Bisphenols
Bisphenols are a group of chemical compounds that carry two (therefore “ bi ” or “ bis ”) hydroxyphenyl groups (“ phenol ”). Bisphenol is thus a common name. The following letters mostly refer to one of the starting materials . Colloquially, the best-known representative of this group, bisphenol A, is simply called "bisphenol".
construction
Most of the representatives are derived from di- or triphenylmethane and have a central carbon atom. Bisphenol S, P and M are the exceptions: bisphenol S has a central S chwefel atom to which bisphenols M and P are compounds with a central benzene ring to which in m eta - or p ara position two alkyl phenols are linked .
Representative
| Surname | structure | CAS number | Educts (partly formal) | IUPAC name (synonyms) | |
|---|---|---|---|---|---|
| Bisphenol A. |  |
80-05-7 | phenol | acetone | 4,4 '- (1-methylethylidene) bisphenol
2,2-bis (4-hydroxyphenyl) propane |
| Bisphenol AF |  |
1478-61-1 | phenol | Hexafluoroacetone | 4,4 '- [2,2,2-trifluoro-1- (trifluoromethyl) ethylidenyl] bisphenol
2,2-bis (4-hydroxyphenyl) hexafluoropropane |
| Bisphenol AP |  |
1571-75-1 | phenol | Acetophenone | 4,4 '- (1-phenylethylidene) bisphenol
1,1-bis (4-hydroxyphenyl) -1-phenylethane |
| Bisphenol B |  |
77-40-7 | phenol | Butanone | 4,4 '- (1-methylpropylidene) bisphenol
2,2-bis (4-hydroxyphenyl) butane |
| Bisphenol BP |  |
1844-01-5 | phenol | Benzophenone | 4,4 ′ - (diphenylmethylene) bisphenol
Bis (4-hydroxyphenyl) diphenylmethane; Bisphenol DP |
| Bisphenol C |  |
79-97-0 | o -Cresol | acetone | 4,4 ′ - (1-methylethylidene) bis (2-methylphenol)
2,2-bis (3-methyl-4-hydroxyphenyl) propane |
| Bisphenol E. |  |
2081-08-5 | phenol | acetaldehyde | 4,4'-ethylidene bisphenol
1,1-bis (4-hydroxyphenyl) ethane |
| Bisphenol F |  |
620-92-8 | phenol | formaldehyde | 4,4'-methylenebisphenol
Bis (4-hydroxyphenyl) methane |
| Bisphenol FL |  |
3236-71-3 | phenol | Fluorenone | 4,4 '- (9 H -fluoren-9-ylidene) bisphenol
9,9-bis (4-hydroxyphenyl) fluorene |
| Bisphenol G |  |
127-54-8 | 2-isopropylphenol | acetone | 4,4 ′ - (1-methylethylidene) bis [2- (1-methylethyl) phenol]
2,2-bis (4-hydroxy-3-isopropyl-phenyl) propane |
| Bisphenol M |  |
13595-25-0 | phenol | 4,4 '- [1,3-phenylenebis (1-methylethylidene)] bisphenol
1,3-bis (2- (4-hydroxyphenyl) -2-propyl) benzene |
|
| Bisphenol P |  |
2167-51-3 | phenol | 4,4 '- [1,4-phenylenebis (1-methylethylidene)] bisphenol
1,4-bis [2- (4-hydroxyphenyl) -2-propyl] benzene |
|
| Bisphenol PH |  |
24038-68-4 | 2-phenylphenol | acetone | 5,5 ′ ′ - (1-methylethylidene) bis ([1,1′-biphenyl] -2-ol)
2,2- {5,5'-bis [1,1 '- (biphenyl) -2-ol]} propane |
| Bisphenol S. |  |
80-09-1 | phenol | Sulfur trioxide | 4,4'-sulfonyl bisphenol
Bis (4-hydroxyphenyl) sulfone |
| Bisphenol TMC |  |
129188-99-4 | phenol | 3,3,5-trimethylcyclohexanone | 4,4 '- (3,3,5-trimethylcyclohexylidene) bisphenol
1,1-bis (4-hydroyphenyl) -3,3,5-trimethyl-cyclohexane |
| Bisphenol Z |  |
843-55-0 | phenol | Cyclohexanone | 4,4'-cyclohexylidenebisphenol
1,1-bis (4-hydroxyphenyl) cyclohexane |
Web links
- University of Stuttgart: Endocrine activity of various bisphenols and their derivatives BADGE and BFDGE ( Memento from June 12, 2007 in the Internet Archive ) (PDF; 137 kB)
- E. Danzl, K. Sei, S. Soda, M. Ike, M. Fujita: Biodegradation of Bisphenol A, Bisphenol F and Bisphenol S in Seawater. In: International Journal of Environmental Research and Public Health. Volume 6, number 4, 04 2009, pp. 1472–1484, doi : 10.3390 / ijerph6041472 , PMID 19440529 , PMC 2681201 (free full text).
Individual evidence
- ↑ External identifiers of or database links for Bisphenol AP : CAS number: 1571-75-1, EC number: 433-130-5, ECHA InfoCard: 100.103.138 , GESTIS substance database : 531584 , PubChem : 623849 , ChemSpider : 541979 , Wikidata : Q15726110 .
- ↑ External identifiers or database links for bisphenol BP : CAS number: 1844-01-5, EC number: 679-999-6, ECHA InfoCard: 100.204.942 , PubChem : 232881 , ChemSpider : 203015 , Wikidata : Q65621757 .
- ↑ External identifiers or database links for bisphenol C : CAS number: 79-97-0, EC number: 201-240-0, ECHA InfoCard: 100.001.128 , PubChem : 6620 , ChemSpider : 6368 , Wikidata : Q9658055 .
- ↑ External identifiers or database links for Bisphenol G : CAS number: 127-54-8, EC number: 678-196-8, ECHA InfoCard: 100.203.269 , PubChem : 228537 , ChemSpider : 198910 , Wikidata : Q65621758 .
- ↑ External identifiers or database links for Bisphenol M : CAS number: 13595-25-0, EC number: 428-970-4, ECHA InfoCard: 100.102.734 , GESTIS substance database : 536046 , PubChem : 3292100 , ChemSpider : 2540817 , Wikidata : Q65643372 .
- ↑ External identifiers or database links for Bisphenol P : CAS number: 2167-51-3, EC number: 606-820-0, ECHA InfoCard: 100.125.643 , PubChem : 630355 , ChemSpider : 547401 , Wikidata : Q65643375 .
- ↑ External identifiers or database links for bisphenol PH : CAS number: 24038-68-4, EC number: 678-197-3, ECHA InfoCard: 100.203.270 , PubChem : 13059052 , ChemSpider : 10633445 , Wikidata : Q65643376 .
- ↑ External identifiers or database links for Bisphenol TMC : CAS number: 129188-99-4, EC number: 603-320-4, ECHA InfoCard: 100.123.958 , PubChem : 4134035 , ChemSpider : 3346809 , Wikidata : Q65619821 .