Butyric acid benzyl ester

Structural formula
General
Surname	Butyric acid benzyl ester
other names	Benzyl butyrate; Benzyl n butyrate; Benzyl n -butanoate;
Molecular formula	C 1 1 H 1 4 O 2
Brief description	colorless liquid with a fruity odor
External identifiers / databases
ECHA InfoCard	100.002.823
PubChem	7650
ChemSpider	7367
Wikidata	Q27269535
properties
Molar mass	178.23 g mol −1
Physical state	liquid
density	1.01 g cm −3
boiling point	235–242 ° C (1013 hPa)
Vapor pressure	11.97 hPa (109 ° C)
solubility	slightly soluble in water; soluble in ethanol (1 mL in 2 mL 80% ethanol) and most fixed oils; practically insoluble in glycerine and propylene glycol ;
Refractive index	1.494 (20 ° C)
safety instructions
GHS labeling of hazardous substances	no GHS pictograms
	no GHS pictograms
H and P phrases	H: no H-phrases
	P: no P-phrases
Toxicological data	2330 mg kg −1 ( LD 50 , rat , oral ) ; > 5000 mg kg −1 ( LD 50 , rabbit , transdermal ) ;
	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

Butyric acid benzyl ester is a chemical compound from the group of butyric acid esters .

Occurrence

Butyric acid benzyl ester was found in papaya , black tea , passiflora edulis , cherimoya ( Annona cheremolia Mill. ), Bourbon vanilla , mountain papaya and pork plum ( Spondias mombins L. ), as well as in jasmine.

Extraction and presentation

Butyric acid benzyl ester can be obtained by heating benzyl chloride and sodium butyrate in water or butyric acid and benzyl chloride under pressure.

properties

Butyric acid benzyl ester is a colorless liquid that is slightly soluble in water. It has a characteristic fruity-floral, plum-like smell and a sweet, pear-like taste.

use

Butyric acid benzyl ester is used as a flavoring agent. In addition, the compound is approved as a feed additive.

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j ^k data sheet benzyl butyrate (PDF) from Merck , accessed on January 2, 2019.
↑ ^a ^b ^c ^d ^e George A. Burdock: Fenaroli's Handbook of Flavor Ingredients . CRC Press, 2004, ISBN 978-1-4200-3787-6 , pp. 145 ( limited preview in Google Book search).
^ Richard J. Lewis: Food Additives Handbook . Springer Science & Business Media, 1989, ISBN 978-0-442-20508-9 , pp. 83 ( limited preview in Google Book search).
↑ Data sheet Benzyl butyrate, ≥98%, FCC, FG from Sigma-Aldrich , accessed on January 2, 2019 ( PDF ).
↑ Fred Winter: The Modern Perfumery . Springer-Verlag, 2013, ISBN 978-3-7091-5738-1 , p. 62 ( limited preview in Google Book search).
↑ D. McGinty, CS Letizia, AM Api: Fragrance material review on benzyl butyrate. In: Food and Chemical Toxicology. 50, 2012, p. S407, doi : 10.1016 / j.fct.2012.02.063 .
↑ L_2017013DE.01021401.xml: IMPLEMENTATION REGULATION (EU) 2017/63 OF THE COMMISSION of 14 December 2016 on the approval of benzyl alcohol, 4-isopropylbenzyl alcohol, benzaldehyde, 4-isopropylbenzaldehyde, salicylaldehyde, p-tolualdehyde, 2-methoxybenzaldehyde, benzyl butyrate, benzyl, benzyl propionate, Benzylhexanoat, benzyl isobutyrate, Benzylisovalerat, hexyl salicylate, Benzylphenylacetat, methyl benzoate, ethyl benzoate, Isopentylbenzoat, Pentylsalicylat and isobutyl 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.

[Merck-1] ↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j ^k data sheet benzyl butyrate (PDF) from Merck , accessed on January 2, 2019.

[George_A._Burdock-2] George A. Burdock: Fenaroli's Handbook of Flavor Ingredients . CRC Press, 2004, ISBN 978-1-4200-3787-6 , pp. 145 ( limited preview in Google Book search).

[Richard_J._Lewis-3] Richard J. Lewis: Food Additives Handbook . Springer Science & Business Media, 1989, ISBN 978-0-442-20508-9 , pp. 83 ( limited preview in Google Book search).

[Sigma-4] Data sheet Benzyl butyrate, ≥98%, FCC, FG from Sigma-Aldrich , accessed on January 2, 2019 ( PDF ).

[Fred_Winter-5] Fred Winter: The Modern Perfumery . Springer-Verlag, 2013, ISBN 978-3-7091-5738-1 , p. 62 ( limited preview in Google Book search).

[DOI10.1016/j.fct.2012.02.063-6] D. McGinty, CS Letizia, AM Api: Fragrance material review on benzyl butyrate. In: Food and Chemical Toxicology. 50, 2012, p. S407, doi : 10.1016 / j.fct.2012.02.063 .

[europa.eu-7] L_2017013DE.01021401.xml: IMPLEMENTATION REGULATION (EU) 2017/63 OF THE COMMISSION of 14 December 2016 on the approval of benzyl alcohol, 4-isopropylbenzyl alcohol, benzaldehyde, 4-isopropylbenzaldehyde, salicylaldehyde, p-tolualdehyde, 2-methoxybenzaldehyde, benzyl butyrate, benzyl, benzyl propionate, Benzylhexanoat, benzyl isobutyrate, Benzylisovalerat, hexyl salicylate, Benzylphenylacetat, methyl benzoate, ethyl benzoate, Isopentylbenzoat, Pentylsalicylat and isobutyl 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.