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| CAS No.: | 131-57-7 |
|---|---|
| Name: | Oxybenzone |
| Article Data: | 60 |
| Cas Database | |
| Molecular Structure: | |
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|
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| Formula: | C14H12O3 |
| Molecular Weight: | 228.247 |
| Synonyms: | Ultraviolet absorbent UV-9;2-Hydroxy-4-methoxy benzophenone(UV9);Uvinul 9;Sunscreen UV-15;UV 9;2-Hydroxy-4-methoxybenzophenone;Usaf cy-9;Aduvex 24;MOB;UF 3;ASL 24;Oxybenzon;Methanone,(2-hydroxy-4-methoxyphenyl)- phenyl-;Benzophenone, 2-hydroxy-4-methoxy-;Ongrostab HMB;Chimassorb 90;4-Methoxy-2-hydroxybenzophenone;Advastab 45;Sumisorb 110;Seesorb 101;Oxybenzone,131-57-7;UV-9 / BP-3;Methanone, (2-hydroxy-4-methoxyphenyl)phenyl-;2-hydroxyl-4-methylbenzophenone; |
| EINECS: | 205-031-5 |
| Density: | 1.201 g/cm3 |
| Melting Point: | 62-64 °C(lit.) |
| Boiling Point: | 370.3 °C at 760 mmHg |
| Flash Point: | 140.5 °C |
| Solubility: | water: <0.1 g/100 mL at 20 °C |
| Appearance: | white to light yellow crystalline powder |
| Hazard Symbols: |
 Xi
|
| Risk Codes: | 36/37/38 |
| Safety: | 26-36 |
| Transport Information: | N/A |
| PSA: | 46.53000 |
| LogP: | 2.63180 |
2-hydroxy-4-methoxybenzhydrol
Benzophenone-3
| Conditions | Yield |
|---|---|
| With bismuth (III) nitrate pentahydrate; cellulose supported copper(0); oxygen In acetonitrile at 60℃; for 0.5h; | 97% |
| With triethylamine; pyridinium chlorochromate In dichloromethane at 20℃; |
| Conditions | Yield |
|---|---|
| With sodium carbonate at 160 - 170℃; for 10h; | 94% |
| With tetrabutylammomium bromide; sodium carbonate In methanol at 170 - 175℃; under 22502.3 - 30003 Torr; Temperature; Reagent/catalyst; Pressure; Large scale; | 86.1% |
| Conditions | Yield |
|---|---|
| With tetrabutyl-ammonium chloride; sodium carbonate In tert-butyl methyl ether; water; chlorobenzene at 100℃; under 2250.23 Torr; for 2h; Temperature; Solvent; Reagent/catalyst; Pressure; Autoclave; | 91% |
| Conditions | Yield |
|---|---|
| With beryllium(II) chloride In toluene for 3h; Heating; | 90% |
| With boron trichloride In dichloromethane at 0℃; Inert atmosphere; | |
| With aluminum (III) chloride In dichloromethane at 20℃; |
| Conditions | Yield |
|---|---|
| With aluminium trichloride In 1,2-dichloro-ethane 1) 0-5 deg C -> r.t., 2 h 2) reflux, 1h; | 85% |
| With aluminium trichloride; zinc(II) chloride |
| Conditions | Yield |
|---|---|
| boron trichloride In benzene for 10h; Heating; | 85% |
Benzophenone-3
| Conditions | Yield |
|---|---|
| With dipotassium hydrogenphosphate; [4,4’-bis(1,1-dimethylethyl)-2,2’-bipyridine-N1,N1‘]bis [3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-N]phenyl-C]iridium(III) hexafluorophosphate; triphenylphosphine In tetrahydrofuran at 25℃; for 8h; Schlenk technique; Inert atmosphere; Sealed tube; Irradiation; | 85% |
| Conditions | Yield |
|---|---|
| With dipotassium peroxodisulfate; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; cesium acetate; silver carbonate In N,N-dimethyl-formamide at 120℃; for 24h; Sealed tube; | 82% |
| Conditions | Yield |
|---|---|
| With piperidine In ethanol at 80℃; Green chemistry; | 82% |
| Conditions | Yield |
|---|---|
| With caesium carbonate In acetonitrile at 0 - 20℃; for 17h; | 81% |
| With caesium carbonate In acetonitrile at 0 - 20℃; |
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1.Introduction of Oxybenzone
Oxybenzone, with its CAS NO 131-57-7, is a kind of white or light yellow crystalline powder. It has synonyms of Ultraviolet absorbent UV-9;2-Hydroxy-4-methoxy benzophenone(UV9);Uvinul 9;Sunscreen UV-15;UV 9;2-Hydroxy-4-methoxybenzophenone;Methanone,(2-hydroxy-4-methoxyphenyl)- phenyl- and Benzophenone, 2-hydroxy-4-methoxy-. Oxybenzone should be stored in shady and cool warehouse and mainly used as cosmetic raw materials.
2.Structure descriptors of Oxybenzone
IUPAC Name: (2-hydroxy-4-methoxyphenyl)-phenylmethanone
InChI: InChI=1S/C14H12O3/c1-17-11-7-8-12(13(15)9-11)14(16)10-5-3-2-4-6-10/h2-9,
15H,1H3
InChIKey: DXGLGDHPHMLXJC-UHFFFAOYSA-N
Canonical SMILES : COC1=CC(=C(C=C1)C(=O)C2=CC=CC=C2)O
3.Biomedical effects of Oxybenzone
Oxybenzone is a commonly used, chemical UV-absorber. It has been used for many years to protect against UV-radiation. Previous studies have shown that BZ-3 penetrates the skin, and it can be found in urine, feces, and blood. In this study /the authors/ examined the percutaneous absorption of BZ-3. The amount of BZ-3 absorbed was measured in urine, as experimental studies in the rat have shown that urine is the major route of excretion. Eleven volunteers applied the recommended amount of a commercially available sunscreen and urine samples were collected during a 48-hr period after application. The average total amount excreted was 11 mg, median 9.8 mg, which is approximately 0.4% of the applied amount of BZ-3. Some of the volunteers still excreted BZ-3 48 hr after application. It is evident that BZ-3 undergoes conjugation in the body to make it water soluble. However, we do not know at what age the ability to conjugate is fully developed, and therefore for children physical filters such as titanium dioxide and/or zinc oxide might still be considered a more appropriate sunscreen component.
4.Toxicity data of oxybenzone
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Source |
| mouse | LD50 | intraperitoneal | 300mg/kg (300mg/kg) | National Technical Information Service. Vol. AD277-689, |
| rat | LD50 | oral | 7400mg/kg (7400mg/kg) | Journal of the American College of Toxicology. Vol. 2(5), Pg. 35, 1983. |
