Avobenzone
Avobenzone
CAS: 70356-09-1
Molecular Formula: C20H22O3
Avobenzone - Names and Identifiers
| Name | Avobenzone |
| Synonyms | Avobenzone AVOBENZONE Parsol 1789 Escalol 517 PARSOL 1789 Parsol-1789 Eusolex 9020 parseal-1789 EUSOLEX(R) 9020 Sunscreener 1789 P-methoxydibenzoylmethane Butyl Methoxydibenzoylmethane 4-T-BUTYL-4'-METHOXY-DIBENZOYLMETHANE 4-tert-butyl-4'-methoxy-dibenzoylmethane 4-tert-Butyl-4'-methoxy-dibenzoylmethane 2-pentoxy-1,3-diphenyl-propane-1,3-dione 1-(P-T-BUTYLPHENYL)-3-(P-METHOXYPHENYL)-1,3-PROPANEDIONE 1-(4-TERT-BUTYLPHENYL)-3-(4-METHOXYPHENYL) 1,3-PROPANEDIOL 1-(4-tert-butylphenyl)-3-(4-methoxyphenyl)propane-1,3-dione 1-(4-(1,1-Dimethylethyl)phenyl)-3-(4-methoxyphenyl)-1,3-propanedione |
| CAS | 70356-09-1 |
| EINECS | 274-581-6 |
| InChI | InChI=1/C20H22O3/c1-2-3-10-15-23-20(18(21)16-11-6-4-7-12-16)19(22)17-13-8-5-9-14-17/h4-9,11-14,20H,2-3,10,15H2,1H3 |
| InChIKey | GTIRDWBOUTYFQO-UHFFFAOYSA-N |
Avobenzone - Physico-chemical Properties
| Molecular Formula | C20H22O3 |
| Molar Mass | 310.39 |
| Density | 1.079 |
| Melting Point | 81-84°C |
| Boling Point | 463.6±35.0 °C(Predicted) |
| Flash Point | 201.4°C |
| Water Solubility | 27μg/L at 20℃ |
| Solubility | Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly, Heated, Sonicated) |
| Vapor Presure | 0Pa at 25℃ |
| Appearance | Colorless to pale yellow powder |
| Color | White to Pale Yellow |
| Maximum wavelength(λmax) | ['356nm(EtOH)(lit.)'] |
| Merck | 14,888 |
| pKa | 9.74±0.13(Predicted) |
| Storage Condition | Inert atmosphere,Room Temperature |
| Refractive Index | 1.546 |
| MDL | MFCD00210252 |
Avobenzone - Risk and Safety
| Hazard Symbols | N - Dangerous for the environment |
| Risk Codes | 50/53 - Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. |
| Safety Description | S60 - This material and its container must be disposed of as hazardous waste. S61 - Avoid release to the environment. Refer to special instructions / safety data sheets. |
| UN IDs | UN3077 9/PG 3 |
| WGK Germany | 2 |
| HS Code | 29145000 |
Avobenzone - Reference Information
| LogP | 6.1 at 20℃ |
| EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
| Introduction | There are many types of UV absorbers, among which, this kind of absorbent has great practical research value. Avobenzone is a benzophenone ultraviolet absorber, is also a very important organic synthesis intermediates. |
| Application | avobenzone is a synthetic UV absorber, is a good UV-A(>320nm) UV absorber, can block the full band (320 ~ 400nm) of UVA, is a high efficiency wide spectrum oil soluble UVA filter, and other UVB sunscreen, provides full UVA and UVB protection for the Prevention of light-induced skin cancer. |
| synthesis method | at present, the main methods of synthesizing avobenzone are as follows: ① condensation addition water elimination method, that is, P-methoxyacetophenone and p-tert-butylbenzaldehyde are condensed, bromine is added, alkynes are eliminated and hydrated to obtain a product with a yield of 58%. This method has a long route, high cost and low yield, namely, P-methoxy acetophenone and p-tert-butyl benzoic acid methyl ester reaction, the yield is 63.6%, the method is low cost, easy to operate, but the yield is low; ③ aldehyde and ketone condensation method, namely P-methoxy acetophenone and p-tert-butyl benzaldehyde through condensation synthesis alcohol, oxidation, the yield is 34.6%, the method is easy to operate, high cost, low yield. |
| biological activity | Avobenzone (BF2AVB) is an oil-soluble sunscreen that absorbs the full spectrum of UVA rays, it is a derivative of dibenzo ylmethane. |
| Cell Line: | HTR8/SVneo cells |
| Concentration: | 1-50 μM |
| Incubation Time: | 48 hours |
| Result: | Inhibited proliferative activities of HTR8/SVneo cells. |
| Use | O/W-type mild anionic emulsifier/stabilizer, easy to handle molding. Suitable for PH3 ~ 9 system and the sun system |
| toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
Last Update：2024-04-10 22:29:15
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View History
Avobenzone
2-((8-azabicyclo[3.2.1]octan-3-yl)oxy)thiazole dihydrochloride
CHOLESTERYL HEMISUCCINATE MORPHOLINE)
L-GLUTAMYL-GLYCYL-L-ARGININE 4-NITROANILIDE ACETATE SALT
2-甲基-1-((3-硝基喹啉-4-基)氨基)丙-2-醇
2-((8-azabicyclo[3.2.1]octan-3-yl)oxy)thiazole dihydrochloride
CHOLESTERYL HEMISUCCINATE MORPHOLINE)
L-GLUTAMYL-GLYCYL-L-ARGININE 4-NITROANILIDE ACETATE SALT
2-甲基-1-((3-硝基喹啉-4-基)氨基)丙-2-醇