Isobutyric acid ethyl ester

Structural formula
General
Surname	Isobutyric acid ethyl ester
other names	Ethyl isobutyrate; Ethyl 2-methylpropionate; Ethyl 2-methylpropanoate;
Molecular formula	C 6 H 12 O 2
Brief description	colorless liquid with a pineapple odor
External identifiers / databases
EC number	202-595-4
ECHA InfoCard	100.002.361
PubChem	7342
ChemSpider	7065
Wikidata	Q27159510
properties
Molar mass	116.16 g mol −1
Physical state	liquid
density	0.87 g cm −3
Melting point	−88 ° C
boiling point	110 ° C
Vapor pressure	27 hPa (20 ° C)
solubility	slightly soluble in water (11.2 g l −1 at 25 ° C); soluble in ethanol ;
Refractive index	1.387 (20 ° C)
safety instructions
H and P phrases	H: 225-315-319
	P: 210-264-280-303 + 361 + 353-332 + 313-337 + 313
	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

Isobutyric acid ethyl ester is a chemical compound from the group of carboxylic acid esters .

Occurrence

Ethyl isobutyrate is a powerful fragrance found in oranges , grapefruits , Tuber indicum, and Greek virgin olive oils .

orange
Grapefruit
pineapple
Apple
apricot
banana
strawberry

The compound was also found in apple juice, bananas , chocolate , cognac , Concord grape, honey , apricots , oranges, pineapples , rum , strawberries , watermelons , whiskey , champagne , grape wine, beer, port wine , passion fruit, sherry, orange juice, papaya , mango , Kiwi fruits, quinces, monkey oranges (Strychnos madagask), mint oil and parmesan are detected.

Extraction and presentation

Isobutyrate, by esterification of ethanol with isobutyric under azeotropic obtained conditions.

properties

Ethyl isobutyrate is a highly flammable, volatile, colorless liquid with a pineapple-like odor that is sparingly soluble in water. At a concentration of 12.5 ppm, the compound has a pungent, ethereal and fruity smell with notes of rum and eggnog. At 20 ppm the taste is sweet, ethereal, fruity with a rum-like note.

use

Ethyl isobutyrate is used as a flavoring and for the synthesis of other compounds.

safety instructions

The vapors of ethyl isobutyrate can form an explosive mixture with air ( flash point 13 ° C, ignition temperature 440 ° C).

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j ^k Entry on ethyl isobutyrate in the GESTIS substance database of the IFA , accessed on December 20, 2018(JavaScript required) .
↑ ^a ^b ^c ^d ^e George A. Burdock: Fenaroli's Handbook of Flavor Ingredients . CRC Press, 2004, ISBN 978-1-4200-3787-6 , pp. 584 ( limited preview in Google Book search).
↑ ^a ^b Data sheet Ethyl isobutyrate, ≥98%, FCC, FG from Sigma-Aldrich , accessed on December 20, 2018 ( PDF ).
↑ Laura Culleré, Vicente Ferreira et al. a .: Potential aromatic compounds as markers to differentiate between Tuber melanosporum and Tuber indicum truffles. In: Food Chemistry. 141, 2013, p. 105, doi: 10.1016 / j.foodchem.2013.03.027 .
↑ Eberhard Breitmaier, Günther Jung: Organic chemistry basics, substance classes, reactions, concepts, molecular structures; 129 tables . Georg Thieme Verlag, 2005, ISBN 978-3-13-541505-5 , p. 283 ( limited preview in Google Book search).

[GESTIS-1] ↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j ^k Entry on ethyl isobutyrate in the GESTIS substance database of the IFA , accessed on December 20, 2018(JavaScript required) .

[George_A._Burdock-2] George A. Burdock: Fenaroli's Handbook of Flavor Ingredients . CRC Press, 2004, ISBN 978-1-4200-3787-6 , pp. 584 ( limited preview in Google Book search).

[Sigma-3] Data sheet Ethyl isobutyrate, ≥98%, FCC, FG from Sigma-Aldrich , accessed on December 20, 2018 ( PDF ).

[DOI10.1016/j.foodchem.2013.03.027-4] Laura Culleré, Vicente Ferreira et al. a .: Potential aromatic compounds as markers to differentiate between Tuber melanosporum and Tuber indicum truffles. In: Food Chemistry. 141, 2013, p. 105, doi: 10.1016 / j.foodchem.2013.03.027 .

[Eberhard_Breitmaier,_Günther_Jung-5] Eberhard Breitmaier, Günther Jung: Organic chemistry basics, substance classes, reactions, concepts, molecular structures; 129 tables . Georg Thieme Verlag, 2005, ISBN 978-3-13-541505-5 , p. 283 ( limited preview in Google Book search).