Ethyl benzoate

Structural formula
General
Surname	Ethyl benzoate
other names	Ethyl benzoate; Aethylium benzoicum ( Latin );
Molecular formula	C 9 H 10 O 2
Brief description	colorless liquid with a fruity odor
External identifiers / databases
EC number	202-284-3
ECHA InfoCard	100.002.078
PubChem	7165
Wikidata	Q421100
properties
Molar mass	150.18 g mol −1
Physical state	liquid
density	1.05 g cm −3 (20 ° C)
Melting point	−35 ° C
boiling point	213 ° C
Vapor pressure	0.24 hPa (20 ° C); 1.3 hPa (44 ° C); 1.95 hPa (50 ° C);
solubility	very sparingly soluble in water (0.72 g l −1 at 25 ° C)
Refractive index	1.5007 (20 ° C)
safety instructions
GHS labeling of hazardous substances Caution
H and P phrases	H: 315-319
	P: 280-305 + 351 + 338-362-321-332 + 313-337 + 313
Toxicological data	2100 mg kg −1 ( LD 50 , rat , oral )
	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 benzoate is a chemical compound from the group of carboxylic acid esters .

It is a colorless, oily liquid with a characteristic fruity odor, which is formed as an ester from aromatic benzoic acid when it reacts with ethanol . It is a fragrance and flavoring substance .

presentation

A simple way of preparing ethyl benzoate 2 , which is often used in laboratories, is the acid-catalyzed esterification of benzoic acid 1 with ethanol:

Alternatively, benzoyl chloride can be reacted with ethanol and a base such as pyridine , triethylamine or sodium hydroxide solution .

properties

Ethyl benzoate forms flammable vapor-air mixtures. The compound has a flash point of 88 ° C. The lower explosion limit is 1 vol.% (62 g · m ⁻³ ). The ignition temperature is 490 ° C. The substance therefore falls into temperature class T1. The electrical conductivity is rather low at 4.9 · 10 ⁻⁷ S · m ⁻¹ .

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j ^k ^l ^m ⁿ ^o Entry on ethyl benzoate in the GESTIS substance database of the IFA , accessed on January 24, 2019(JavaScript required) .
↑ 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. 3-238.
↑ Arthur Israel Vogel. Rev. by Brian S. Furniss: Vogel's textbook of practical organic chemistry . 5th edition. Longman, Harlow 1989, ISBN 0-582-46236-3 , pp. 1076 ( limited preview in Google Book search).
↑ ^a ^b E. Brandes, W. Möller: Safety-related parameters. Volume 1: Flammable Liquids and Gases. Wirtschaftsverlag NW - Verlag für neue Wissenschaft, Bremerhaven 2003.
↑ Technical rules for hazardous substances TRGS 727, BG RCI leaflet T033 Avoidance of ignition hazards due to electrostatic charges , status August 2016, Jedermann-Verlag Heidelberg, ISBN 978-3-86825-103-6 , ISBN 978-3-86825-103-6 .

[GESTIS-1] ↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j ^k ^l ^m ⁿ ^o Entry on ethyl benzoate in the GESTIS substance database of the IFA , accessed on January 24, 2019(JavaScript required) .

[CRC90_3_238-2] 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. 3-238.

[3] Arthur Israel Vogel. Rev. by Brian S. Furniss: Vogel's textbook of practical organic chemistry . 5th edition. Longman, Harlow 1989, ISBN 0-582-46236-3 , pp. 1076 ( limited preview in Google Book search).

[Brandes-4] E. Brandes, W. Möller: Safety-related parameters. Volume 1: Flammable Liquids and Gases. Wirtschaftsverlag NW - Verlag für neue Wissenschaft, Bremerhaven 2003.

[5] Technical rules for hazardous substances TRGS 727, BG RCI leaflet T033 Avoidance of ignition hazards due to electrostatic charges , status August 2016, Jedermann-Verlag Heidelberg, ISBN 978-3-86825-103-6 , ISBN 978-3-86825-103-6 .