2-Hydroxy-4-octoxybenzophenone

326.43

326.43

1915198

217-421-2

73P3618V2E

163400

DTXSID9027441

Crystals|Pale, cream-to-white powder with friable /easily crumbled/ lump|Colorless crystals|Light yellow powder

29145090

46.5

6.8

DryPowder; DryPowder, Liquid; OtherSolid; PelletsLargeCrystals

1160 kg/cu m at 20 deg C

45-46 °C

175-180 °C @ Press: 0.1 Torr

102℃

1.6000 (estimate)

In water, <0.001 mg/L at 20 deg C, pH 6 /OECD Guideline 105 (Water Solubility)/

Keep container tightly closed in a dry and well-ventilated place. Keep in a dry place.

3.38X10-8 mm Hg at 20 deg C (measured by transpiration method)

LD50 oral in rat: > 10gm/kg

Henry's Law constant = 1.1X10-7 atm-cu m/mol at 25 °C (est)

pKa = 10.16 at 25 °C (Estimated with SPARC, OH-group)

Hydroxyl radical reaction rate constant = 2.2X10-10 cu cm/molecule-sec at 25 °C (est)

Enthalpy of vaporization: 102.1 kJ/mol

UN30779/PG3

1

36/37/38-50/53-43

26-36-61-60-36/37

DJ1595000

Xi,N

Stable under recommended storage conditions.

P280

H317

SRP: 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 air, soil or water; effects on animal, aquatic and plant life; and conformance with environmental and public health regulations. If it is possible or reasonable use an alternative chemical product with less inherent propensity for occupational harm/injury/toxicity or environmental contamination.|/Product/ Offer surplus and non-recyclable solutions to a licensed disposal company. /Contaminated packaging/ Dispose of as unused product.

Strong oxidizing agents

|Warning|H317 (89.74%): May cause an allergic skin reaction [Warning Sensitization, Skin]|P261, P272, P273, P280, P302+P352, P321, P333+P313, P363, and P501|Aggregated GHS information provided by 1030 companies from 16 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|H317: May cause an allergic skin reaction [Warning Sensitization, Skin]|P261, P272, P280, P302+P352, P321, P333+P313, P363, and P501

Skin protection: Handle with gloves.|Eye/face protection: Face shield and safety glasses Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU).|Respiratory protection: For nuisance exposures use type P95 (US) or type P1 (EU EN 143) particle respirator. For higher level protection use type OV/AG/P99 (US) or type ABEK-P2 (EU EN 143) respirator cartridges. Use respirators and components tested and approved under appropriate government standards such as NIOSH (US) or CEN (EU).|Body Protection: Complete suit protecting against chemicals. The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace.

Wear self contained breathing apparatus for fire fighting if necessary.|Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.

Pick up and arrange disposal without creating dust. Sweep up and shovel. Keep in suitable, closed containers for disposal.|Do not let product enter drains.|ACCIDENTAL RELEASE MEASURES: Personal precautions, protective equipment and emergency procedures: Use personal protective equipment. Avoid dust formation. Avoid breathing vapors, mist or gas. Ensure adequate ventilation. Avoid breathing dust.

SRP: Local exhaust ventilation should be applied wherever there is an incidence of point source emissions or dispersion of regulated contaminants in the work area. Ventilation control of the contaminant as close to its point of generation is both the most economical and safest method to minimize personnel exposure to airborne contaminants. Ensure that the local ventilation moves the contaminant away from the worker.|Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday.|Avoid contact with skin and eyes. Avoid formation of dust and aerosols.Further processing of solid materials may result in the formation of combustible dusts. The potential for combustible dust formation should be taken into consideration before additional processing occurs. Provide appropriate exhaust ventilation at places where dust is formed.|Gloves must be inspected prior to use. Use proper glove removal technique (without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands.

2-Hydroxy-4-(octyloxy)benzophenone was detected as an additive in plastic packaging used for foods(1). 2-Hydroxy-4-(octyloxy)benzophenone was detected in polyethylene and copolymer films used to cover agricultural soils(2).

IDENTIFICATION AND USE: Octabenzone forms crystals. It is used as UV stabilizer for polyethylene, polypropylene. HUMAN EXPOSURE AND TOXICITY: Octabenzone did not induce chromosomal aberrations in human lymphocytes in vitro. ANIMAL STUDIES: The acute oral toxicity of octabenzone in rats was low. Dietary exposure of rats for 14 weeks resulted in kidney effects in males at 100 mg/kg-bw/day. Two 3-month dietary studies in rats showed no adverse effects. In a 30-day dietary study in rats, hematuria was seen at approximately 1220 mg/kg-bw/day. In Beagle dogs, dietary exposure for 124-127 days showed no effects at 150 mg/kg-bw/day. Octabenzone did not induce gene mutations in bacteria. Octabenzone acted as a skin sensitizer based on two guinea pig maximization assays. ECOTOXICITY STUDIES: The 96-hour LC50 for fish is = 0.003 mg/L. The 48-hour EC50 for aquatic invertebrates is = 0.003 mg/L. The 72-hour EC50 for aquatic plants = 0.002 mg/L.

Sunscreen compounds with added benefit of skin cancer prevention have both public and commercial interests. ... Earlier study using the Epstein-Barr virus early antigen in vitro assay reported on skin cancer chemoprevention potential of benzophenone sunscreens. We now report the in vivo antitumor activity of two of the benzophenone sunscreens which tested positively in the in vitro assay, octabenzone (UV-1) and dioxybenzone (UV-2), in the two-stage mouse skin carcinogenesis model using (+/-)-(E)-4-methyl-2-[-(E)-hydroxyamino]-5-nitro-6-methoxy-3-hexanamide (NOR-1) as inducer and 12-O-tetradecanoyl-phorbol-13-acetate (TPA) as promoter. Pathogen-free, female hairless mice of HOS:HR-1 strain, 15 animals per control and test groups, were used. Skin tumors were induced by a single dose of NOR-1 (390 nmol in 100 uL of acetone). One week later, TPA (1.7 nmol in 100 uL of acetone) was applied to skin twice weekly for 20 weeks as tumor promoter. The test compounds UV-I or UV-2 were administered at 0.0025% to mice through drinking water ad libitum, starting one week prior to and stopping one week after tumor initiation. All animals were examined weekly for the development of skin papillomas. In both UV-1- and UV-2-treated mice, a two-week delay in tumor appearance, and significant inhibition (p<0.001) of tumor incidence (50% and 60%, respectively) and tumor burden (papilloma inhibition/mouse, 50% and 70%, respectively) were observed when compared to the positive control group. UV-2 (dihydroxy derivative) was a more potent inhibitor of skin tumor than UV-1 (monohydroxy derivative), which followed their antioxidant activity ranking. The results affirm the skin cancer chemoprevention potential of orally-ingested benzophenone sunscreens in mice and warrant studies in humans to validate synergistic protection achievable by complementation of oral and topical sunscreen.

LD50 Rabbit dermal >10 g/kg|LD50 Mouse oral 13 g/kg|LD50 Rat oral >10,000 mg/kg

2-Hydroxy-4-(octyloxy)benzophenone's production and use as a UV absorber to stabilize against deterioration by ultraviolet light in the formulations of inks, coatings, adhesives, sealants, polyurethanes, plastics and polymers(1,2) 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 6.4X10+4(SRC), determined from a structure estimation method(2), indicates that 2-hydroxy-4-(octyloxy)benzophenone is expected to be immobile in soil(SRC). Volatilization of 2-hydroxy-4-(octyloxy)benzophenone from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 1.1X10-7 atm-cu m/mole(SRC), using a fragment constant estimation method(2). 2-Hydroxy-4-(octyloxy)benzophenone is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 3.38X10-8 mm Hg at 20 °C(3). A 0% of theoretical BOD using activated sludge in the Japanese MITI test indicates that 2-hydroxy-4-(octyloxy)benzophenone is not readily biodegradable(4). A CO2 evolution study (OECD Guideline 301B) found that 2-hydroxy-4-(octyloxy)benzophenone did biodegrade (5-6% CO2 evolution in 28 days), but was not readily biodegradable(3).|AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 6.4X10+4(SRC), determined from a structure estimation method(2), indicates that 2-hydroxy-4-(octyloxy)benzophenone is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is not expected(3) based upon an estimated Henry's Law constant of 1.1X10-7 atm-cu m/mole(SRC), developed using a fragment constant estimation method(2). According to a classification scheme(4), a BCF range of 70-190 measured in carp (Cyprinus carpio)(5), suggests the potential for bioconcentration in aquatic organisms is moderate to high(SRC). A 0% of theoretical BOD using activated sludge in the Japanese MITI test indicates that 2-hydroxy-4-(octyloxy)benzophenone is not readily biodegradable(5). A CO2 evolution study (OECD Guideline 301B) found that 2-hydroxy-4-(octyloxy)benzophenone did biodegrade (5-6% CO2 evolution in 28 days), but was not readily biodegradable(6). Measured hydrolysis half-lives of >1 year at pH 4, 7 and 9 and 50 °C(6) indicate that hydrolysis is not expected to be an important environmental fate process(SRC). 2-Hydroxy-4-(octyloxy)benzophenone is a phenol and phenols in surface waters exposed to sunlight react with photo-oxidants (such as hydroxyl radicals, peroxy radicals and singlet oxygen) with a half-life on the order of 13 days(7).|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 2-hydroxy-4-(octyloxy)benzophenone, which has a vapor pressure of 3.38X10-8 mm Hg at 20 °C(2), will exist in both the vapor and particulate phases in the ambient atmosphere. Vapor-phase 2-hydroxy-4-(octyloxy)benzophenone is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be 2 hours(SRC), calculated from its rate constant of 2.2X10-10 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). Since 2-hydroxy-4-(octyloxy)benzophenone is a phenol, vapor-phase degradation with nitrate radicals in nighttime air may be an important fate process(SRC). Vapor-phase phenol reacts with nitrate radicals with a rate constant of 3.8X10-12 cu cm/molecule-sec at 25 °C(3) which corresponds to an atmospheric half-life of about 0.2 hours(SRC). Particulate-phase 2-hydroxy-4-(octyloxy)benzophenone may be removed from the air by wet and dry deposition(SRC). 2-Hydroxy-4-(octyloxy)benzophenone is used as a UV absorber to stabilize plastics and coatings(4); therefore, it does absorb at wavelengths >290 nm and may be susceptible to direct photolysis by sunlight, but no rate data are available(SRC).

The rate constant for the vapor-phase reaction of for 2-hydroxy-4-(octyloxy)benzophenone with photochemically-produced hydroxyl radicals has been estimated as 2.2X10-10 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 2 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). 2-Hydroxy-4-(octyloxy)benzophenone is a phenol and vapor-phase phenol reacts with nitrate radicals in the nighttime atmosphere with a rate constant of 3.8X10-12 cu cm/molecule-sec at 25 °C(2); this corresponds to an atmospheric half-life of about 0.2 hours at an atmospheric concentration of 2.5X10+8 hydroxyl radicals per cu cm(3). Therefore, nighttime reaction with nitrate radicals may be an important fate process for 2-hydroxy-4-(octyloxy)benzophenone(SRC). Using OECD Guideline 111 (Hydrolysis as a Function of pH), 2-hydroxy-4-(octyloxy)benzophenone was found to have half-lives of >1 year at pH 4, 7 and 9 and 50 °C(4); therefore, 2-hydroxy-4-(octyloxy)benzophenone is not expected to undergo hydrolysis under environmental conditions(SRC). 2-Hydroxy-4-(octyloxy)benzophenone is used as a UV absorber to stabilize plastics and coatings(4); therefore, it does absorb at wavelengths >290 nm and may be susceptible to direct photolysis by sunlight, but no rate data are available(SRC). Phenols in surface waters exposed to sunlight react with photo-oxidants (such as hydroxyl radicals, peroxy radicals and singlet oxygen) with a half-life on the order of 13 days(5).

79.43|BCF range of 70-190 was determined in fish for 2-hydroxy-4-(octyloxy)benzophenone(SRC), using carp (Cyprinus carpio) which were exposed over a 60-day period(1). According to a classification scheme(2), this BCF range suggests the potential for bioconcentration in aquatic organisms is moderate to high(SRC).

Using a structure estimation method based on molecular connectivity indices(1), the Koc of 2-hydroxy-4-(octyloxy)benzophenone can be estimated to be 6.4X10+4(SRC). According to a classification scheme(2), this estimated Koc value suggests that 2-hydroxy-4-(octyloxy)benzophenone is expected to be immobile in soil.

The Henry's Law constant for 2-hydroxy-4-(octyloxy)benzophenone is estimated as 1.1X10-7 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that 2-hydroxy-4-(octyloxy)benzophenone is expected to be essentially nonvolatile from water surfaces(2). 2-Hydroxy-4-(octyloxy)benzophenone's Henry's Law constant indicates that volatilization from moist soil surfaces is not expected to occur(SRC). 2-Hydroxy-4-(octyloxy)benzophenone is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 3.38X10-8 mm Hg at 20 °C(3).

According to the 2012 TSCA Inventory Update Reporting data, 9 reporting facilities estimate the number of persons reasonably likely to be exposed during the manufacturing, processing, or use of 2-hydroxy-4-(octyloxy)benzophenone in the United States may be <10 workers per plant; the data may be greatly underestimated due to confidential business information (CBI) or unknown values(1).|NIOSH (NOES Survey 1981-1983) has statistically estimated that 18,167 workers (9,950 of these were female) were potentially exposed to 2-hydroxy-4-(octyloxy)benzophenone in the US(1). Occupational exposure to 2-hydroxy-4-(octyloxy)benzophenone may occur through inhalation and dermal contact with this compound at workplaces where 2-hydroxy-4-(octyloxy)benzophenone is produced or used. Use data indicate that the general population may be exposed to 2-hydroxy-4-(octyloxy)benzophenone via ingestion of food packaged in plastics containing 2-hydroxy-4-(octyloxy)benzophenone and dermal contact with consumer products containing 2-hydroxy-4-(octyloxy)benzophenone(SRC).

18 male albino rats (3 groups of six rats each) were fed with a control diet and one containing 12500 or 50000 ppm of unlabelled product for a period over 35 days. /Test chemical/ is weakly absorbed after oral administration. Up to 90% were recovered unchanged from the feces. 10% were excreted as a glucuronide conjugate in the urine. The total recovery of 100% of the test article indicates that the product is not accumulated in the body.

18 male albino rats (3 groups of six rats each) were fed with a control diet and one containing 12500 or 50000 ppm of unlabelled product for a period over 35 days. ... 10% were excreted as a glucuronide conjugate in the urine.

/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 as necessary. Immediately flush contaminated eyes with gently flowing water. Do not induce vomiting. If vomiting occurs, lean patient forward or place on 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. /Aromatic hydrocarbons and related compounds/|/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 necessary. 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. Administer activated charcoal ... . /Aromatic hydrocarbons and related compounds/|/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. Consider drug therapy for pulmonary edema ... . 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 if necessary ... Start IV administration of D5W /SRP: "To keep open", minimal flow rate/. Use 0.9% saline (NS) or lactated Ringer's (LR) 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 ... . /Aromatic hydrocarbons and related compounds/|/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 as necessary. Immediately flush contaminated eyes with gently flowing water. Do not induce vomiting. If vomiting occurs, lean patient forward or place on 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. /Ketones and related compounds/|For more Antidote and Emergency Treatment (Complete) data for 2-HYDROXY-4-(OCTYLOXY)BENZOPHENONE (6 total), please visit the HSDB record page.

/GENOTOXICITY/ Human lymphocytes were exposed to 0, 51, 102, 204, 408, 612 or 816 ug/mL of the test substance with and without metabolic activation. Positive and negative controls were included and the response to positive controls was appropriate. Treatment conditions were one of the following: 4 hours in the presence of metabolic activation with cell harvest after 20 hours, 4 hours in the absence of metabolic activation with cell harvest after 20 hours or 4 hours in the absence of metabolic activation with cell harvest at 24 hours. The study summary reported that test material precipitate was seen at 816 ug/mL in the 4-hour exposure group without metabolic activation. /Test chemical/ did not induce chromosomal aberrations in this assay.

(2-hydroxy-4-(octyloxy)phenyl)phenylmethanone

All other chemical product and preparation manufacturing|Methanone, [2-hydroxy-4-(octyloxy)phenyl]phenyl-: ACTIVE

Migration of photostabilizers from plastics was studied in model elution expt where the plastics were placed at different temp (20 and 45 deg) in different solvents, e.g. H2O, acetic acid, alc, sunflower oil, heptane, and the amt of photostabilizer eluted was determined by spectrophotometry and by gas chromatography. The elution of 2-hydroxy-4-n-octyloxybenzophenone depended on the type of plastic. Elution was low in polystyrene and high in polyolefins, eg polyethylene. Food contamination from these plastic additives is discussed.

Cosmetics -> Uv absorber