Chemistry:Benzyl salicylate

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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
UNII
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).
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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

  • Oil of wintergreen

References

  1. Steffen Arctander: Perfume and Flavor Chemicals. ISBN:0-931710-37-5
  2. "Benzyl salicylate". The Good Scents Company. http://www.thegoodscentscompany.com/data/rw1001791.html. 
  3. Belsito, D; Bickers, D; Bruze, M; Calow, P; Greim, H; Hanifin, JM; Rogers, AE; Saurat, JH et al. (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". Food and Chemical Toxicology 45 (Supplement 1): S1-23. doi:10.1016/j.fct.2007.09.087. PMID 18035463. http://www.rifm.org/doc/Food%20%26%20Chem%20Tox%20RIFM%20Spec%20Suppl%20122007.pdf. Retrieved 2012-04-05. 
  4. "Standards Restricted". International Fragrance Association. Archived from the original on 2012-01-04. https://web.archive.org/web/20120104024607/http://www.ifraorg.org/en-us/standards_restricted/s3/p2. 
  5. An Introduction to Perfumery by Curtis & Williams 2nd Edition, 2009, ISBN:978-0-9608752-8-3, ISBN:978-1-870228-24-4

External links