Dioxybenzone

Dioxybenzone: Dioxybenzone^[1]

IUPAC name

(2-Hydroxy-4-methoxyphenyl)-
(2-hydroxyphenyl)methanone

Other names

Dioxybenzone
benzophenone-8

Identifiers

CAS number 131-53-3

PubChem 8569

ChemSpider 8251^Y

KEGG D03853^Y

Jmol-3D images Image 1
Image 2

SMILES

O=C(C2=CC=CC=C2O)C1=C(O)C=C(OC)C=C1
O=C(c1ccc(OC)cc1O)c2ccccc2O

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^Y
Key: MEZZCSHVIGVWFI-UHFFFAOYSA-N^Y
InChI=1/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
Key: MEZZCSHVIGVWFI-UHFFFAOYAR

Properties

Molecular formula C₁₄H₁₂O₄

Molar mass 244.25 g/mol

Density 1.38 g/cm³

Melting point
68 °C

Boiling point
170–175 °C

Y (verify) (what is: Y/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)

Infobox references

Dioxybenzone (benzophenone-8) is an organic compound used in sunscreen to block UVB and short-wave UVA (ultraviolet) rays.^[2] It is a derivative of benzophenone. It is a yellow powder with a melting point of 68 °C. It is insoluble in water, but moderately soluble in ethanol and isopropanol.

References

^ Merck Index, 12th Edition, 3357.

^ The Skin Cancer Foundation: Understanding UVA and UVB

v · d · eSunscreening agents approved by the US FDA or other agencies

UVA: 400–315 nm • UVB: 315–290 nm • chemical agents unless otherwise noted

UVA filters
Avobenzone (Parsol 1789) • Bisdisulizole disodium (Neo Heliopan AP) • Diethylamino hydroxybenzoyl hexyl benzoate (Uvinul A Plus) • Ecamsule (Mexoryl SX) • Methyl anthranilate

UVB filters
4-Aminobenzoic acid (PABA) • Cinoxate • Ethylhexyl triazone (Uvinul T 150) • Homosalate • 4-Methylbenzylidene camphor (Parsol 5000) • Octyl methoxycinnamate (Octinoxate) • Octyl salicylate (Octisalate) • Padimate O (Escalol 507) • Phenylbenzimidazole sulfonic acid (Ensulizole) • Polysilicone-15 (Parsol SLX) • Trolamine salicylate

UVA+UVB filters
Bemotrizinol (Tinosorb S) • Benzophenones 1–12 • Dioxybenzone • Drometrizole trisiloxane (Mexoryl XL) • Iscotrizinol (Uvasorb HEB) • Octocrylene • Oxybenzone (Eusolex 4360) • Sulisobenzone • hybrid (chemical/physical): Bisoctrizole (Tinosorb M) • physical: Titanium dioxide, Zinc oxide

See also: Photoprotection • Sunburn • Sun protective clothing

This dermatologic drug article is a stub. You can help Wikipedia by expanding it.

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Dioxybenzone

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Dioxybenzone^[1]

IUPAC name (2-Hydroxy-4-methoxyphenyl)- (2-hydroxyphenyl)methanone
Other names Dioxybenzone benzophenone-8
Identifiers
CAS number	131-53-3
PubChem	8569
ChemSpider	8251^Y
KEGG	D03853^Y
Jmol-3D images	Image 1 Image 2
SMILES O=C(C2=CC=CC=C2O)C1=C(O)C=C(OC)C=C1 O=C(c1ccc(OC)cc1O)c2ccccc2O
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^Y Key: MEZZCSHVIGVWFI-UHFFFAOYSA-N^Y InChI=1/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 Key: MEZZCSHVIGVWFI-UHFFFAOYAR
Properties
Molecular formula	C₁₄H₁₂O₄
Molar mass	244.25 g/mol
Density	1.38 g/cm³
Melting point	68 °C
Boiling point	170–175 °C
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

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Dioxybenzone

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