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 ABisphenol A80-05-7PhenolAcetone
Bisphenol APBisphenol AP1571-75-1PhenolAcetophenone
Bisphenol AFBisphenol AF1478-61-1PhenolHexafluoroacetone
Bisphenol BBisphenol B77-40-7PhenolButanone
Bisphenol BPBisphenol BP1844-01-5PhenolBenzophenone
Bisphenol CBisphenol C79-97-0o-cresolAcetone
Bisphenol CIIBisphenol C 214868-03-2PhenolChloral
Bisphenol EBisphenol E2081-08-5 PhenolEthanal
Bisphenol FBisphenol F620-92-8PhenolFormaldehyde
Bisphenol GBisphenol G127-54-82-IsopropylphenolAcetone
Bisphenol MBisphenol M13595-25-0
Bisphenol SBisphenol S80-09-1PhenolSulfur trioxide
Bisphenol PBisphenol P2167-51-3
Bisphenol PHBisphenol PH24038-68-42-PhenylphenolAcetone
Bisphenol TMCBisphenol TMC129188-99-4Phenol3,3,5-Trimethylcyclohexanone
Bisphenol ZBisphenol Z843-55-0PhenolCyclohexanone
Dinitrobisphenol ADinitrobisphenol A5329-21-5Bisphenol ANitric acid
Tetrabromobisphenol ATetrabromobisphenol A79-94-7Bisphenol ABromine

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
  • For additional examples and alternate names, see: Alger, Mark (2017). Polymer Science Dictionary. Springer. p. 77. ISBN 978-94-024-0893-5.
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