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 Bisphenol A 80-05-7 Phenol Acetone
Bisphenol AP Bisphenol AP 1571-75-1 Phenol Acetophenone
Bisphenol AF Bisphenol AF 1478-61-1 Phenol Hexafluoroacetone
Bisphenol B Bisphenol B 77-40-7 Phenol Butanone
Bisphenol BP Bisphenol BP 1844-01-5 Phenol Benzophenone
Bisphenol C Bisphenol C 79-97-0 o-cresol Acetone
Bisphenol CII Bisphenol C 2 14868-03-2 Phenol Chloral
Bisphenol E Bisphenol E 2081-08-5 Phenol Ethanal
Bisphenol F Bisphenol F 620-92-8 Phenol Formaldehyde
Bisphenol G Bisphenol G 127-54-8 2-Isopropylphenol Acetone
Bisphenol M Bisphenol M 13595-25-0
Bisphenol S Bisphenol S 80-09-1 Phenol Sulfur trioxide
Bisphenol P Bisphenol P 2167-51-3
Bisphenol PH Bisphenol PH 24038-68-4 2-Phenylphenol Acetone
Bisphenol TMC Bisphenol TMC 129188-99-4 Phenol 3,3,5-Trimethylcyclohexanone
Bisphenol Z Bisphenol Z 843-55-0 Phenol Cyclohexanone
Dinitrobisphenol A Dinitrobisphenol A 5329-21-5 Bisphenol A Nitric acid
Tetrabromobisphenol A 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

  1. ^ 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..
  2. ^ Bilbrey, Jenna (11 August 2014). "BPA-Free Plastic Containers May Be Just as Hazardous". Scientific American. Retrieved 8 August 2015.
  3. ^ 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.
  4. ^ See Bisphenol A#Environmental effects for extensive discussion
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