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Avobenzone

Overview Application Properties Toxicity References
Avobenzone
Avobenzone structure
CAS No.
70356-09-1
Chemical Name:
Avobenzone
Synonyms
Pars;P-1789;BF2AVB;Parsol A;Pasol1789;AVOBENZNOE;AVOBENZONE;PARSOL 1789;Escalol 517;Parseal-1789
CBNumber:
CB5337318
Molecular Formula:
C20H22O3
Formula Weight:
310.39
MOL File:
70356-09-1.mol

Avobenzone Properties

Melting point:
81-84 °C
Density 
1.079
form 
neat
λmax
356nm(EtOH)(lit.)
Merck 
14,888
InChIKey
GTIRDWBOUTYFQO-UHFFFAOYSA-N
CAS DataBase Reference
70356-09-1(CAS DataBase Reference)
EPA Substance Registry System
1,3-Propanedione, 1-[4-(1,1-dimethylethyl)phenyl]- 3-(4-methoxyphenyl)-(70356-09-1)
SAFETY
  • Risk and Safety Statements
Symbol(GHS) 
GHS09
Signal word  Warning
Hazard statements  H410
Precautionary statements  P273-P501
Hazard Codes  N
Risk Statements  50/53
Safety Statements  60-61
RIDADR  UN3077 9/PG 3
WGK Germany  2
HS Code  29145000

Avobenzone price More Price(9)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 16633 Avobenzone analytical standard 70356-09-1 25mg $166 2018-11-20 Buy
Sigma-Aldrich 1045337 Avobenzone United States Pharmacopeia (USP) Reference Standard 70356-09-1 500mg $352.8 2018-11-20 Buy
TCI Chemical B3382 1-(4-tert-Butylphenyl)-3-(4-methoxyphenyl)-1,3-propanedione >98.0%(T) 70356-09-1 25g $43 2018-11-22 Buy
TCI Chemical B3382 1-(4-tert-Butylphenyl)-3-(4-methoxyphenyl)-1,3-propanedione >98.0%(T) 70356-09-1 100g $96 2018-11-22 Buy
Cayman Chemical 23836 Avobenzone ≥98% 70356-09-1 10g $93 2018-11-19 Buy

Avobenzone Chemical Properties,Uses,Production

Overview

Avobenzone is a sunscreen agent that protects against the full spectrum of UV light. Of all sunscreen agents, avobenzone has one of the largest absorbance spectrums, absorbing light between 320 – 400 nm (peak absorption ~ 360 nm). Exposure to UV rays is a leading cause of skin cancer, and so use of an effective sunscreen, like avobenzone or avobenzone in combination with other agents, helps to lower risk of developing skin cancer. Avobenzone is specifically the most effective sunscreen agent against UVA rays. Avobenzone is susceptible to photodegredation, and therefore it is important that avobenzone be combined with photostabilizers in the final sunscreen product. It's been considered a relatively safe chemical, but recent research suggests otherwise. Avobenzone degrades in the sun, resulting in the release of free radicals that may actually increase the risk for cancer.[1][2]
Figure 1 the chemical structure of Avobenzone
Ultraviolet (UV) light is harmful for skin cells since it can damage genetic material.[3–5] The ozone layer absorbs radiation below 290 nm and thus cosmetic sunscreens need to filter radiation in UV-A (320–380 nm) and UV-B (290–320 nm) bands. Although there are many available UV-B filters, proper UV-A filters are deficient. 1-(4-tert-Butylphenyl)-3-(4-methoxyphenyl) propane-1, 3-dione (trade name avobenzone (AB)) is the most widely used UV-A absorber in cosmetic sunscreens.[6] Despite its importance as a UV-A absorber, the photodynamics of AB are not completely understood[7-9]. This is due to a fact that photoexcited AB transforms into several transient tautomeric forms the lifetimes of which range from ps to ms.[10-13] These tautomerizations together with photodegradation are responsible for a complete loss of UV-A protection under irradiation.;

Application

The Food and Drug Administration approved the use of avobenzone, a derivative of dibenzoylmethane, in commercial cosmetics for sunshine protection in 1988[14].

Properties

Avobenzone belongs to a dibenzoyl methane derivative. It is oil soluble ingredient. Since it is very sensitive to light, photostablizers are added in the sunscreen product to increase its stability and duration of action. Avobenzone has an absorption maximum of 357 nm. Sunscreens containing avobenzone is indicated for providing protection from the sun. In addition to limiting the skin's exposure to the sun, using sunscreen agents may help reduce long-term sun damage such as premature aging of the skin and skin cancer. It is capable of blocking UVA I, UVA II and UVB wavelengths, thereby limiting the impact of UV rays on skin. Diminish the penetration of ultraviolet (UV) light through the epidermis by absorbing UV radiation within a specific wavelength range. The amount and wavelength of UV radiation absorbed are affected by the molecular structure of the sunscreen agent[15, 16].

Toxicity

Although avobenzone itself has very low toxicity, when exposed to light in a chlorinated water solution, avobenzone can be broken down into a combination of aromatic acids, aldehydes, phenols and acetyl benzenes, several of which are highly toxic[14].

References

  1. http://www.ewg.org/skindeep/ingredient/700596/AVOBENZONE/
  2. Karlsson I, Hillerström L, Stenfeldt AL, Mårtensson J, Börje A. "Photodegradation of dibenzoylmethanes: potential cause of photocontact allergy to sunscreens." Chemical Research in Toxicology. November 2009. doi: 10.1021/tx900284e.
  3. M.M.Petkovic?,M.R.Etinski,M.M.Ristic?,Hem.Ind.67(2013)203
  4. M.M.Ristic?,M.Petkovic?,M.Etinski,J.Serb.Chem.Soc.77(2012)1037
  5. G.P.Pfeifer,A.Besaratinia,Photochem.Photobiol.Sci.11(2012)90
  6. N.A.Shaath,Photochem.Photobiol.Sci.9(2010)464
  7. D. Veierov, T. Bercovici, E. Fischer, Y. Mazur, A. Yogev, J. Am. Chem. Soc. 99 (1977) 2723
  8. H. Gonzenbach, T. J. Hill, T. G. Truscott, J. Photochem. Photobiol., B 16 (1992) 377
  9. A.Cantrell,D.J.McGarvey,J.Photochem.Photobiol.,B64(2001)117
  10. M.Yamaji,M.Kida,J.Phys.Chem.,A117(2013)1946
  11. P.K.Verma,F.Koch,A.Steinbacher,P.Nuernberger,T.Brixner,J.Am.Chem.Soc.136 (2014) 14981
  12. A. D. Dunkelberger, R. D. Kieda, B. M. Marsh, F. F. Crim, J. Phys. Chem., A 119 (2015) 6155
  13. P. K. Verma, A. Steinbacher, F. Koch, P. Nuernberger, T. Brixner, Phys. Chem. Chem. Phys. 17 (2015) 8459
  14. https://www.upi.com/Science_News/2017/06/27/Sunscreen-chemical-breaks-down-into-toxic-compounds-when-exposed-to-sun-and-water/1241498577662/
  15. Zawadiak J, Mrzyczek M (October 2012). "Influence Of Substituent On UV Absorption And Keto–Enol Tautomerism Equilibrium Of Dibenzoylmethane Derivatives". Spectrochim Acta a Mol Biomol Spectrosc. 96: 815–819. Bibcode:2012 AcSpA..96..815Z. doi:10.1016/j.saa.2012.07.109. PMID 22925908.
  16. Vielhaber G, Grether-Beck S, Koch O, Johncock W, Krutmann J (March 2006). "Sunscreens with an absorption maximum of > or =360 nm provide optimal protection against UVA1-induced expression of matrix metalloproteinase-1, interleukin-1, and interleukin-6 in human dermal fibroblasts". Photochem Photobiol Sci. 5 (3): 275&ndash, 282. doi:10.1039/b516702g. PMID 16520862.

Uses

sedative, neurosedative

Uses

A component of sunscreen that absorbs the full spectrum of UVA rays.

Uses

avobenzone (BMDM, butyl methoxydibenzoylmethane) is a sun-A screen chemical that offers broad-range protection against uVA rays. It is associated with some photoinstability, which can be overcome in the overall sunscreen formulation. It is approved for use up to 3 percent in the united States and 5 percent in the european union. Avobenzone is noted to rarely be photosensitizing.

Uses

Avobenzone provides strong absorption through a large portion of the UVA spectrum including the majority of the UVA I range with peak absorption at 360 nm. Photostability refers to the ability of a molecule to remain intact with irradiation. It is potentially a problem with all UV filters, but particularly with the use of avobenzone. This effect may degrade other sunscreens in a formulation including octyl methoxycinnamate. Octocrylene and some of the newer sunscreens including BEMT stabilized avobenzone. Non-UV filters such as diethylhexyl 2,6 naphthalate may also be used. These molecules function as triplet–triplet quenchers. Overall formulation with avobenzone is therefore particularly critical.

brand name

Parsol 1789 (Givaudan S.A., Switzerland).

Avobenzone Preparation Products And Raw materials

Raw materials

Preparation Products


Avobenzone Suppliers

Global( 251)Suppliers
Supplier Tel Fax Email Country ProdList Advantage
Henan DaKen Chemical CO.,LTD.
+86-371-55531817
info@dakenchem.com CHINA 21676 58
Dalian Richfortune Chemicals Co., Ltd
86-411-84820922, 84821539
86-411-84821380 sales@richfortunechem.com China 360 57
Shanghai Bojing Chemical Co.,Ltd.
+86-21-37122233
+86-21-37127788 Candy@bj-chem.com CHINA 493 55
Henan Tianfu Chemical Co.,Ltd.
0371-55170693
0371-55170693 info@tianfuchem.com CHINA 20672 55
Shanghai Time Chemicals CO., Ltd.
+86-021-57951555
+86-021-57951555 jack.li@time-chemicals.com CHINA 1365 55
Mainchem Co., Ltd.
+86-0592-6210733
+86-0592-6210733 sales@mainchem.com CHINA 32447 55
Hangzhou FandaChem Co.,Ltd.
0086 158 5814 5714 (Mobile; WhatsApp; Telegram)
+86-571-56059825 fandachem@gmail.com CHINA 2887 55
ATK CHEMICAL COMPANY LIMITED
+86 21 5161 9050/ 5187 7795
+86 21 5161 9052/ 5187 7796 ivan@atkchemical.com CHINA 24191 60
Tianjin Zhongxin Chemtech Co., Ltd.
022-89880739
022-66880086 sales@tjzxchem.com CHINA 575 58
Shanghai Zheyan Biotech Co., Ltd.
18017610038
zheyansh@163.com CHINA 3623 58

View Lastest Price from Avobenzone manufacturers

Image Release date Product Price Min. Order Purity Supply Ability Manufacturer
2019-10-11 uv absorber 1789
70356-09-1
US $0.00 / KG 25KG 98% 20 tons QINGDAO JADE NEW MATERIAL TECNOLOGY CO.,LTD
2018-12-19 Avobenzone Basic information
70356-09-1
US $2.00 / kg 1kg 99% ask career henan chemical co
2018-08-20 Avobenzone
70356-09-1
US $1.00 / KG 1G 98% 100KG career henan chemical co

Avobenzone Spectrum


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