Salicylic acid hexyl ester

Structural formula
General
Surname	Salicylic acid hexyl ester
other names	Hexyl salicylate Hexyl 2-hydroxybenzoate
Molecular formula	C 13 H 18 O 3
Brief description	colorless liquid
External identifiers / databases
CAS number 6259-76-3 EC number 228-408-6 ECHA InfoCard 100,025,826 PubChem 22629 ChemSpider 21212 Wikidata Q27160824
properties
Molar mass	222.28 g mol −1
Physical state	liquid
density	1.04 g cm −3
Melting point	−4 ° C
boiling point	290 ° C
Vapor pressure	<0.1 Pa (20 ° C)
solubility	practically insoluble in water
Refractive index	1.505 (20 ° C)
safety instructions
GHS labeling of hazardous substances Caution H and P phrases H: 315-317-319-410 P: 261-273-280-333 + 313-337 + 313-391
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

Salicylic acid hexyl ester is a chemical compound from the group of substituted carboxylic acid esters .

Extraction and presentation

Salicylsäurehexylester, by Methylsalicylataustausch with n -hexanol using a Natriummethoxylat - catalyst are recovered.

properties

Salicylic acid hexyl ester is a flammable, hardly ignitable, colorless liquid that is practically insoluble in water.

use

Salicylic acid hexyl ester is used as a flavoring in insect repellants and laundry detergents. In addition, the compound is approved as a feed additive. The connection has been in use since the 1940s.

Risk assessment

Salicylic acid hexyl ester was included by the EU in 2012 in accordance with Regulation (EC) No. 1907/2006 (REACH) as part of substance evaluation in the Community's ongoing action plan ( CoRAP ). The effects of the substance on human health and the environment are re-evaluated and, if necessary, follow-up measures are initiated. The reasons for the uptake of hexyl salicylate were concerns about consumer use , high (aggregated) tonnage, high risk characterization ratio (RCR) and widespread use as well as the dangers arising from a possible assignment to the group of CMR substances. The re-evaluation took place from 2012 and was carried out by the Netherlands . A final report was then published.

Individual evidence

1. ↑ ^{a b c d e f g h i j} Entry on hexyl salicylate in the GESTIS substance database of the IFA , accessed on January 8, 2020(JavaScript required) .
2. ↑ Data sheet Hexyl salicylate, ≥99.0% (GC) from Sigma-Aldrich , accessed on May 20, 2019 ( PDF ).
3. ^ ^{A b} D. LJ Opdyke: Monographs on Fragrance Raw Materials A Collection of Monographs Originally Appearing in Food and Cosmetics Toxicology . Elsevier, 2013, ISBN 978-1-4831-4797-0 , pp. 431 ( limited preview in Google Book search).
4. ^ Drogisten-Lexikon A textbook and reference book for druggists and related professions, chemical technicians, laboratory assistants, wholesale and industry Third volume specialist technology, cosmetics, regulations . Springer-Verlag, 2013, ISBN 978-3-642-92723-2 , pp. 483 ( limited preview in Google Book search).
5. ↑ Google Patents: WO2014082834A1 - Fragrance mixtures containing hexyl salicylate - Google Patents , accessed on May 20, 2019
6. ↑ IMPLEMENTING REGULATION (EU) 2017/63 OF THE COMMISSION of 14 December 2016 on the authorization of benzyl alcohol, 4-isopropylbenzyl alcohol, benzaldehyde, 4-isopropylbenzaldehyde, salicylaldehyde, p-tolualdehyde, 2-methoxybenzaldehyde, benzoic acid, benzyl acetate, benzyl butionate, Benzyl hexanoate, benzyl isobutyrate, benzyl isovalerate, hexyl salicylate, benzyl phenyl acetate, methyl benzoate, ethyl benzoate, isopentyl benzoate, pentyl salicylate and isobutyl benzoate as additives in feed for all animal species as well as veratraldehyde and gallic acid as additives in feed for certain animal species , accessed on January 2, 2019.
7. ↑ European Chemicals Agency (ECHA): Substance Evaluation Conclusion and Evaluation Report .
8. ↑ Community rolling action plan ( CoRAP ) of the European Chemicals Agency (ECHA): Hexyl salicylate , accessed on May 2, 2020.