2-hexanone

Structural formula
General
Surname	2-hexanone
other names	Hexan-2-one; Butyl methyl ketone; Methyl butyl ketone; MBK; 2-oxohexane;
Molecular formula	C 6 H 12 O
Brief description	colorless liquid with a pungent odor similar to acetone
External identifiers / databases
EC number	209-731-1
ECHA InfoCard	100,008,848
PubChem	154889
Wikidata	Q209404
properties
Molar mass	100.16 g mol −1
Physical state	liquid
density	0.81 g cm −3
Melting point	−56 ° C
boiling point	128 ° C
Vapor pressure	12.8 hPa (20 ° C); 22.4 hPa (30 ° C); 37.5 hPa (40 ° C); 60.7 hPa (50 ° C);
solubility	poor in water (17 g l −1 at 25 ° C)
Refractive index	1.401 (20 ° C)
safety instructions
H and P phrases	H: 226-336-361f-372
	P: 261-281-314
MAK	Switzerland: 5 ml m −3 or 21 mg m −3
Toxicological data	2590 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

2-Hexanone or butyl methyl ketone is a colorless liquid from the group of ketones .

Manufacturing

2-hexanone can on a laboratory scale by hydration of 1-hexyne are prepared:

Oxidation of 2-hexanol also produces 2-hexanone:

Another synthesis is possible through a Grignard reaction with acetonitrile and butyl magnesium bromide :

properties

2-Hexanone forms highly flammable vapor-air mixtures. The compound has a flash point of 23 ° C. The explosion range is between 1.2% by volume (50 g / m ³ ) as the lower explosion limit (LEL) and 9.4% by volume as the upper explosion limit (UEL). This results in an upper explosion point of 51 ° C . The limit gap width was determined to be 0.98 mm. This results in an assignment to explosion group IIA. The ignition temperature is 420 ° C. The substance therefore falls into temperature class T2.

use

2-Hexanone is used as a solvent for dyes .

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j ^k ^l ^m ⁿ ^o ^p ^q ^r Entry on 2-hexanone in the GESTIS substance database of the IFA , accessed on May 29, 2017(JavaScript required) .
↑ Data sheet 2-Hexanone, reagent grade, 98% from Sigma-Aldrich , accessed on July 7, 2019 ( PDF ).
↑ Entry on Hexan-2-one 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 591-78-6 or 2-hexanone ), accessed on November 2, 2015.
^ Association of authors: Organikum , 19th edition, Johann Ambrosius Barth, Leipzig · Berlin · Heidelberg 1993, ISBN 3-335-00343-8 , p. 266.
↑ ^a ^b ^c ^d ^e E. Brandes, W. Möller: Safety-related parameters. Volume 1: Flammable Liquids and Gases. Wirtschaftsverlag NW - Verlag für neue Wissenschaft, Bremerhaven 2003.

[GESTIS-1] ↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j ^k ^l ^m ⁿ ^o ^p ^q ^r Entry on 2-hexanone in the GESTIS substance database of the IFA , accessed on May 29, 2017(JavaScript required) .

[Sigma-2] Data sheet 2-Hexanone, reagent grade, 98% from Sigma-Aldrich , accessed on July 7, 2019 ( PDF ).

[CLP_100.008.848-3] Entry on Hexan-2-one 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 .

[4] Swiss Accident Insurance Fund (Suva): Limit values - current MAK and BAT values (search for 591-78-6 or 2-hexanone ), accessed on November 2, 2015.

[5] Association of authors: Organikum , 19th edition, Johann Ambrosius Barth, Leipzig · Berlin · Heidelberg 1993, ISBN 3-335-00343-8 , p. 266.

[Brandes-6] E. Brandes, W. Möller: Safety-related parameters. Volume 1: Flammable Liquids and Gases. Wirtschaftsverlag NW - Verlag für neue Wissenschaft, Bremerhaven 2003.