Ethyl salicylate

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Structural formula
Structural formula of ethyl salicylate
General
Surname Ethyl salicylate
other names

Ethyl salicylate

Molecular formula C 9 H 10 O 3
Brief description

colorless liquid

External identifiers / databases
CAS number 118-61-6
EC number 204-265-5
ECHA InfoCard 100,003,878
PubChem 8365
Wikidata Q408120
properties
Molar mass 166.18 g mol −1
Physical state

liquid

density

1.13 g cm −3

Melting point

1.3  ° C

boiling point

232 ° C

Vapor pressure

0.1 h Pa (20 ° C)

solubility
Refractive index

1.5296 (20 ° C)

safety instructions
GHS labeling of hazardous substances
07 - Warning

Caution

H and P phrases H: 302
P: 264-301 + 330 + 331-312
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . Refractive index: Na-D line , 20 ° C

Ethyl salicylate or ethyl salicylate is the ethyl ester of salicylic acid . It is a colorless liquid that is difficult to dissolve in water.

presentation

Ethyl salicylate can be obtained by esterifying salicylic acid with ethanol in the presence of sulfuric acid or hydrochloric acid . can be produced as a catalyst .

Synthesis of ethyl salicylate from salicylic acid and ethanol with sulfuric acid as a catalyst

properties

Ethyl salicylate is a clear, highly refractive liquid with a pleasant odor similar to that of methyl salicylate , but milder. The ester is very well soluble in ethanol and diethyl ether and poorly soluble in water. When standing in the air, the liquid turns yellowish to brown. Alkalis and iron also lead to decomposition.

application

Salicylic acid ethyl ester is used in medicine as a medicinal substance mainly in creams, ointments and liniments for topical application for muscle, joint and limb pain. Furthermore, a chelate formed with calcium hydroxide is used as an antibacterial agent in dentistry. Due to its pleasant smell, the ester is also used as an odor component in cosmetics and perfumes .

Web links

Individual evidence

  1. a b c d e f g h Entry on ethyl salicylate in the GESTIS substance database of the IFA , accessed on January 9, 2019(JavaScript required) .
  2. a b c F. v. Bruchhausen, S. Ebel, AW Frahm, E. Hackenthal: Hagers Handbook of Pharmaceutical Practice. Volume 8: fabrics E – O, Birkhäuser, 1995, ISBN 978-3-540-52688-9 , p. 131.
  3. David R. Lide (Ed.): CRC Handbook of Chemistry and Physics . 90th edition. (Internet version: 2010), CRC Press / Taylor and Francis, Boca Raton, FL, Physical Constants of Organic Compounds, pp. 3-254.
  4. ^ Association of authors: Organikum , 19th edition, Johann Ambrosius Barth, Leipzig · Berlin · Heidelberg 1993, ISBN 3-335-00343-8 , p. 420.
  5. E. Fischer , A. Speier: "Representation of the esters" in reports of the German chemical society 1895 , 28 , p. 3252ff. Full text
  6. ^ Haarmann & Reimer, Compendium, 1970