131-57-7 Usage
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.
Chemical Properties
white to light yellow crystalline powder
Uses
Different sources of media describe the Uses of 131-57-7 differently. You can refer to the following data:
1. ultraviolet screen
2. 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.
3. Sunscreen. UV stabilizer
4. Ultraviolet light absorber and stabilizer, especially in plastics and paints.
5. oxybenzone (benzophenone-3) is the drug name for an FDAapproved uV filter and absorber.
6. 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.
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.
Definition
ChEBI: 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.
Brand name
Uvinul M40 (BASF).
Synthesis Reference(s)
Tetrahedron, 42, p. 885, 1986 DOI: 10.1016/S0040-4020(01)87495-0
General Description
White to off-white or light yellow powder.
Air & Water Reactions
Insoluble in water.
Fire Hazard
Flash point data for Oxybenzone are not available; however, Oxybenzone is probably combustible.
Flammability and Explosibility
Nonflammable
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.
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.
Check Digit Verification of cas no
The CAS Registry Mumber 131-57-7 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,3 and 1 respectively; the second part has 2 digits, 5 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 131-57:
(5*1)+(4*3)+(3*1)+(2*5)+(1*7)=37
37 % 10 = 7
So 131-57-7 is a valid CAS Registry Number.
InChI:InChI=1/C14H12O3/c1-17-11-7-8-12(13(15)9-11)14(16)10-5-3-2-4-6-10/h2-9,15H,1H3
131-57-7Relevant articles and documents
Synthesis, analgesic, anti-inflammatory, COX/5-LOX inhibition, ulcerogenic evaluation, and docking study of benzimidazole bearing indole and benzophenone analogs
Khamees, Hussien Ahmed,Khanum, Shaukath Ara,Nagesh, Khadri M. J.,Prashanth, T.
, (2022/03/16)
Inflammation therapy is particularly focused on the development of safer non-steroidal anti-inflammatory drugs (NSAIDs), administered to control inflammation. It is typically considered that dual-inhibition of COX/5-LOX, which improves efficacy and has fewer side effects, is an effective technique for combating inflammation. In this perspective, the series of titled compounds (10a-j) were designed, synthesized, and characterized following with the anti-inflammatory, analgesic, and ulcerogenic evaluation. The investigation of the potentiality of the titled compounds (10a-j) displayed a high degree of anti-inflammatory activity. The compounds displaying potential analgesic activity were identified and validated further for evaluation of analgesic, anti-inflammatory activity, and subsequent ulcerogenic evaluation. In addition, the COX-1, COX-2, and 5-LOX analyses were carried out in vitro. Among (10a-j) series, compound 10c with para substitution of fluoro group on the benzoyl ring and two chloro groups at ortho position in phenyl ring of benzophenone was observed to have good inhibitory potency. Furthermore, the in silico docking study was performed by using AutoDock tools docking software.
Aerobic Copper-Catalyzed Salicylaldehydic Cformyl?H Arylations with Arylboronic Acids
Xiao, Lin,Lang, Tao-Tao,Jiang, Ying,Zang, Zhong-Lin,Zhou, Cheng-He,Cai, Gui-Xin
supporting information, p. 3278 - 3283 (2021/02/01)
We report a challenging copper-catalyzed Cformyl?H arylation of salicylaldehydes with arylboronic acids that involves unique salicylaldehydic copper species that differ from reported salicylaldehydic rhodacycles and palladacycles. This protocol has high chemoselectivity for the Cformyl?H bond compared to the phenolic O?H bond involving copper catalysis under high reaction temperatures. This approach is compatible with a wide range of salicylaldehyde and arylboronic acid substrates, including estrone and carbazole derivatives, which leads to the corresponding arylation products. Mechanistic studies show that the 2-hydroxy group of the salicylaldehyde substrate triggers the formation of salicylaldehydic copper complexes through a CuI/CuII/CuIII catalytic cycle.
Preparation process of 2-hydroxy-4-methoxybenzophenone
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Paragraph 0035-0044, (2021/01/15)
The invention discloses a preparation process of 2-hydroxy-4-methoxybenzophenone, wherein the process comprises the steps: by using 2,4-dihydroxy benzophenone and halogenated methane as initial raw materials, generating 2-hydroxy-4-methoxybenzophenone under the actions of alkali liquor and a phase transfer catalyst. According to the method, cheap and easily available 2,4-dihydroxy benzophenone andhalogenated methane are used as starting raw materials, the preparation method is simple in process, green and environment-friendly, the product yield and purity are relatively high, and the method has a wide industrial application prospect.
