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Benzyl salicylate

From Wikipedia, the free encyclopedia
Benzyl salicylate
Structural formula of benzyl salicylate
Ball-and-stick model of the benzyl salicylate molecule
Names
Preferred IUPAC name
Benzyl 2-hydroxybenzoate
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.003.876 Edit this at Wikidata
UNII
  • InChI=1S/C14H12O3/c15-13-9-5-4-8-12(13)14(16)17-10-11-6-2-1-3-7-11/h1-9,15H,10H2 checkY
    Key: ZCTQGTTXIYCGGC-UHFFFAOYSA-N checkY
  • InChI=1/C14H12O3/c15-13-9-5-4-8-12(13)14(16)17-10-11-6-2-1-3-7-11/h1-9,15H,10H2
    Key: ZCTQGTTXIYCGGC-UHFFFAOYAC
  • O=C(OCc1ccccc1)c2ccccc2O
Properties
C14H12O3
Molar mass 228.247 g·mol−1
Appearance Colorless liquid
Density 1.17 g/cm3
Melting point 24 to 25 °C (75 to 77 °F; 297 to 298 K)
Boiling point 318 °C (604 °F; 591 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

Benzyl salicylate is a salicylic acid benzyl ester, a chemical compound most frequently used in cosmetics as a fragrance additive or UV light absorber. It appears as an almost colorless liquid with a mild odor described as "very faint, sweet-floral, slightly balsamic" by some, while others smell nothing at all. There is debate whether the odour is caused solely by impurities or a genetic predisposition.[1] It occurs naturally in a variety of plants and plant extracts and is widely used in blends of fragrance materials.[2]

There is some evidence that people may become sensitized to this material[3] and as a result, there is a restriction standard concerning the use of this material in fragrances by the International Fragrance Association.[4]

It is used as a solvent for crystalline synthetic musks and as a component and fixative in floral perfumes such as carnation, jasmine, lilac, and wallflower.[5]

See also

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References

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  1. ^ Steffen Arctander: Perfume and Flavor Chemicals. ISBN 0-931710-37-5
  2. ^ "Benzyl salicylate". The Good Scents Company.
  3. ^ Belsito, D; Bickers, D; Bruze, M; Calow, P; Greim, H; Hanifin, JM; Rogers, AE; Saurat, JH; Sipes, IG; Tagami, H (2007). "Toxicologic and Dermatologic Assessments for Three Groups of Fragrance Ingredients: 1) Related Esters and Alcohols of Cinnamic Acid and Cinnamic Alcohol, 2) Ionones, 3) Salicylates" (PDF). Food and Chemical Toxicology. 45 (Supplement 1): S1-23. doi:10.1016/j.fct.2007.09.087. PMID 18035463. Archived from the original (PDF) on 2021-01-12. Retrieved 2012-04-05.
  4. ^ "Standards Restricted". International Fragrance Association. Archived from the original on 2012-01-04.
  5. ^ An Introduction to Perfumery by Curtis & Williams 2nd Edition, 2009, ISBN 978-0-9608752-8-3, ISBN 978-1-870228-24-4
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