The bisphenols ( /ˈbɪsfɪnɒl/) are a group of industrial chemical compounds related to diphenylmethane; commonly used in the creation of plastics and epoxy resins. [1] [2] [3] 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, with millions of metric tons produced globally in the past decade, often simply called "bisphenol". [3] [4] [5]
Structural formula | Name | CAS | Reactants | |
---|---|---|---|---|
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Bisphenol A | 80-05-7 | Phenol | Acetone |
|
Bisphenol AP | 1571-75-1 | Phenol | Acetophenone |
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Bisphenol AF | 1478-61-1 | Phenol | Hexafluoroacetone |
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Bisphenol B | 77-40-7 | Phenol | Butanone |
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Bisphenol BP | 1844-01-5 | Phenol | Benzophenone |
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Bisphenol C | 79-97-0 | o-cresol | Acetone |
|
Bisphenol C 2 | 14868-03-2 | Phenol | Chloral |
|
Bisphenol E | 2081-08-5 | Phenol | Ethanal |
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Bisphenol F | 620-92-8 | Phenol | Formaldehyde |
|
Bisphenol G | 127-54-8 | 2-Isopropylphenol | Acetone |
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Bisphenol M | 13595-25-0 | ||
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Bisphenol S | 80-09-1 | Phenol | Sulfur trioxide |
|
Bisphenol P | 2167-51-3 | ||
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Bisphenol PH | 24038-68-4 | 2-Phenylphenol | Acetone |
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Bisphenol TMC | 129188-99-4 | Phenol | 3,3,5-Trimethylcyclohexanone |
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Bisphenol Z | 843-55-0 | Phenol | Cyclohexanone |
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Dinitrobisphenol A | 5329-21-5 | Bisphenol A | Nitric acid |
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Tetrabromobisphenol A | 79-94-7 | Bisphenol A | Bromine |
Bisphenols A (BPA), F (BPF) and S (BPS) have been shown to be endocrine disruptors, potentially relating to adverse health effects. [3] [6] Due to its high production volumes, BPA has been characterised as a "pseudo-persistent" chemical, [7] leading to its spreading and potential accumulation in a variety of environmental matrices, even though it has a fairly short half-life. [8]