Bisphenol S is used Thermal paper developer (e.g., receipts, tickets), paint/color fixer, leather tanning, plating dispersant, flame‑retardant resins.
Bisphenol S is used Linker in fast-drying epoxy adhesives and anticorrosive coatings.
Bisphenol S is used Transfer resistant to heat and light—analogous BPA substitute.
CAS Number: 80-09-1
EC Number: 201-250-5
MDL number: MFCD00002350
Chemical formula: C12H10O4S
Molecular Weight: 250.27 g·mol−1
SYNONYMS:
4,4′-Sulfonyldiphenol, BPS, 4,4′-sulfonylbisphenol, Bis(4-hydroxyphenyl)sulfone, 4,4'-Sulfonyldiphenol, 80-09-1, Bisphenol S, Bis(4-hydroxyphenyl) sulfone, Phenol, 4,4'-sulfonylbis-, 4-(4-hydroxyphenyl)sulfonylphenol, 4,4'-Dihydroxydiphenyl sulfone, 4-Hydroxyphenyl sulfone, 4,4'-Sulfonylbisphenol, Bis(p-hydroxyphenyl) sulfone, Diphone C, Bis(4-hydroxyphenyl)sulfone, 4,4-Sulfonyldiphenol, Sulphonylbisphenol, 4,4'-Bisphenol S, 1,1'-Sulfonylbis(4-hydroxybenzene), Bis(p-hydroxyphenyl)sulfone, BPS 1, 4,4'-Sulphonyldiphenol, P,P'-Dihydroxydiphenyl sulfone, NSC 8712, PHENOL, 4,4'-SULFONYLDI-, BISPHENOL-S, CCRIS 2647, NSC 683541, EINECS 201-250-5, DHDPhS, BRN 2052954, 3OX4RR782R, DTXSID3022409, CHEBI:34372, AI3-08667, HSDB 8087, NSC-8712, NSC-683541, DTXCID602409, EC 201-250-5, 4-06-00-05809 (Beilstein Handbook Reference), EINECS 247-158-9, 1,1'-Sulfonylbis[4-hydroxybenzene], NSC 57909, BIS(4-HYDROXY(PHENYL))SULFONE, BIS(4-HYDROXY(PHENYL))SULPHONE, 1, 1'-SULFONYLBIS(4-HYDROXYBENZENE), 4,4'Bisphenol S, 4,4'Sulfonylbisphenol, 4,4'Sulphonyldiphenol, Phenol, 4,4'sulfonyldi, Bis(phydroxyphenyl)sulfone, bis(4hydroxyphenyl)sulfone, Phenol, 4,4'sulfonylbis, Bis(phydroxyphenyl) sulfone, bis(4hydroxyphenyl) sulfone, p,p'Dihydroxydiphenyl sulfone, 4,4'dihydroxydiphenyl sulfone, 1,1'Sulfonylbis(4hydroxybenzene), 247-158-9, 4-[(4-hydroxyphenyl)sulfonyl]phenol, MFCD00002350, 4,4'-dihydroxy diphenyl sulfone, NSC8712, 4-(4-hydroxyphenylsulfonyl)phenol, NSC683541, 25641-61-6, CAS-80-09-1, C12H10O4S, bisphenols, UNII-3OX4RR782R, 4,4'-dihydroxydiphenylsulfone, 4,4'-Dihydroxydiphenyl sulphone, 4-(4-hydroxybenzenesulfonyl)phenol, Phenol,4'-sulfonylbis-, 4,4'-sulfonyldiphenol, WLN: QR DSWR DQ, Bisphenol S (4,4'), ChemDiv3_000253, 4,4'-Sulfonylbis[phenol], Cambridge id 5137133, di-(4-Hydroxyphenyl)sulfone, Oprea1_709121, SCHEMBL18838, MLS001195068, BIDD:ER0209, bis(4-hydroxylphenyl) sulfone, SCHEMBL124022, 4,4'-Dihydroxydiphenylsulphone, 4,4'-dihydroxy diphenylsulfone, CHEMBL384441, SCHEMBL2038611, SCHEMBL8632609, 4,4'-Sulfonyldiphenol, 98%, 4,4'-Sulfonyldiphenol (4,4'-Dihydroxydiphenylsulfone), BP_06 (BPS), Bisphenol S, analytical standard, HMS2866C04, Tox21_201743, Tox21_302843, BBL004108, MSK000912, SBB056786, STK267009, AKOS000119535, CS-W012643, DS-5781, FB62571, HY-W011927, IDI1_019571, NCGC00164029-01, NCGC00164029-02, NCGC00256437-01, NCGC00259292-01, AC-11720, SMR000554491, B0495, EU-0066997, NS00010610, ST50308058, EN300-18083, E82999, AB00275288-05, Q418379, Z57158549, F0266-0794, Bisphenol S;4,4'-Dihydroxydiphenyl Sulfone;4,4'-Sulfonyldiphenol, 6JD, InChI=1/C12H10O4S/c13-9-1-5-11(6-2-9)17(15,16)12-7-3-10(14)4-8-12/h1-8,13-14, Bis (4-hydroxyphenyl) sulfone, Bis (p-hydroxyphenyl) sulfone, 4,4-Bisphenol S, Bisphenol S, BPS 1 p,p-Dihydroxydiphenyl sulfone, 4-Hydroxyphenyl sulfone, Phenol, 4,4-sulfonylbis-, Phenol, 4,4-sulfonyldi-, SDP 1,1-Sulfonylbis (4-hydroxybenzene), Sulfonyl bisphenol, 4,4-Sulfonylbisphenol, 4,4-Sulfonyldiphenol, Phenol, 4,4'-sulfonylbis-, Bisphenol S, Diphone D, BPS-P, Diphone A, D 8, BPS-N, p,p'-Dihydroxydiphenyl sulfone, BS 3 (phenol), BS-PN, 1,1'-Sulfonylbis[4-hydroxybenzene], BPS-H, Ex 1B, 4,4'-Dihydroxydiphenyl sulfone, NSC 8712, Phenol, 4,4'-sulfonyldi- (6CI,8CI), Diphone C, 4,4'-Bisphenol S, BS 3, NSC 683541, Phenol, 4,4'-sulfonylbis-, Bis(p-hydroxyphenyl) sulfone, Dynamar FC 5166, 4-(4-Hydroxyphenylsulfonyl)phenol, Bis(4-hydroxyphenyl) sulfone, 4,4'-Sulfonylbis[phenol], 4-Hydroxyphenyl sulfone, Bisphenol S sulfonic acid ester, BPS 1, 4,4'-Sulfonyldiphenol, 4,4'-Sulphonyldiphenol, Bis(4-hydroxyphenyl)sulfone, 4,4-Dihydroxydiphenylsulfone, Bisphenol S, 4,4′‑sulfonylbisphenol, Bis(4‑hydroxyphenyl)sulfone, dioxydiphenylsulfone, BPS
Bisphenol S (BPS, dioxydiphenylsulfone) is an organic compound with the formula (HOC6H4)2SO2.
Bisphenol S has two phenol functional groups on either side of a sulfonyl group.
Bisphenol S is commonly used in curing fast-drying epoxy resin adhesives.
Bisphenol S is classified as a bisphenol, and a close molecular analog of bisphenol A (BPA).
Bisphenol S differs from BPA in possessing a sulfone group (SO2) as the central linker in the molecule instead of the dimethylmethylene group (C(CH3)2) of bisphenol A.
Bisphenol S is a sulfone that is diphenyl sulfone in which both of the para hydrogens have been replaced by hydroxy groups.
Bisphenol S has a role as a metabolite and an endocrine disruptor.
Bisphenol S is a sulfone and a bisphenol.
Bisphenol S is functionally related to a diphenyl sulfone.
Bisphenol S is part of the group of Other Bisphenols.
Bisphenol S is part of the group of p,p'-Bisphenols.
Bisphenol S, related to its chemical cousin Bisphenol A (BPA), is an organic compound used to make hard plastic and synthetic fibers.
Bisphenol S is commonly used as a replacement for BPA in some types of paper receipts, can be used to lengthen color life in fabrics, and is a food packaging preservative.
Bisphenol S (BPS) is part of polyethersulfone (PES) plastic, which is used to make hard plastic items and synthetic fibers for clothing and other textiles.
Bisphenol S is a chemical that some manufacturers are using as a replacement for Bisphenol A (BPA) due to its perceived lower potential for harm.
Bisphenol S was developed as a safe substitution for BPA and is regulated by governments.
However, recent research suggests that Bisphenol S may be just as harmful as BPA.
Some manufacturers have opted for Bisphenol S as a substitute for BPA in their products.
Bisphenol S (BPS), with the CAS number 80-09-1, is an organic compound that belongs to the class of bisphenols.
Bisphenol S is structurally similar to Bisphenol A (BPA) but contains a sulfonyl group instead of the carbonyl group found in BPA.
Bisphenol S is typically used as a substitute for BPA in the production of polycarbonate plastics and epoxy resins, particularly in applications where BPA's estrogenic activity is a concern.
Bisphenol S is a white crystalline solid at room temperature and is soluble in organic solvents but has limited solubility in water.
Bisphenol S exhibits similar thermal and chemical stability to BPA, making it suitable for various industrial applications.
However, concerns have been raised regarding its potential endocrine-disrupting properties, as Bisphenol S can mimic estrogen and may affect hormonal functions in living organisms.
As a result, Bisphenol S's use is being scrutinized, and research continues to evaluate its safety and environmental impact.
Overall, while Bisphenol S serves as a BPA alternative, its biological effects warrant careful consideration.
USES and APPLICATIONS of BISPHENOL S:
Bisphenol S is used Monomer in polysulfone, polyethersulfone (PES), polycarbonate, epoxy, phenolic resins.
Bisphenol S is used Thermal paper developer (e.g., receipts, tickets), paint/color fixer, leather tanning, plating dispersant, flame‑retardant resins.
Bisphenol S is used Linker in fast-drying epoxy adhesives and anticorrosive coatings.
Bisphenol S is used Transfer resistant to heat and light—analogous BPA substitute.
Bisphenol S is a precursor to the polyethersulfone called Victrex.
Bisphenol S is also used as an anticorrosive agent in epoxy glues.
Bisphenol S may also be used to make colors last longer in some fabrics.
Bisphenol S is a common replacement for BPA in some types of paper receipts, and is also in protective coatings inside some food cans.
Consumer products marketed as “BPA-free” might contain BPS.
Bisphenol S is part of polyethersulfone (PES) plastic, which is used to make hard plastic items and synthetic fibers for clothing and other textiles.
Bisphenol S may also be used to make colors last longer in some fabrics.
Bisphenol S is a common replacement for BPA in some types of paper receipts, and is also in protective coatings inside some food cans.
Consumer products marketed as “BPA-free” might contain BPS.
Application(s) of Bisphenol S: Environmental Analysis, Pharmaceuticals and Personal Care Products (PPCPs)
OCCURRENCE IN EVERYDAY LIFE, BISPHENOL S:
Bisphenol S is used in a variety of common consumer products.
In some cases, Bisphenol S is used as a replacement for BPA.
Bisphenol S also has the advantage of being more stable to heat and light than BPA.
Bisphenol S has also been reported to occur in canned foodstuffs, such as tin cans.
PAPER PRODUCTS OF BISPHENOL S:
Another study done on thermal receipt paper shows that 88% of human exposure to Bisphenol S from handling papers is through receipts.
The recycling of thermal paper can introduce Bisphenol S into the cycle of paper production and cause Bisphenol S contamination of other types of paper products.
In a 2015 study analyzing Bisphenol S in a variety of paper products worldwide, Bisphenol S was found in 100% of tickets, mailing envelopes, airplane boarding passes, and airplane luggage tags.
In this study, very high concentrations of Bisphenol S were detected in thermal receipt samples collected from cities in the United States, Japan, Korea, and Vietnam.
The Bisphenol S concentrations were large but varied greatly, from a few tens of nanograms per gram to several milligrams per gram.
Bisphenol S is present in more than 70% of the household waste paper samples, potentially indicating spreading of Bisphenol S contamination through paper recycling.
Nevertheless, concentrations of Bisphenol S used in thermal paper are usually lower compared to those of BPA.
Finally, Bisphenol S can get into the human body through dermal absorption from handling banknotes.
CHEMISTRY AND APPLICATION OF BISPHENOL S:
Bisphenol S (BPS, CAS 80-09-1) consists of two hydroxyphenyl groups connected by a sulfonyl group and has the chemical formula C12H10O4S (Figure 1).
Bisphenol S has a listed production volume between 1 000 and 10 000 tons per year according to the European Chemicals Agency (ECHA 2014).
Bisphenol S is used as monomer in synthetic polymers such as polyethersulfone (PES) and polysulfone (PSU) as well as in epoxy resins also used for food contact.
BENEFITS & CHARACTERISTICS OF BISPHENOL S:
*Heat/light stability:
More resistant than BPA.
*BPA alternative:
Widely used in “BPA‑free” products (plastics, receipts).
*High-performance resin precursor:
Useful in engineering polymers.
BISPHENOL S IS FOUND IN:
• Hard PES plastic in a variety of items, such as:
o Baby bottles.
o Microwave-safe dishes and containers.
o Parts of electronics, like screens for mobile phones and calculators.
o Heat-resistant parts used in automobile engines, industrial machinery, medical equipment, and other applications.
• Some clothing, including baby socks and onesies, sportswear, and raingear.
• Fabrics used for blankets, curtains, pillows, and furniture upholstery.
• Coatings in some food cans and nonstick pans.
• Some receipts printed on smooth shiny paper, such as from cash registers or gas pumps.
PRODUCTION AND USE OF BISPHENOL S:
Bisphenol S is the reaction product of two phenol molecules with one molecule of sulfuric acid.
2,4’-sulfonyldiphenol is often formed as a side product.
Bisphenol S or its derivatives are used in the production of polyethersulfones, polysulfones, and epoxy resins, water-soluble and thermosetting resins, heat-sensitive developers, photographic chemicals, polyphthalate carbonates, polymer modifiers, and brominated flame retardants.
Bisphenol S continuously finds application in synthetic polymers such as poly(ethylene terephthalate), poly(butylene terephthalate), polyurethanes, and epoxy resins.
In 2000, the Scientific Committee on Food (SCF) stated that Bisphenol S is used as comonomer for kitchen utensils, mainly for repeated use.
Polyethersulfone is one of the materials replacing bisphenol A (BPA)-based polycarbonate in baby bottles.
Bisphenol S also substituted BPA in many thermal papers by now.
Bisphenol S was found in high concentrations in receipts (up to 22 mg/g) and also detected in recycled food carton and food packaging paper, and in the lining of cans.
PHYSICAL AND CHEMICAL PROPERTIES OF BISPHENOL S:
Bisphenol S (BPS; CAS 80-09-1; IUPAC name: 4,4'-sulfonyldiphenol) is an organic compound with two hydroxyphenyl groups connected by a sulfonyl group.
Bisphenol S has the chemical formula C12H10O4S.
Bisphenol S is slightly soluble in benzene and dimethyl sulfoxide, soluble in ethanol and ether, but not in water.
Bisphenol S's calculated octanol/water partition coefficient (log KOW) is 1.65.
The experimentally determined log KOW of Bisphenol S is 1.2.
FUNCTION OF BISPHENOL S:
*Chemical Intermediate,
*Intermediates for Thermal/Carbonless Paper
WHAT PRODUCTS HAVE BISPHENOL S IN THEM?
Bisphenol S can be found in:
*Thermal paper cash receipts
*Plastics
*Indoor dust
*Linings of beverage and food cans
*Medical devices
IS BISPHENOL S SAFE?
Bisphenol S is often used as a replacement for Bisphenol A.
However, bisphenol S is not necessarily safer to use than Bisphenol A.
Studies comparing the risk of BPS vs. BPA in thermal paper receipts yielded similar exposure risks.
Million Marker lists them both as chemicals to avoid.
BIODEGRADATION OF BISPHENOL S:
Bisphenol S is more resistant to environmental degradation than BPA, and although not persistent cannot be characterised as readily biodegradable.
SYNTHESIS OF BISPHENOL S:
Bisphenol S is prepared by the reaction of two equivalents of phenol with one equivalent of sulfuric acid or oleum.
2 C6H5OH + H2SO4 → (C6H4OH)2SO2 + 2 H2O
2 C6H5OH + SO3 → (C6H4OH)2SO2 + H2O
This reaction can also produce 2,4'-sulfonyldiphenol, a common isomeric complication in electrophilic aromatic substitution reactions.
BISPHENOL S CONCENTRATIONS WITHIN POPULATIONS
A relationship to higher Bisphenol S concentrations is linked to individuals within certain socio-economic classes hence placing those individuals at greater risk of possible deleterious effects.
Individuals with an annual income of less than $20,000 were found to have the highest concentrations of bisphenol and individuals with an annual income of $75,000 or more to have the lowest concentrations, suggesting a linear relationship between bodily concentrations of Bisphenol S and income.
Black women had the highest concentrations of BISPHENOL S with levels 93% higher than those of white women.
PHYSICAL and CHEMICAL PROPERTIES of BISPHENOL S:
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: 1100 mg/L
Solubility: Soluble in ethanol
Molecular Weight: 250.27 g/mol
XLogP3: 1.9
Hydrogen Bond Donor Count: 2
Hydrogen Bond Acceptor Count: 4
Rotatable Bond Count: 2
Exact Mass: 250.02997997 Da
Monoisotopic Mass: 250.02997997 Da
Topological Polar Surface Area: 83 Ų
Heavy Atom Count: 17
Formal Charge: 0
Complexity: 302
Isotope Atom Count: 0
Defined Atom Stereocenter Count: 0
Undefined Atom Stereocenter Count: 0
Defined Bond Stereocenter Count: 0
Undefined Bond Stereocenter Count: 0
Covalently-Bonded Unit Count: 1
Compound Is Canonicalized: Yes
Density: 1.3663 g/cm³ (15 °C)
Slightly Soluble: in benzene, DMSO
Odor: Odorless
Insolubility: in water
Melting Point: 215–247 °C
Molecular weight: 250.28
Solubility: alcohol, acetone, ether, alkali
Linear Formula: O₂S(C₆H₄OH)₂
CAS Number: 80-09-1
Molecular Weight: 250.27
Beilstein: 2052954
EC Number: 201-250-5
MDL number: MFCD00002350
UNSPSC Code: 85151701
PubChem Substance ID: 329756299
NACRES: NA.24
Physical state: Powder
Color: White
Odor: No data available
Melting point/freezing point: Melting point/range: 245–247 °C
Initial boiling point and boiling range: 315 °C
Flammability (solid, gas): No data available
Upper/lower flammability or explosive limits: No data available
Flash point: Not applicable
Autoignition temperature: No data available
Decomposition temperature: No data available
pH: No data available
Viscosity
Viscosity, kinematic: No data available
Viscosity, dynamic: No data available
Water solubility: No data available
Partition coefficient: n-octanol/water: No data available
Vapor pressure: No data available
Density: 1.43 g/cm³
Relative density: No data available
Relative vapour density: No data available
Particle characteristics: No data available
Explosive properties: No data available
Oxidizing properties: None
Other safety information
Dissociation constant: 8 at 22 °C
Molecular form: C₁₂H₁₀O₄S
Appearance: NA
Mol. Weight: 250.27
Storage: 2–8 °C Refrigerator
Shipping Conditions: Ambient
Applications: NA
Formula: C₁₂H₁₀O₄S
CAS No.: 80‑09‑1
EC No.: 201‑250‑5
Formula: C₁₂H₁₀O₄S
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
InChI Key: VPWNQTHUCYMVMZ-UHFFFAOYSA-N
SMILES: O=S(=O)(C1=CC=C(O)C=C1)C2=CC=C(O)C=C2
CAS number: 80‑09‑1
EC (EINECS) number: 201‑250‑5
PubChem CID: 6626
ChemSpider ID: 6374
IUPAC name: 4,4′‑Sulfonyldiphenol
Chemical formula: C₁₂H₁₀O₄S; Molar mass: ~250.27 g/mol
Appearance: White or colorless, needle-like crystalline solid
Density: ~1.366 g/cm³
Melting point: 245–250 °C
Boiling point: ≈363 °C (estimated)
Solubility: ~1.1 g/L in water (20 °C), soluble in ethanol, DMSO, ether; poorly in cold water
Log Kₒw (octanol/water): ~1.2–1.65
Vapor pressure: < 0.0001 Pa at 20 °C
Flash point: ~259 °C
Not explosive or oxidizing
CAS / EC: 80‑09‑1 / 201‑250‑5
Formula & Molar Mass: C₁₂H₁₀O₄S; ~250.27 g/mol
Appearance: White crystalline solid
Density: ≈1.366 g/cm³
Melting / Boiling: 245–250 °C / ~363 °C
Solubility (20 °C): ~1.1 g/L in water; + organic solvents
Log Kₒw: ~1.2–1.65
Primary Uses: Polymer synthesis, thermal paper, adhesives, coatings
Compound Canonicalized: Yes
FIRST AID MEASURES of BISPHENOL S:
-Description of first-aid measures
*General advice:
Show this material safety data sheet to the doctor in attendance.
*If inhaled:
After inhalation:
Fresh air.
*In case of skin contact:
Take off immediately all contaminated clothing.
Rinse skin with
water/ shower.
*In case of eye contact:
After eye contact:
Rinse out with plenty of water.
Call in ophthalmologist.
Remove contact lenses.
*If swallowed:
After swallowing:
Immediately make victim drink water (two glasses at most).
Consult a physician.
-Indication of any immediate medical attention and special treatment needed.
No data available
ACCIDENTAL RELEASE MEASURES of BISPHENOL S:
-Environmental precautions:
Do not let product enter drains.
-Methods and materials for containment and cleaning up:
Cover drains.
Collect, bind, and pump off spills.
Observe possible material restrictions.
Take up dry.
Dispose of properly.
Clean up affected area.
FIRE FIGHTING MEASURES of BISPHENOL S:
-Extinguishing media:
*Suitable extinguishing media:
Carbon dioxide (CO2)
Foam
Dry powder
*Unsuitable extinguishing media:
For this substance/mixture no limitations of extinguishing agents are given.
-Further information:
Prevent fire extinguishing water from contaminating surface water or the ground water system.
EXPOSURE CONTROLS/PERSONAL PROTECTION of BISPHENOL S:
-Control parameters:
--Ingredients with workplace control parameters:
-Exposure controls:
--Personal protective equipment:
*Eye/face protection:
Use equipment for eye protection.
Safety glasses
*Body Protection:
protective clothing
*Respiratory protection:
Recommended Filter type: Filter A
-Control of environmental exposure:
Do not let product enter drains.
HANDLING and STORAGE of BISPHENOL S:
-Conditions for safe storage, including any incompatibilities:
*Storage conditions:
Tightly closed.
Dry.
STABILITY and REACTIVITY of BISPHENOL S:
-Chemical stability:
The product is chemically stable under standard ambient conditions (room temperature).
-Possibility of hazardous reactions:
No data available