Dioxybenzone
Product Information
Molecular Formula
C14H12O4
Molecular Weight
244.25
Description
Dioxybenzone, a phenol derivative, could be widely used to block UVB and UVA in sunscreen products.
Synonyms
dioxybenzone;2,2'-DIHYDROXY-4-METHOXYBENZOPHENONE;131-53-3;Dioxybenzon;Advastab47;CyasorbUV24
IUPAC Name
(2-hydroxy-4-methoxyphenyl)-(2-hydroxyphenyl)methanone
SMILES
COC1=CC(=C(C=C1)C(=O)C2=CC=CC=C2O)O
InChI
InChI=1S/C14H12O4/c1-18-9-6-7-11(13(16)8-9)14(17)10-4-2-3-5-12(10)15/h2-8,15-16H,1H3
InChI Key
MEZZCSHVIGVWFI-UHFFFAOYSA-N
Boiling Point
170-175°C
Melting Point
73-75°C
Flash Point
235.4 °F
Purity
95%
Density
1.296 g/cm3
Solubility
10 mM in DMSO
Appearance
Off white to yellow free flowing powder
Application
Dioxybenzone could be widely used to block UVB and UVA in sunscreen products.
Shelf Life
As supplied, 2 years from the QC date provided on the Certificate of Analysis, when stored properly
Storage
Keep in a cool, dry, dark location in a tightly sealed container or cylinder. Keep away from incompatible materials, ignition sources and untrained individuals. Secure and label area. Protect containers/cylinders from physical damage.
Refractive Index
n20/D 1.479 (lit.)
Stability
Stable. Incompatible with strong oxidizing agents.
LogP
log Kow = 3.82 (est)
Vapor Pressure
1.94X10-7 mm Hg at 25 °C (est)
Henry's Law Constant
1.97X10-9 atm-cu m/mol at 25 °C (est)
Decomposition
Hazardous decomposition products formed under fire conditions: Carbon oxides
Dissociation Constants
pKa = 6.78 (est)
Safety Information
Hazards
H315 H319 H335
Precautionary Statement
P261 P305+P351+P338
Computed Properties
XLogP3
3.3
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
4
Rotatable Bond Count
3
Exact Mass
244.07355886 g/mol
Monoisotopic Mass
244.07355886 g/mol
Topological Polar Surface Area
66.8Ų
Heavy Atom Count
18
Formal Charge
0
Complexity
292
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
Covalently-Bonded Unit Count
1
Compound Is Canonicalized
Yes
Patents
| Publication Number | Title | Priority Date |
|---|---|---|
| JP-2022040133-A | A photosensitive coloring composition for a color filter for a solid-state image sensor, a color filter, and a solid-state image sensor using the same. | 2021-12-15 |
| DE-202021106362-U1 | Cosmetic preparation for intensive care and treatment of facial skin | 2021-11-22 |
| DE-202021106363-U1 | Cosmetic preparation for the care and treatment of facial skin | 2021-11-22 |
| JP-2022031761-A | How to improve the solubility of poorly water-soluble ingredients | 2021-11-22 |
| DE-202021106186-U1 | Cosmetic preparation for care and treatment of periocular skin | 2021-11-11 |
| CN-113930139-A | Bottom coating composition for diffusion film and diffusion film thereof | 2021-10-14 |
| JP-2022017318-A | Cosmetic base material containing crimped fibers | 2021-10-14 |
| JP-2021193141-A | Liquid composition containing lipid peptide | 2021-09-27 |
| JP-2022008395-A | Red coloring composition for organic EL display device, color filter for organic EL display device and organic EL display device | 2021-09-14 |
| DE-202021002752-U1 | Functionalized pieces of ice | 2021-08-24 |
Literatures
| PMID | Publication Date | Title | Journal |
|---|---|---|---|
| 32407875 | 2020-09-01 | Benzophenone-3 and benzophenone-8 exhibit obesogenic activity via peroxisome proliferator-activated receptor γ pathway | Toxicology in vitro : an international journal published in association with BIBRA |
| 28927721 | 2018-02-01 | Agonistic effects of diverse xenobiotics on the constitutive androstane receptor as detected in a recombinant yeast-cell assay | Toxicology in vitro : an international journal published in association with BIBRA |
| 28959646 | 2017-01-01 | Neurotoxic effect of active ingredients in sunscreen products, a contemporary review | Toxicology reports |
| 27690075 | 2016-09-29 | Consensus Modeling for Prediction of Estrogenic Activity of Ingredients Commonly Used in Sunscreen Products | International journal of environmental research and public health |
| 25349334 | 2015-02-01 | Human sex hormone-binding globulin binding affinities of 125 structurally diverse chemicals and comparison with their binding to androgen receptor, estrogen receptor, and α-fetoprotein | Toxicological sciences : an official journal of the Society of Toxicology |
| 23571415 | 2013-06-01 | Structure-based identification of OATP1B1/3 inhibitors | Molecular pharmacology |
| 23749905 | 2013-06-01 | Oral chemoprevention of skin cancer in mice by benzophenone sunscreens dioxybenzone and octabenzone in drinking water | Anticancer research |
| 23013281 | 2012-11-19 | Rat α-Fetoprotein binding affinities of a large set of structurally diverse chemicals elucidated the relationships between structures and binding affinities | Chemical research in toxicology |
| 22346740 | 2012-02-01 | Using functional signatures to identify repositioned drugs for breast, myelogenous leukemia and prostate cancer | PLoS computational biology |
| 21250822 | 2011-10-01 | Synthesis and biological evaluation of novel N,N'-bis-methylenedioxybenzyl-alkylenediamines as bivalent anti-Alzheimer disease ligands | Journal of enzyme inhibition and medicinal chemistry |
