenol A is an
organic compound
Some chemical authorities define an organic compound as a chemical compound that contains a carbon–hydrogen or carbon–carbon bond; others consider an organic compound to be any chemical compound that contains carbon. For example, carbon-co ...
with the formula (HO(O
2N)C
6H
3)
2C(CH
3)
2. It is a yellow-orange solid prepared by
nitration
In organic chemistry, nitration is a general class of chemical processes for the introduction of a nitro group () into an organic compound. The term also is applied incorrectly to the different process of forming nitrate esters () between Alcohol ...
of
bisphenol A
Bisphenol A (BPA) is a chemical compound primarily used in the manufacturing of various plastics. It is a colourless solid which is Solubility, soluble in most common organic solvents, but has very poor solubility in water. BPA is produced on a ...
Carcinogenicity
It has been proposed that dinitrobisphenol A might be formed ''in vivo'' by
peroxynitrite
Peroxynitrite (sometimes called peroxonitrite) is an ion with the formula ONOO−. It is a structural isomer of nitrate,
Preparation
Peroxynitrite can be prepared by the reaction of superoxide with nitric oxide:
:
It is prepared by the rea ...
mediated oxidations of bisphenol A and that it may exhibit higher toxicity than BPA itself.
3,3'-Dinitrobisphenol A is found to be
genotoxic
Genotoxicity is the property of chemical agents that damage the genetic information within a cell causing mutations, which may lead to cancer. While genotoxicity is often confused with mutagenicity, all mutagens are genotoxic, but some genotoxic s ...
in male ICR mice on a micronucleus test.
Its
estrogenic
Estrogen (also spelled oestrogen in British English; see spelling differences) is a category of sex hormone responsible for the development and regulation of the female reproductive system and secondary sex characteristics. There are three maj ...
potential is not known however it has shown some binding to estrogen-related receptor gamma to an extent.
See also
*
Bisphenol A
Bisphenol A (BPA) is a chemical compound primarily used in the manufacturing of various plastics. It is a colourless solid which is Solubility, soluble in most common organic solvents, but has very poor solubility in water. BPA is produced on a ...
*
Tetrabromobisphenol A
Tetrabromobisphenol A (TBBPA) is a brominated flame retardant. The compound is a white solid (not colorless), although commercial samples appear yellow. It is one of the most common flame retardants.
Production and use
TBBPA is produced by the ...
References
{{Reflist
2,2-Bis(4-hydroxyphenyl)propanes
Nitrobenzene derivatives