Octyl salicylate

Names
IUPAC name

2-ethylhexyl 2-hydroxybenzoate

Other names

octisalate; 2-ethylhexyl salicylate; ethyl hexyl salicylate; 2-ethylhexyl ester salicylic acid; salicylic acid, 2-ethylhexyl ester; benzoic acid, 2-hydroxy-, 2-ethylhexyl ester; 2-ethylhexyl ester benzoic acid, 2-hydroxy-; 2-hydroxy- 2-ethylhexyl ester benzoic acid;

Identifiers

CAS Number

* 118-60-5 Y

3D model (JSmol)

* Interactive image

ChEMBL |

* ChEMBL117388 Y

ChemSpider |

* 8061 N

PubChem CID

* 8364

UNII |

* 4X49Y0596W Y

InChI

* InChI=1S/C15H22O3/c1-3-5-8-12(4-2)11-18-15(17)13-9-6-7-10-14(13)16/h6-7,9-10,12,16H,3-5,8,11H2,1-2H3 N

Key: FMRHJJZUHUTGKE-UHFFFAOYSA-N N

* InChI=1/C15H22O3/c1-3-5-8-12(4-2)11-18-15(17)13-9-6-7-10-14(13)16/h6-7,9-10,12,16H,3-5,8,11H2,1-2H3

Key: FMRHJJZUHUTGKE-UHFFFAOYAL

SMILES

* CCCCC(CC)COC(=O)C1=CC=CC=C1O

Properties

Chemical formula

| C15H22O3
Molar mass | 250.33 g/mol
Density | 1.014 g/cm3
Melting point | < 25 °C (77 °F; 298 K)
Boiling point |  189 °C (372 °F; 462 K)
Hazards
NFPA 704 (fire diamond)  |

Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

N verify (what is YN ?)
Infobox references

Tracking categories (test):

* SizeSet

Octyl salicylate, or 2-ethylhexyl salicylate, is an organic compound used as an ingredient in sunscreens and cosmetics to absorb UVB (ultraviolet) rays from the sun.[1] It is an ester formed by the condensation of salicylic acid with 2-ethylhexanol. It is a colorless oily liquid with a slight floral odor.

The salicylate portion of the molecule absorbs ultraviolet light, protecting skin from the harmful effects of exposure to sunlight. The ethylhexanol portion is a fatty alcohol, adding emollient and oil-like (water resistant) properties.

## Safety

Octisalate and all other salicylates have a good safety profile.[2] It is often used to improve affinity and reduce photodegradation of other sunscreen ingredients (such as oxybenzone and avobenzone), and <1% of the applied dose of Octisalate penetrates through the skin. Although Octisalate is a weaker UVB absorber it has superior stability than some other sunscreen active ingredients[3] and does not produce reactive oxygen species when exposed to sunlight. However, it does have some minor sensitization potential; with some individuals experiencing minimal to mild skin irritation.[4]

## Notes

1. ↑ Skin cancer foundation: Understanding UVA and UVB
2. ↑ Rai, Reena; Srinivas, CR (2007). "Photoprotection". Indian Journal of Dermatology, Venereology and Leprology 73 (2): 73–79. doi:10.4103/0378-6323.31889. PMID 17456910. http://www.bioline.org.br/abstract?dv07028.
3. ↑ Ma, Haohua; Wang, Jianqiang; Zhang, Wenpei; Guo, Cheng (2021). "Synthesis of phenylalanine and leucine dipeptide functionalized silica-based nanoporous material as a safe UV filter for sunscreen". Journal of Sol-Gel Science and Technology 97 (2): 466–478. doi:10.1007/s10971-020-05417-6. https://link.springer.com/article/10.1007/s10971-020-05417-6.
4. ↑ Yap, Francis HX; Chua, Hock C.; Tait, Clare P. (10 March 2017). "Active sunscreen ingredients in Australia". Australasian Journal of Dermatology 58 (4): e160–e170. doi:10.1111/ajd.12597. PMID 28295176. https://onlinelibrary.wiley.com/doi/abs/10.1111/ajd.12597.

## References

* "The Skin Cancer Foundation's Guide to Sunscreens". Skin Cancer Foundation. 2011. http://www.skincancer.org/the-scfs-guide-to-sunscreens.html.

* v
* t
* e

Sunscreening 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)
* Menthyl anthranilate

UVB filters|

* Amiloxate
* 4-Aminobenzoic acid (PABA)
* Cinoxate
* Ethylhexyl triazone (Uvinul T 150)
* Homosalate
* 4-Methylbenzylidene camphor (Enzacamene)
* 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 / Eversorb M)
* physical:
* Titanium dioxide
* Zinc oxide

See also: Photoprotection, Sun protective clothing, Sun tanning, and Sunburn

* v
* t
* e

Salicylates

* Salicylic acid
* Aspirin
* Aloxiprin
* Methyl salicylate
* Magnesium salicylate
* Ethyl salicylate
* Bismuth subsalicylate
* Sodium salicylate
* Salicylamide
* Salicin
* Benorilate
* Salsalate
* Ethenzamide
* Diflunisal
* Trolamine salicylate
* Homosalate
* Salicylmethylecgonine
* Octyl salicylate
* Aluminon
* Benzyl salicylate
* Copper aspirinate
* Potassium salicylate

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