Names | |
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IUPAC name
4,4'-(propane-2,2-diyl)diphenol
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Other names
BPA, p,p'-Isopropylidenebisphenol,
2,2-Bis(4-hydroxyphenyl)propane |
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Identifiers | |
3D model (JSmol)
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ChEBI | |
ChEMBL | |
ChemSpider | |
DrugBank | |
ECHA InfoCard | 100.001.133 |
EC Number | 201-245-8 |
KEGG | |
PubChem CID
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RTECS number | SL6300000 |
UNII | |
UN number | 2430 |
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Properties | |
C15H16O2 | |
Molar mass | 228.29 g·mol−1 |
Appearance | White solid |
Density | 1.20 g/cm³ |
Melting point | 158 to 159 °C (316 to 318 °F; 431 to 432 K) |
Boiling point | 220 °C (428 °F; 493 K) 4 mmHg |
120–300 ppm (21.5 °C) | |
Vapor pressure | 5×10−6 Pa (25 °C) |
Hazards | |
R-phrases (outdated) | R36 R37 R38 R43 |
S-phrases (outdated) | S24 S26 S37 |
NFPA 704 | |
Flash point | 227 °C (441 °F; 500 K) |
600 °C (1,112 °F; 873 K) | |
Related compounds | |
Related phenols
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Bisphenol S |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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what is ?) | (|
Infobox references | |
Bisphenol A (BPA) is an organic synthetic compound with the chemical formula (CH3)2C(C6H4OH)2 belonging to the group of diphenylmethane derivatives and bisphenols, with two hydroxyphenyl groups. It is a colorless solid that is soluble in organic solvents, but poorly soluble in water. It has been in commercial use since 1957.
BPA is a starting material for the synthesis of plastics, primarily certain polycarbonates and epoxy resins, as well as some polysulfones and certain niche materials. BPA-based plastic is clear and tough, and is made into a variety of common consumer goods, such as plastic bottles including water bottles, sports equipment, CDs, and DVDs. Epoxy resins containing BPA are used to line water pipes, as coatings on the inside of many food and beverage cans and in making thermal paper such as that used in sales receipts. In 2015, an estimated 4 million tonnes of BPA chemical were produced for manufacturing polycarbonate plastic, making it one of the highest volume of chemicals produced worldwide.
BPA is a xenoestrogen, exhibiting estrogen-mimicking, hormone-like properties that raise concern about its suitability in some consumer products and food containers. Since 2008, several governments have investigated its safety, which prompted some retailers to withdraw polycarbonate products. The U.S. Food and Drug Administration (FDA) has ended its authorization of the use of BPA in baby bottles and infant formula packaging, based on market abandonment, not safety. The European Union and Canada have banned BPA use in baby bottles.