Bisphenol S

250.27

250.27

2052954

201-250-5

3OX4RR782R

683541|8712

DTXSID3022409

White, crystalline powder|Needles (from water), orhombic bipyramidol

29309070

83

1.9

White to grayish-green Crystalline Powder

1.3663 g/cu cm at 15 deg C

240.5 °C

168-169 °C

259.4±25.9 °C

1.645

H2O: 1.1 g/L (20 ºC)

Store below +30°C.

<0.0001 Pa (20 °C)

LD50 orally in Rabbit: 2830 mg/kg

Henry's Law constant = 2.7X10-15 atm-cu m/mol at 25 °C (est)

pKa = 8.2 at 25 °C (est)

155.49 Ų [M-H]-

Hydroxyl radical reaction rate constant = 1.45X10-11 cu cm/molecule-sec at 25 °C (est)

NONH for all modes of transport

2

36-36/37/38

26-39-36-37

SM8925000

Xi

Stable. Incompatible with strong bases, acid chloride, acid anhydrides, strong oxidizing agents.

P264, P273, P280, P305+P351+P338, P337+P313, P501

H319

SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational harm/injury/toxicity or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in soil or water; effects on animal and plant life; and conformance with environmental and public health regulations.

|Warning|H319 (15.38%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]|P201, P202, P264, P280, P281, P305+P351+P338, P308+P313, P337+P313, P405, and P501|Aggregated GHS information provided by 407 companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|H361f: Suspected of damaging fertility [Warning Reproductive toxicity]|P201, P202, P281, P308+P313, P405, and P501

Detectable levels of bisphenol S were found in 16 types of paper and paper products (n = 268) such as cash register receipts, currency, tickets, airline luggage tags, and flyers from the United States and some Asian countries. Thermal receipts were collected in the United States, (n = 81) (New York, North Carolina, Illinois, Vermont, and Massachusetts), Japan, Korea, and Vietnam (n = 31). Currency (n = 52) was collected from 20 countries. Other paper products (n = 105) were collected mainly from New York and divided into 14 categories. Bisphenol S was detected in 100% of thermal receipt samples, at concentrations ranging up to 22.0 mg/g, and in about 90% of currency samples at microgram/gram levels. Bisphenol S, at microgram/gram levels, was found in currency samples (90%), food cartons (57%), flyers (80%), magazines (40%), and many other types of paper products(1).|Bisphenol S was detected in 100% of indoor dust samples from New York (Albany, n = 38), China (n = 55), Japan (n = 22), Korea (n = 41), at concentrations ranging from 0.00083 to 26.6 g/g (geometric mean = 0.34 ug/g)(1). The geometric mean for bisphenol S in dust samples from New York was 0.62 ug/g (maximum 26.6 ug/g)(1).

LD50 Rat oral 4556 mg/kg

Bisphenol S's production and use as an intermediate(1), as an electroplating solvent, washfastening agent, component in a phenolic resin(2) and as a developer in thermal paper(3) may result in its release to the environment through various waste streams(SRC).

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 160(SRC), using an estimated log Kow of 1.65(2) and a regression-derived equation(2), indicates that bisphenol S is expected to have moderate mobility in soil(SRC). The estimated pKa of bisphenol S is 8.2(3), indicating that this compound will exist partially in anion form in the environment and anions generally do not adsorb more strongly to soils containing organic carbon and clay than their neutral counterparts(4). Volatilization of Bisphenol S from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 2.7X10-15 atm-cu m/mole(SRC), using a fragment constant estimation method(2). Bisphenol S is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 4.7X10-10 mm Hg at 25 °C(SRC), determined from a fragment constant method(2). Bisphenol S was not biodegraded in 22-day aerobic river die-away tests(5), indicating that biodegradadtion is not an important environmental fate process in soil(SRC).|AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 160(SRC), using an estimated log Kow of 1.65(2) and a regression-derived equation(2), indicates that bisphenol S is not expected to adsorb to suspended solids and sediment(SRC). The estimated pKa of bisphenol S is 8.2(3), indicating that this compound will exist partially in anion form in the environment and anions generally do not adsorb more strongly to soils containing organic carbon and clay than their neutral counterparts(4). Volatilization from water surfaces is not expected(5) based upon an estimated Henry's Law constant of 2.7X10-15 atm-cu m/mole(SRC), developed using a fragment constant estimation method(2). According to a classification scheme(6), an estimated BCF of 6(SRC), from an estimated log Kow of 1.65(2) and a regression-derived equation(2), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Bisphenol S was not biodegraded in 22-day aerobic river die-away tests(7), indicating that biodegradadtion is not an important environmental fate process in water(SRC). Phenols can undergo sensitized photo-oxidation in surface waters exposed to sunlight via reaction with hydroxyl and peroxy radicals with half-lives on the order of days to weeks at the water surface(8); therefore, photo-oxidation may be an important fate process for Bisphenol S in natural water(SRC). Bisphenol S is not expected to undergo hydrolysis in the environment due to the lack of functional groups that hydrolyze under environmental conditions(5).|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), bisphenol S, which has an estimated vapor pressure of 4.7X10-10 mm Hg at 25 °C(SRC), determined from a fragment constant method(2), is expected to exist solely in the particulate phase in the ambient atmosphere. Particulate-phase bisphenol S may be removed from the air by wet and dry deposition(SRC).

The rate constant for the vapor-phase reaction of bisphenol S with photochemically-produced hydroxyl radicals has been estimated as 1.45X10-11 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 1.1 days at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). Bisphenol S is not expected to undergo hydrolysis in the environment due to the lack of functional groups that hydrolyze under environmental conditions(2). Phenols can undergo sensitized photo-oxidation in surface waters exposed to sunlight via reaction with hydroxyl and peroxy (RO2) radicals with half-lives on the order of days to weeks at the water surface(3); therefore, photo-oxidation may be an important fate process for bisphenol S in natural water(SRC).

An estimated BCF of 6 was calculated in fish for bisphenol S(SRC), using an estimated log Kow of 1.65(1) and a regression-derived equation(1). According to a classification scheme(2), this BCF suggests the potential for bioconcentration in aquatic organisms is low(SRC). Bisphenol S is reported to have low bioconcentration(3).

Using an estimated log Kow of 1.65(1) and a regression-derived equation(1), the Koc of bisphenol S can be estimated to be 160(SRC). According to a classification scheme(2), this estimated Koc value suggests that bisphenol S is expected to have moderate mobility in soil. The estimated pKa of bisphenol S is 8.2(3), indicating that this compound will exist partially in anion form in the environment and anions generally do not adsorb more strongly to soils containing organic carbon and clay than their neutral counterparts(4).

The Henry's Law constant for bisphenol S is estimated as 2.7X10-15 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that bisphenol S is expected to be essentially nonvolatile from water surfaces(2). Bisphenol S's Henry's Law constant indicates that volatilization from moist soil surfaces is not expected to occur(SRC). Bisphenol S is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 4.7X10-10 mm Hg(SRC), determined from a fragment constant method(1).

Bisphenol S was detected in seven out of nine canned vegetable samples; when bisphenol S was detected, it was found in the supernatant liquid from the canned food at higher levels than in the food itself; the highest bisphenol S concentration measured was in a sample of supernatant liquid from canned peas and carrots (170 or 175 ng/g, depending on the derivatization method). The source of the bisphenol S in the canned foods is the result of migration from the resin or plastic linings used in the containers(1).

According to the 2006 TSCA Inventory Update Reporting data, the number of persons reasonably likely to be exposed in the industrial manufacturing, processing, and use of bisphenol S is 100-999; the data may be greatly underestimated(1).|Occupational exposure to bisphenol S may occur through inhalation of dust and dermal contact with this compound at workplaces where bisphenol S is produced or used. Monitoring data indicate that the general population is exposed to bisphenol S via exposure to household dust, ingestion of food, and dermal contact with consumer products such as currency and thermal papers. (SRC)

Bisphenol S was detected in 81% of urine samples from populations in New York (Albany, n = 31) and seven Asian countries (China, n = 89; India, n = 38; Japan, n = 36, Korea, n = 33; Kuwait, n = 30; Malaysia, n = 29; and Vietnam, n = 29). The urinary bisphenol S concentrations varied among countries, with the highest geometric mean (GM) concentrations found in samples from Japan (GM 1.18 ng/mL, 0.933 g/g creatinine) and New York (GM 0.299 ng/mL, 0.304 g/g creatinine)(1).

/SRP:/ Immediate first aid: Ensure that adequate decontamination has been carried out. If patient is not breathing, start artificial respiration, preferably with a demand valve resuscitator, bag-valve-mask device, or pocket mask, as trained. Perform CPR if necessary. Immediately flush contaminated eyes with gently flowing water. Do not induce vomiting. If vomiting occurs, lean patient forward or place on the left side (head-down position, if possible) to maintain an open airway and prevent aspiration. Keep patient quiet and maintain normal body temperature. Obtain medical attention. /Poisons A and B/|/SRP:/ Basic treatment: Establish a patent airway (oropharyngeal or nasopharyngeal airway, if needed). Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if needed. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for pulmonary edema and treat if necessary ... . Monitor for shock and treat if necessary ... . Anticipate seizures and treat if necessary ... . For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with 0.9% saline (NS) during transport ... . Do not use emetics. For ingestion, rinse mouth and administer 5 mL/kg up to 200 mL of water for dilution if the patient can swallow, has a strong gag reflex, and does not drool ... . Cover skin burns with dry sterile dressings after decontamination ... . /Poisons A and B/|/SRP:/ Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious, has severe pulmonary edema, or is in severe respiratory distress. Positive-pressure ventilation techniques with a bag valve mask device may be beneficial. Consider drug therapy for pulmonary edema ... . Consider administering a beta agonist such as albuterol for severe bronchospasm ... . Monitor cardiac rhythm and treat arrhythmias as necessary ... . Start IV administration of D5W /SRP: "To keep open", minimal flow rate/. Use 0.9% saline (NS) or lactated Ringer's if signs of hypovolemia are present. For hypotension with signs of hypovolemia, administer fluid cautiously. Watch for signs of fluid overload ... . Treat seizures with diazepam or lorazepam ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Poisons A and B/

/BIOMONITORING/ As concern regarding the toxic effects of bisphenol A (BPA) grows, BPA in many consumer products is gradually being replaced with compounds such as bisphenol S (BPS). Nevertheless, data on the occurrence of BPS in human specimens are limited. In this study, 315 urine samples, collected from the general populations in the United States, China, India, Japan, Korea, Kuwait, Malaysia, and Vietnam, were analyzed for the presence of total BPS (free plus conjugated) concentrations by high-performance liquid chromatography tandem mass spectrometry (HPLC-MS/MS). BPS was detected in 81% of the urine samples analyzed at concentrations ranging from below the limit of quantitation (LOQ; 0.02 ng/mL) to 21 ng/mL (geometric mean: 0.168 ng/mL). The urinary BPS concentration varied among countries, and the highest geometric mean concentration (1.18 ng/mLor 0.933 ug/g creatinine (Cre)) of BPS was found in urine samples from Japan, followed by the United States (0.299 ng/mL, 0.304 ug/g Cre), China (0.226 ng/mL, 0.223 ug/g Cre), Kuwait (0.172 ng/mL, 0.126 ug/g Cre), and Vietnam (0.160 ng/mL, 0.148 ug/g Cre). Median concentrations of BPS in urine samples from the Asian countries were 1 order of magnitude lower than the median concentrations reported earlier for BPA in the same set of samples, with the exception of samples from Japan. There were no significant differences in BPS concentrations between genders (male versus female), or among age groups (categorized as = 19, 20-29, 30-39, 40-49, and = 50 years), or races (Caucasian versus Asian). The daily intake (EDI) of BPS was estimated on the basis of urinary concentrations using a simple pharmacokinetic approach. The median EDI values of BPS in Japan, China, United States, Kuwait, Vietnam, Malaysia, India, and Korea were 1.67, 0.339, 0.316, 0.292, 0.217, 0.122, 0.084, and 0.023 ug/person, respectively.|/OTHER TOXICITY INFORMATION/ In 2011, the European Commission has restricted the use of Bisphenol A in plastic infant feeding bottles. In a response to this restriction, Bisphenol S is now often used as a component of plastic substitutes for the production of babybottles. One of the major concerns leading to the restriction of Bisphenol A was its weak estrogenic activity. By using two highly standardised transactivation assays, we could demonstrate that the estrogenic activity of Bisphenol A and Bisphenol S is of a comparable potency. Furthermore, some insights about the structure-activity relationships of these two chemicals and their metabolites could be gained from in silico predictions of their relative estrogen receptor-binding affinities and their liver phase-I biotransformation.

bis(4-hydroxyphenyl)sulfone

Paper manufacturing|Phenol, 4,4'-sulfonylbis-: ACTIVE