Acetic acid sec- butyl ester

Structural formula
	Structural formula without stereochemistry
General
Surname	Acetic acid sec- butyl ester
other names	Butan-2-ylacetate ( IUPAC ); 1-methylpropyl acetate; 1-methylpropylethanoate; sec -butyl acetate; 1-methylpropyl acetate; 2-butoxy acetate; 2-butanol acetate; (±) -acetic acid (1-methylpropyl) ester; ( RS ) -acetic acid- (1-methylpropyl) ester;
Molecular formula	C 6 H 12 O 2
Brief description	colorless liquid with a fruity odor
External identifiers / databases
EC number	203-300-1
ECHA InfoCard	100.003.001
PubChem	7758
Wikidata	Q421143
properties
Molar mass	116.16 g mol −1
Physical state	liquid
density	0.87 g cm −3 (20 ° C)
Melting point	−99 ° C
boiling point	112 ° C
Vapor pressure	25 h Pa (20 ° C)
solubility	heavy in water (6.2 g l −1 at 20 ° C); soluble in ethanol and diethyl ether ;
Refractive index	1.3888 (20 ° C)
safety instructions
GHS hazard labeling from Regulation (EC) No. 1272/2008 (CLP) , expanded if necessary danger
H and P phrases	H: 225
	EUH: 066
	P: 210
MAK	Switzerland: 100 ml m −3 or 480 mg m −3
	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 acetate (according to IUPAC nomenclature : butan-2-ylacetate , often also referred to as sec -butyl acetate ) is an organochemical compound from the group of carboxylic acid esters . It is used in addition to the isomeric acetic acid n -butyl and isobutyl acetate as an excellent solvent for cellulose nitrates , natural resins , asphalts and tars .

Isomerism

This article only speaks of the racemate (±) -acetic acid- sec- butyl ester. There are also the pure enantiomers

(+) - Acetic acid sec -butyl ester and

(-) - Acetic acid sec- butyl ester

and the structural isomers of acetic acid n- butyl ester , acetic acid isobutyl ester and acetic acid tert-butyl ester .

Extraction and presentation

Racemic acetic acid sec- butyl ester is produced by the acid-catalyzed esterification of acetic acid with 2-butanol at temperatures around 120 ° C.

In addition to the classic mineral acids such as sulfuric acid or p -toluenesulfonic acid, acidic ion exchange resins and zeolites are also increasingly used as catalysts .

properties

Acetic acid sec- butyl ester is a colorless liquid with a fruity odor. The melting temperature is −99 ° C, while the boiling point is 112 ° C.

The compound forms highly flammable vapor-air mixtures. It has a flash point of 16 ° C. The lower explosion limit (LEL) is around 1.3% by volume (63 g / m ³ ). The ignition temperature is 410 ° C. The substance therefore falls into temperature class T2.

use

Acetic acid sec- butyl ester is a widely used paint solvent because it allows slow drying thanks to its relatively high boiling point. It is also used as a solvent in chemical laboratories.

Web links

Commons : Acetic acid sec- butyl ester - Collection of pictures, videos and audio files

Individual evidence

↑ Entry on butyl acetate. In: Römpp Online . Georg Thieme Verlag, accessed on November 10, 2014.
↑ ^a ^b ^c ^d ^e ^f Entry on sec-butyl acetate in the GESTIS substance database of the IFA , accessed on February 1, 2016(JavaScript required) .
↑ ^a ^b Data sheet sec-butyl acetate from Acros, accessed on February 21, 2010.
↑ 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. 3-76.
↑ Entry on sec-butyl acetate in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on February 1, 2016. Manufacturers or distributors can expand the harmonized classification and labeling .
↑ Swiss Accident Insurance Fund (Suva): Limit Values - Current MAK and BAT values (search for 105-46-4 or sec-butyl acetate ), accessed on November 2, 2015.
↑ ^a ^b Nie Xin, Li Jian, Yang Li-Na, Wang Lu-Xun, Xu Long: Catalytic Synthesis of Sec-butyl Acetate on Sulfoacid Resin. In: International Journal of Advancements in Research & Technology. Liaoning Shihua University (Fushun, China), Jinxi Petrochemical Company (Huludao, China), August 2013, accessed July 12, 2019 .
^ ^A ^b ^c E. Brandes, W. Möller: Safety-related parameters - Volume 1: Flammable liquids and gases , Wirtschaftsverlag NW - Verlag für neue Wissenschaft GmbH, Bremerhaven 2003.

[1] Entry on butyl acetate. In: Römpp Online . Georg Thieme Verlag, accessed on November 10, 2014.

[GESTIS-2] ↑ ^a ^b ^c ^d ^e ^f Entry on sec-butyl acetate in the GESTIS substance database of the IFA , accessed on February 1, 2016(JavaScript required) .

[acros-3] Data sheet sec-butyl acetate from Acros, accessed on February 21, 2010.

[CRC90_3_76-4] 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. 3-76.

[CLP_100.003.001-5] Entry on sec-butyl acetate in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on February 1, 2016. Manufacturers or distributors can expand the harmonized classification and labeling .

[6] Swiss Accident Insurance Fund (Suva): Limit Values - Current MAK and BAT values (search for 105-46-4 or sec-butyl acetate ), accessed on November 2, 2015.

[:0-7] Nie Xin, Li Jian, Yang Li-Na, Wang Lu-Xun, Xu Long: Catalytic Synthesis of Sec-butyl Acetate on Sulfoacid Resin. In: International Journal of Advancements in Research & Technology. Liaoning Shihua University (Fushun, China), Jinxi Petrochemical Company (Huludao, China), August 2013, accessed July 12, 2019 .

[Brandes-8] A ^b ^c E. Brandes, W. Möller: Safety-related parameters - Volume 1: Flammable liquids and gases , Wirtschaftsverlag NW - Verlag für neue Wissenschaft GmbH, Bremerhaven 2003.