Isobutyl isobutyrate

Structural formula
General
Surname	Isobutyl isobutyrate
other names	Isobutyl isobutyrate; Isobutyl isobutanoate; 2-methylpropionic acid 2-methylpropyl ester;
Molecular formula	C 8 H 16 O 2
Brief description	colorless liquid with a fruity odor
External identifiers / databases
EC number	202-612-5
ECHA InfoCard	100.002.375
PubChem	7351
ChemSpider	7073
Wikidata	Q26841351
properties
Molar mass	144.21 g mol −1
Physical state	liquid
density	0.85 g cm −3
Melting point	−81 ° C
boiling point	147 ° C
Vapor pressure	3.97 hPa (20 ° C)
solubility	very sparingly soluble in water (0.57 g l −1 at 25 ° C); soluble in organic solvents;
Refractive index	1.3995 (20 ° C)
safety instructions
GHS labeling of hazardous substances Caution
H and P phrases	H: 226
	P: 210
Toxicological data	12800 mg kg −1 ( LD 50 , rat , oral ) ; > 8600 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

Isobutyl isobutyl ester is a chemical compound from the group of carboxylic acid esters .

Occurrence

Isobutyric acid isobutyl ester has been found in hop oil , grapes , apricots , bananas , melons , strawberries , cider , passion fruit , sherry , wine , whiskey , olives , quinces , bay leaves , myrrh , Chinese quinces and chamomile oil .

Extraction and presentation

Isobutyl isobutyl ester can be passed through a catalytic reaction in which vapors of isobutyl alcohol and isobutyric acid are passed under pressure over copper (II) oxide + aluminum oxide , zinc oxide + aluminum oxide or copper (II) oxide + zinc oxide + aluminum oxide at 350 to 400 ° C.

properties

Isobutyl isobutyl ester is a colorless liquid with a fruity odor that is very sparingly soluble in water. The taste and smell are reminiscent of pineapple. At neutral pH (pH 7), the half-life in water is about 9.217 years at 25 ° C. At pH 8, the hydrolysis half-life drops to 337 days.

use

Isobutyl isobutyl ester is mainly used as a solvent , especially for nitrocellulose lacquers and thinners as well as coatings for plastic substrates and high-solid lacquers. Most of the end uses are in coatings (automotive, industrial, wood furniture and graphics). It can also be used as a flavoring . It is also approved as a feed additive.

safety instructions

The vapors of isobutyl isobutyl ester can form an explosive mixture with air ( flash point 37 ° C, ignition temperature 432 ° C).

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j ^k ^l ^m Entry on isobutyl isobutyl ester in the GESTIS substance database of the IFA , accessed on January 1, 2019(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. 929 ( limited preview in Google Book search).
↑ ^a ^b Data sheet isobutyl isobutyrate, 98% from AlfaAesar, accessed on January 1, 2019 ( PDF )(JavaScript required) .
↑ OECD SIDS: SIDS Initial Assessment Report For SIAM 20, ISOBUTYL ISOBUTYRATE CAS N °: 97-85-8 , Paris, France, April 19-22, 2005, accessed on January 1, 2019
↑ EU: IMPLEMENTING REGULATION (EU) 2017/54 OF THE COMMISSION of December 14, 2016 , accessed on January 1, 2019

[GESTIS-1] ↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j ^k ^l ^m Entry on isobutyl isobutyl ester in the GESTIS substance database of the IFA , accessed on January 1, 2019(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. 929 ( limited preview in Google Book search).

[Alfa-3] Data sheet isobutyl isobutyrate, 98% from AlfaAesar, accessed on January 1, 2019 ( PDF )(JavaScript required) .

[4] OECD SIDS: SIDS Initial Assessment Report For SIAM 20, ISOBUTYL ISOBUTYRATE CAS N °: 97-85-8 , Paris, France, April 19-22, 2005, accessed on January 1, 2019

[europa.eu-5] EU: IMPLEMENTING REGULATION (EU) 2017/54 OF THE COMMISSION of December 14, 2016 , accessed on January 1, 2019