Bisphenol
The bisphenols (/ˈbɪsfɪnɒl/) are a group of chemical compounds related to diphenylmethane. Most are based on two hydroxyphenyl functional groups linked by a methylene bridge. Exceptions include bisphenol S, P, and M. "Bisphenol" is a common name; the letter following denotes the variant, which depends on the additional substituents. Bisphenol A is the most popular representative of the group, often simply called "bisphenol".[1]
List
| Structural formula | Name | CAS | Reactants | |
|---|---|---|---|---|
 | Bisphenol A | 80-05-7 | Phenol | Acetone |
 | Bisphenol AP | 1571-75-1 | Phenol | Acetophenone |
 | Bisphenol AF | 1478-61-1 | Phenol | Hexafluoroacetone |
 | Bisphenol B | 77-40-7 | Phenol | Butanone |
 | Bisphenol BP | 1844-01-5 | Phenol | Benzophenone |
 | Bisphenol C | 79-97-0 | o-cresol | Acetone |
 | Bisphenol C 2 | 14868-03-2 | Phenol | Chloral |
 | Bisphenol E | 2081-08-5 | Phenol | Ethanal |
 | Bisphenol F | 620-92-8 | Phenol | Formaldehyde |
 | Bisphenol G | 127-54-8 | 2-Isopropylphenol | Acetone |
 | Bisphenol M | 13595-25-0 | ||
 | Bisphenol S | 80-09-1 | Phenol | Sulfur trioxide |
 | Bisphenol P | 2167-51-3 | ||
 | Bisphenol PH | 24038-68-4 | 2-Phenylphenol | Acetone |
 | Bisphenol TMC | 129188-99-4 | Phenol | 3,3,5-Trimethylcyclohexanone |
 | Bisphenol Z | 843-55-0 | Phenol | Cyclohexanone |
 | Dinitrobisphenol A | 5329-21-5 | Bisphenol A | Nitric acid |
 | Tetrabromobisphenol A | 79-94-7 | Bisphenol A | Bromine |
Health effects
Bisphenols A (BPA), F (BPF) and S (BPS) have been shown to be endocrine disruptors.[2] Due to its high production volumes, BPA has been characterised as a "pseudo-persistent" chemical,[3] leading to its spreading and potential accumulation in a variety of environmental matrices, even though it has a fairly short half-life.[4]
References
- Helmut Fiege; Heinz-Werner Voges; Toshikazu Hamamoto; Sumio Umemura; Tadao Iwata; Hisaya Miki; Yasuhiro Fujita; Hans-Josef Buysch; Dorothea Garbe; Wilfried Paulus (2002). "Phenol Derivatives". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a19_313. ISBN 978-3-527-30673-2..
- Bilbrey, Jenna (11 August 2014). "BPA-Free Plastic Containers May Be Just as Hazardous". Scientific American. Retrieved 8 August 2015.
- Pivnenko, K.; Pedersen, G. A.; Eriksson, E.; Astrup, T. F. (2015). "Bisphenol A and its structural analogues in household waste paper" (PDF). Waste Management. 44: 39–47. doi:10.1016/j.wasman.2015.07.017. PMID 26194879. S2CID 217938141.
- See Bisphenol A#Environmental effects for extensive discussion
- For additional examples and alternate names, see: Alger, Mark (2017). Polymer Science Dictionary. Springer. p. 77. ISBN 978-94-024-0893-5.