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OXYBENZONE

CAS Number: 131-57-7
Molecular Weight: 228.24
European Community (EC) Number: 205-031-5
NSC Number: 757260
Beilstein Registry Number: 1913145
Linear Formula: HOC6H3(OCH3)COC6H5
IUPAC Name: (2-hydroxy-4-methoxyphenyl)-phenylmethanone
Color/Form: Colorless crystals
Odor: Weak odor
Formula: C14H12O3
Molecular weight: 228.2433


APPLICATIONS:
Oxybenzone is used in plastics as an ultraviolet light absorber and stabilizer. 
Oxybenzone is used, along with other benzophenones, in sunscreens, hair sprays, and cosmetics because they help prevent potential damage from sunlight exposure. 
Oxybenzone is also found, in concentrations up to 1%, in nail polishes. 
Oxybenzone can also be used as a photostabilizer for synthetic resins. 
Benzophenones can leach from food packaging, and are widely used as photo-initiators to activate a chemical that dries ink faster.

As a sunscreen, Oxybenzone provides broad-spectrum ultraviolet coverage, including UVB and short-wave UVA rays. 
As a photoprotective agent, Oxybenzone has an absorption profile spanning from 270 to 350 nm with absorption peaks at 288 and 350 nm. 
Oxybenzone is one of the most widely used organic UVA filters in sunscreens today. 
Oxybenzone is also found in nail polish, fragrances, hairspray, and cosmetics as a photostabilizer. 
Despite its photoprotective qualities, much controversy surrounds oxybenzone because of its possible hormonal and photoallergenic effects, leading many countries to regulate its use.
Oxybenzone has been used as an analytical reference standard for the quantification of the analyte in environmental samples using gas chromatography coupled to mass spectrometry (GC-MS) and ultra-performance liquid chromatography-electrospray-tandem mass spectrometry (UPLC-ES-MS/MS). 
Oxybenzone may be used as an analytical reference standard for the determination of the analyte in zebrafish using liquid chromatography coupled to tandem mass spectrometry (LC-MS/MS) and liquid chromatography with diode array detection (LC-DAD).
Oxybenzone protects the skin from the sun’s harmful effects. 
Oxybenzone mainly absorbs UVB radiation, which is responsible for sunburn and increases the risk of developing skin cancer.
Oxybenzone also absorbs short UVA rays, which are mainly responsible for skin ageing.
Oxybenzone remains stable in light and therefore effective during sun exposure.
Oxybenzone primarily functions as a photostabilizer and sunscreen. 
Among the vast selection of sunscreen active ingredients, Oxybenzone is classified as a "chemical" sunscreen agent. 
Inadequate when used alone, Oxybenzone absorbs UVB and short UVA rays but is a relatively weak chemical UV absorber. 
Oxybenzone also helps preserve the integrity of other cosmetic ingredients, preventing their deterioration under the sun. 
For this reason, Oxybenzone is most often used in conjunction with other sunscreen agents. 
Besides sunscreen, it can be found in a variety of personal care products such as nail polish, lotions, and lipstick.
Benzophenone-3 (oxybenzone) is used in many sunscreens and some other personal care products to protect skin from sun damage.  
Oxybenzone is also added to packaging and some consumer products, such as cosmetics and paints, to protect the products from sun damage.

Oxybenzone Properties
Melting point:62-64 °C(lit.)
Boiling point:150-160 °C5 mm Hg(lit.)
Density: 1,3 g/cm3
refractive index: 1.5805 (estimate)
Flash point:216°C
storage temp.: 2-8°C
solubility 95% ethanol: soluble50mg/mL, clear, colorless
form: Crystalline Powder
pka7.56±0.35(Predicted)
color: White to light yellow
Water Solubility: <0.1 g/100 mL at 20 ºC

DESCRIPTION:
Oxybenzone is a sunscreen agent found in sunscreens that absorbs UV rays.
Oxybenzone is an organic compound used in sunscreens. 
Oxybenzone is a derivative of benzophenone. 
Oxybenzone forms colorless crystals that are readily soluble in most organic solvents. 
Oxybenzone is used as an ingredient in sunscreen and other cosmetics because it absorbs UV-A ultraviolet rays.
Oxybenzone or benzophenone-3 or BP-3 (trade names Milestab 9, Eusolex 4360, Escalol 567, KAHSCREEN BZ-3) is an organic compound. 
Oxybenzone is a pale-yellow solid that is readily soluble in most organic solvents. 
Oxybenzone belongs to the class of aromatic ketones known as benzophenones. 
Oxybenzone is a naturally occurring chemical found in various flowering plants as well as being an organic component of many sunscreen lotions. 
Oxybenzone is widely used in plastics, toys, furniture finishes, and other products to limit UV degradation.
Oxybenzone — also called benzophenone-3 and sometimes Milestab 9, Eusolex 4360, Escalol 567, or KAHSCREEN BZ-3 — is a chemical compound that is the active ingredient in most over-the-counter sunscreens and other personal care and skincare products. 
Oxybenzone’s a UV-ray blocker that is highly effective in slowing the absorption of harmful UVA and UVB rays by human skin.
Oxybenzone was approved for use in the United States by the Food and Drug Administration (FDA) in the early 1980s, and commonly appears in sunblock products alongside octinoxate, avobenzone, and homosalate, three companion chemicals.
Oxybenzone is a benzophenone derivative used as a sunscreen agent. 
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.
Oxybenzone is a hydroxybenzophenone that is benzophenone which is substituted at the 2- and 4-positions of one of the benzene rings by hydroxy and methoxy groups respectively. 
Oxybenzone has a role as a dermatologic drug, a protective agent, an ultraviolet filter, a xenobiotic and an environmental contaminant. 
Oxybenzone is a hydroxybenzophenone and a monomethoxybenzene.
Oxybenzone is an organic compound used in sunscreens. 
Oxybenzone is a derivative of benzophenone. 
Oxybenzone forms colorless crystals that are readily soluble in most organic solvents. 
Oxybenzone is used as an ingredient in sunscreen and other cosmetics because Oxybenzone absorbs UV-A ultraviolet rays.
Oxybenzone is an organic compound that is a derivative of benzophenone. 
Most commonly used in chemical sunscreens, it can also be found in nail polish, fragrances, hairspray, and cosmetics, since it’s used as a photostabilizer, as well as in plastics and toys. 
"Oxybenzone is a chemical sunscreen ingredient that's an organic UV filter,” Hartman explains. 
“Oxybenzone is one of the more common ingredients included in chemical sunscreens. 
Chemical sunscreens absorb into the skin; they don't sit on top like a physical sunscreen does. 
Oxybenzone (Benzophenone-3), an organic filter, is an active ingredient used in sunscreens to protect against the damage caused by the UV radiation of the sun. 
Oxybenzone belongs to the class of benzophenones, widely used in personal care products including cosmetics, sunscreens, toothpaste, additives in food commodities, pharmaceuticals, industrial products, etc. 
BP-3 is reportedly identified as a pollutant in lakes, rivers, raw and treated wastewaters, sewage sludge, effluents from washing activity in households, environmental sediments, etc.
Oxybenzone is an organic sun filter (from carbon). 
Oxybenzone mainly absorbs short UVA and UVB radiation, which are responsible for tanning but also for sunburn and skin cancer. 
Oxybenzone is a synthetic organic compound (based on carbon, oxygen and hydrogen) that absorbs UV rays.
Oxybenzone is a common ingredient found in 70% of all sunscreens and personal care products. 
Oxybenzone is an ultraviolet light absorber and filter. 
Oxybenzone is also a penetration enhancer that helps other ingredients penetrate the skin more readily.
Oxybenzone primarily functions as a photostabilizer and sunscreen. 
Among the vast selection of sunscreen active ingredients, Oxybenzone is classified as a "chemical" sunscreen agent. 
Inadequate when used alone, Oxybenzone absorbs UVB and short UVA rays but is a relatively weak chemical UV absorber. 
Oxybenzone also helps preserve the integrity of other cosmetic ingredients, preventing their deterioration under the sun. 
For this reason, Oxybenzone is most often used in conjunction with other sunscreen agents. 
Besides sunscreen, it can be found in a variety of personal care products such as nail polish, lotions, and lipstick.
Oxybenzone is a popular ingredient in sunscreens. 
Oxybenzone’s a synthetic chemical from a group called ‘benzophenones’, many of which are also sunscreen ingredients.
As an organic molecule, oxybenzone is classed as a chemical sunscreen, as opposed to mineral sunscreens like titanium dioxide.
Oxybenzone is a sunscreen C14H12O3 that absorbs UVB radiation and some UVA radiation.
Oxybenzone (Benzophenone 3) is a commonly used UV filter in sun tans and skin protectants. 
Oxybenzone act as endocrine disrupting chemicals (EDCs) and can pass through the placental and blood-brain barriers. 
Benzophenone-3 impairs autophagy, alters epigenetic status, and disrupts retinoid X receptor signaling in apoptotic neuronal cells.
Oxybenzone (Benzophenone 3) is a commonly used UV filter in sun tans and skin protectants. 
Oxybenzone act as endocrine disrupting chemicals (EDCs) and can pass through the placental and blood-brain barriers. 
Benzophenone-3 impairs autophagy, alters epigenetic status, and disrupts retinoid X receptor signaling in apoptotic neuronal cells.
Oxybenzone (Benzophenone 3) (25 μM; 24 hours) decreases the relative RXRβ and RXRγ protein levels by 61 and 56%, respectively and increases the relative RXRα protein level by 49%.
Oxybenzone (25-100 μM; 24 hours) induces an increase in caspase-3 levels in primary cultures of mouse neocortical cells at 7 DIV. 
Oxybenzone-induced apoptosis involves the activation of RXRα signaling and the impairment of RXRβ/RXRγ signaling. 
Oxybenzone (25 μM; 24 hours) inhibits global DNA methylation as well as reduced HDAC and HAT activities in mouse embryonic neuronal cells.
Oxybenzone is an organic compound used in sunscreens. It is a derivative of benzophenone. 
Oxybenzone forms colorless crystals that are readily soluble in most organic solvents. 
Oxybenzone is used as an ingredient in sunscreen and other cosmetics because Oxybenzone absorbs UV-A ultraviolet rays.
Oxybenzone is an organic compound used in sunscreens; provides broad-spectrum ultraviolet coverage, including UVB and short-wave UVA rays.
Oxybenzone is one of the most commonly-used sunscreen chemicals. 
Oxybenzone, sometimes called benzophenone-3, is not to be confused with benzophenone, another sunscreen ingredient.

Oxybenzone is also sometimes found in perfumes – not to protect the wearer from the sun, but to protect the fragrance formulation itself while it sits on the store shelf or your bathroom vanity.


-What products is oxybenzone in?
Oxybenzone is in hundreds of personal care products like facial moisturizers, lip balm, lipstick, anti-aging creams, hair conditioners, and fragrances, Oxybenzone is most commonly found in sunscreen. 
 
-How does Oxybenzone work? 
Sunscreens protect your skin from damage by UV rays from the sun. 
As well as causing sunburn, some wavelengths of UV can directly damage your cells’ DNA, causing mutations which can develop into cancer. 
Other wavelengths of UV generate reactive molecules called free radicals inside your cells. 
These also attack and damage your DNA. Your body tries to prevent damaged cells from becoming cancer cells by triggering inflammation in the sunburnt area. Unfortunately this inflammation damages the collagen in the area, leading to wrinkled and prematurely aged looking skin.

Like many chemical sunscreens, oxybenzone has ring shaped molecules which are good at absorbing UV light. 
Once absorbed the light loses some energy and is shot back out again but not as UV and instead may be visible or infrared light. 
By soaking up and changing the UV light that hits your skin, oxybenzone prevents UV light from entering your skin cells and damaging them. 
Different molecules absorb different wavelengths better so a mix of several are usually used to increase coverage and protection.

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 ℃. 
Oxybenzone hardly absorb visible light, it applies to light-colored transparent products. 
Oxybenzone 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, Oxybenzone 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.


Synonyms:
2-Hydroxy-4-methoxybenzophenone, 
Oxybenzone
oxybenzone
131-57-7
2-HYDROXY-4-METHOXYBENZOPHENONE
Benzophenone-3
(2-hydroxy-4-methoxyphenyl)(phenyl)methanone
Sunscreen UV-15
Syntase 62
Uvistat 24
Usaf cy-9
Uvinul M40
Spectra-sorb UV 9
Ongrostab HMB
Oxybenzonum 
Benzophenone 3
Escalol 567
chimassorb 90
Uvinul 9
Advastab 45
2-hydroxy-4-methoxy benzophenone
2-Hydroxy-4-methoxybenzophenone
2-hydroxy-4-methoxyphenyl phenyl ketone
(2-Hydroxy-4-methoxyphenyl)(phenyl)methanon
 

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