| Identification | More | [Name]
Oxybenzone | [CAS]
131-57-7 | [Synonyms]
2-Benzoyl-5-methoxyphenol
2'-HYDROXY-4'-METHOXY BENZOPHENONE
2-HYDROXY-4-METHOXYBENZOPHENONE
3-BENZOPHENONE
4-methoxy-2-hydroxybenzophenone
BENZOPHENONE-3
EUSOLEX(R) 4360
HMB
NEO HELIOPAN BB
OXYBENZONE
PROSORB UV 200
UV-ABSORBER BAYER 325
(2-hydroxy-4-methoxyphenyl)phenyl-methanon
(2-Hydroxy-4-methoxyphenyl)phenylmethanone
(2-hydroxy-4-methoxyphenyl)phenyl-Methanone
2-hydroxy-4-methoxy-benzophenon
4-Methoxy-2-hydroxybenzophenone butyric acid
Advastab 45
advastab45
Anuvex | [EINECS(EC#)]
205-031-5 | [Molecular Formula]
C14H12O3 | [MDL Number]
MFCD00008387 | [Molecular Weight]
228.24 | [MOL File]
131-57-7.mol |
| Chemical Properties | Back Directory | [Appearance]
white to light yellow crystalline powder | [Melting point ]
62-64 °C(lit.)
| [Boiling point ]
150-160 °C5 mm Hg(lit.)
| [density ]
1,3 g/cm3 | [vapor pressure ]
0.001Pa@25°C | [refractive index ]
1.5805 (estimate) | [Fp ]
216°C | [storage temp. ]
2-8°C | [solubility ]
95% ethanol: soluble50mg/mL, clear, colorless | [form ]
Crystalline Powder | [pka]
7.56±0.35(Predicted) | [color ]
White to light yellow | [Odor]
ylsh. cryst., rose-like odor | [Water Solubility ]
<0.1 g/100 mL at 20 ºC | [Merck ]
14,6954 | [BRN ]
1913145 | [Henry's Law Constant]
6.6×102 mol/(m3Pa) at 25℃, HSDB (2015) | [Major Application]
cleaning products
cosmetics
environmental
food and beverages
personal care | [Cosmetics Ingredients Functions]
LIGHT STABILIZER
UV ABSORBER
UV FILTER | [Cosmetic Ingredient Review (CIR)]
UV absorber UV-9 (131-57-7) | [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 | [Contact allergens]
BZP-3 is used as a direct sunscreen agent and in antiaging
creams. Allergic reactions have been reported.
Cross-reactivity is expected in an average of one in
four patients photoallergic to ketoprofen. | [InChIKey]
DXGLGDHPHMLXJC-UHFFFAOYSA-N | [SMILES]
COc1ccc(c(O)c1)C(=O)c2ccccc2 | [LogP]
3.45 at 40℃ | [Uses]
benzophenone-3 (oxybenzone) is an oil-soluble uV absorber and filter with absorption rates within the uVA and uVB peak ranges. It has an approved usage level of up to 6 percent in the united States and 10 percent in the european union. Benzophenone-3 enhances SPF and is popular among sunscreen formulators given a concern over potential safety problems associated with more traditional sunscreen chemicals. However, some reports associate it with causing photocontact allergy. It is considered a non-comedogenic raw material. | [CAS DataBase Reference]
131-57-7(CAS DataBase Reference) | [NIST Chemistry Reference]
Oxybenzone(131-57-7) | [EPA Substance Registry System]
131-57-7(EPA Substance) |
| Hazard Information | Back Directory | [Uses]
Oxybenzone is an organic compound used in sunscreens. Oxybenzone is used as an ingredient in sunscreen and other cosmetics because it absorbs UVB and short-wave UVA (ultraviolet) rays. Oxybenzone was
one of the first compounds incorporated into sunscreen formulations to offer enhanced UVA protection because its absorption spectrum extends to less than 350 nm. | [Uses]
Sunscreen. UV stabilizer | [Uses]
ultraviolet screen | [Definition]
ChEBI: A hydroxybenzophenone that is benzophenone which is substituted at the 2and 4-positions of one of the benzene rings by hydroxy and methoxy groups respectively. | [Uses]
Ultraviolet light absorber and stabilizer, especially in plastics and paints. | [General Description]
White to off-white or light yellow powder. | [Air & Water Reactions]
Insoluble in water. | [Fire Hazard]
Flash point data for this chemical are not available; however, 2-HYDROXY-4-METHOXYBENZOPHENONE is probably combustible. | [Preparation]
Preparation by partial methylation of 2,4- dihydroxy-benzophenone,
? with methyl iodide in the presence of sodium hydroxide;
? with a methyl halide;
? with dimethyl sulfate in the presence of sodium hydroxide or alkaline solution. | [Brand name]
Uvinul M40 (BASF). | [Synthesis Reference(s)]
Tetrahedron, 42, p. 885, 1986 DOI: 10.1016/S0040-4020(01)87495-0 | [Flammability and Explosibility]
Nonflammable(100%) |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS09 | [Signal word ]
Warning | [Hazard statements ]
H410 | [Precautionary statements ]
P273-P391-P501 | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [RIDADR ]
UN 3077 9/PG III | [WGK Germany ]
2
| [RTECS ]
DJ1575000
| [TSCA ]
Yes | [REACH Registrations]
Active | [HazardClass ]
9 | [PackingGroup ]
III | [HS Code ]
29145000 | [Storage Class]
13 - Non Combustible Solids | [Hazard Classifications]
Aquatic Acute 1
Aquatic Chronic 2 | [Safety Profile]
Poison by
intraperitoneal route. Mddly toxic by
ingestion. Experimental reproductive
effects. Mutation data reported. When
heated to decomposition it emits acrid
smoke and irritating fumes. | [Hazardous Substances Data]
131-57-7(Hazardous Substances Data) | [Toxicity]
LD50 orally in rats: >12.8 g/kg (Lewerenz) |
| Questions And Answer | Back Directory | [description]
Oxybenzone is an organic compound used in sunscreens. It is a derivative of benzophenone. It forms colorless crystals that are readily soluble in most organic solvents. It is used as an ingredient in sunscreen and other cosmetics because it absorbs UV-A ultraviolet rays.
Oxybenzone absorbs UVB and UVA II rays, resulting in a photochemical excitation and absorption of energy. Upon return to ground state, the absorbed energy results in emission of longer wavelength radiation and decreased skin penetration of radiation which reduces the risk of DNA damage. | [Chemical properties]
light yellow crystalline powder, soluble in ethanol, acetone and other organic solvents, insoluble in water. | [Application and Synthesis]
UV-9 is a light yellow or white crystalline powder, also known as sunscreen 2, BP-3, suitable for polyvinyl chloride, polyvinylidene chloride, polymethyl methacrylate , unsaturated polyester, ABS resin and cellulose resin and other plastics, the maximum absorption wavelength range of 280-340 nm, the general amount of 0.1-1.5%, good thermal stability, does not decompose at 200 ℃. This product hardly absorb visible light, it applies to light-colored transparent products. This product can also be used for paints and synthetic rubber. For the broad-spectrum UV absorbers, with high absorption rate, non-toxic, non-teratogenic effect, light, thermal stability. UV-9 can absorb UV-A and UV-B together, is the US FDA approved Class I sunscreen and being used with a higher frequency in the US and European countries. UV-9 is widely used in sunscreen cream, cream, honey, lotion, oil and other sunscreen cosmetics, but also as a product from the photosensitive and discoloration of the anti-discoloration agent. In addition, it is usually used for PVC and unsaturated polyester and many other fields, because UV-9 has good compatibility with many kinds of plastics and resins. | [Improvement of UV - 9 Production Process]
Using mixed acid as catalyst, trichloromethylbenzene and resorcinol were condensed into intermediate 2,4-dihydroxydiphenyl ketone in aqueous phase, and then the catalyst was treated with phase transfer catalyst, etherification of the target product UV-9. |
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