Bisphenol S

Bisphenol S

Names
IUPAC name 4,4'-Sulfonyldiphenol
Other names BPS, 4,4'-sulfonylbisphenol, bis(4-hydroxyphenyl)sulfone
Identifiers
CAS Number	80-09-1 Y
3D model (Jmol)	Interactive image Interactive image
ChEMBL	ChEMBL384441 Y
ChemSpider	6374 Y
ECHA InfoCard	100.001.137
KEGG	C14216 Y
PubChem	6626
InChI InChI=1S/C12H10O4S/c13-9-1-5-11(6-2-9)17(15,16)12-7-3-10(14)4-8-12/h1-8,13-14H Y Key: VPWNQTHUCYMVMZ-UHFFFAOYSA-N Y InChI=1/C12H10O4S/c13-9-1-5-11(6-2-9)17(15,16)12-7-3-10(14)4-8-12/h1-8,13-14H Key: VPWNQTHUCYMVMZ-UHFFFAOYAO
SMILES O=S(=O)(c1ccc(O)cc1)c2ccc(O)cc2 c1cc(ccc1O)S(=O)(=O)c2ccc(cc2)O
Properties
Chemical formula	C12H10O4S
Molar mass	250.27 g·mol−1
Appearance	White colorless solid; forms needle shaped crystals in water
Density	1.3663 g/cm3
Melting point	245 to 250 °C (473 to 482 °F; 518 to 523 K)
Solubility in water	insoluble
Solubility	soluble in ethanol
Hazards
R-phrases	R36
S-phrases	S26
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y  (what is YN ?)
Infobox references

Bisphenol S (BPS) is an organic compound with the formula (HOC₆H₄)₂SO₂. It has two phenol functional groups on either side of a sulfonyl group. It is commonly used in curing fast-drying epoxy resin adhesives. It is a bisphenol, and a close analog of bisphenol A (BPA) in which the dimethylmethylene group (C(CH₃)₂) is replaced with a sulfone group (SO₂).

BPS is used in curing fast-drying epoxy glues and as a corrosion inhibitor. It is also commonly used as a reactant in polymer reactions.

BPS has become increasingly common as a building block in polycarbonates and some epoxies, following the widespread belief that BPA has estrogen-mimicking properties, and enough of it remains in the products to be dangerous. BPS is now used to a variety of common consumer products. In some cases, BPS is used where the legal prohibition on BPA allows products containing BPS to be labelled "BPA free". BPS also has the advantage of being more stable to heat and light than BPA.

To comply with restrictions and regulations on BPA due to its confirmed toxicity, manufacturers are gradually replacing BPA with other related compounds, mainly bisphenol S, as substitutes in industrial applications.

BPS is also used as an anticorrosive agent in epoxy glues. Chemically, BPS is being used as a reagent in polymer reactions. BPS has also been reported to occur in canned foodstuffs, such as tin cans.

In a recent study analyzing BPS in a variety of paper products worldwide, BPS was found in 100% of tickets, mailing envelopes, airplane boarding passes, and airplane luggage tags. In this study, very high concentrations of BPS were detected in thermal receipt samples collected from cities in the United States, Japan, Korea, and Vietnam. The BPS concentrations were large but varied greatly, from a few tens of nanograms per gram to several milligrams per gram. Nevertheless, concentrations of BPS used in thermal paper are usually lower compared to those of BPA. Finally, BPS can get into the human body through dermal absorption from handling banknotes.