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
Canonical 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
170-175ºC
Melting Point
73-75ºC
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
The molarity calculator equation

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

The dilution calculator equation

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

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