2,6-dimethylheptan-4-one

Structural formula
General
Surname	2,6-dimethylheptan-4-one
other names	Diisobutyl ketone Valerone 2,6-dimethyl-4-heptanone γ-diisopropyl acetone
Molecular formula	C 9 H 18 O
Brief description	colorless liquid with a peppermint odor
External identifiers / databases
CAS number 108-83-8 EC number 203-620-1 ECHA InfoCard 100.003.292 PubChem 7958 Wikidata Q2416556
properties
Molar mass	142.24 g mol −1
Physical state	liquid
density	0.81 g cm −3
Melting point	−46 ° C
boiling point	168 ° C
Vapor pressure	116 mbar (100 ° C)
solubility	very sparingly soluble in water (145–500 mg · l −1 at 20 ° C) soluble in carbon tetrachloride and ethanol
Refractive index	1.412 (20 ° C)
safety instructions
GHS hazard labeling from  Regulation (EC) No. 1272/2008 (CLP) , expanded if necessary Caution H and P phrases H: 226-335 P: 210-261-370 + 378-304 + 340-403 + 233-501
MAK	Switzerland: 25 ml m −3 or 150 mg m −3
Toxicological data	5750 mg kg −1 ( LD 50 ,  rat ,  oral ) 16,000 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

2,6-Dimethylheptan-4-one is a chemical compound from the group of ketones .

Extraction and presentation

2,6-dimethylheptane-4-one can be prepared by hydrogenation of Phoron be produced, which in turn catalysed by the acid- aldol condensation of acetone can be produced. It is also a by-product in the manufacture of methyl isobutyl ketone .

It can also be represented by the dehydrogenative condensation of isopropyl alcohol , with 4-methyl-2-pentanone being formed as a by-product. The compound is also formed by the reductive condensation of the latter with acetone.

properties

2,6-Dimethylheptan-4-one is a slightly volatile, colorless liquid with a peppermint-like odor that is very sparingly soluble in water. It decomposes when heated, producing irritating vapors and gases. The catalytic oxidation of the compound produces 2,6-dimethyl-4-heptanol .

use

2,6-Dimethylheptan-4-one is mainly used as a solvent (e.g. for paints).

safety instructions

The vapors of 2,6-dimethylheptan-4-one can form an explosive mixture with air ( flash point 49 ° C, ignition temperature 345 ° C).

Individual evidence

1. ↑ ^{a b c d e f g h i j k l m} Entry for CAS no. 108-83-8 in the GESTIS substance database of the IFA , accessed on April 3, 2015(JavaScript required) .
2. ^ GWA Milne: Gardner's Commercially Important Chemicals: Definitions, Trade Names, and Properties . John Wiley & Sons, 2005, ISBN 0-471-73661-9 , pp. 726 ( limited preview in Google Book search).
3. ↑ Data sheet 2,6-Dimethyl-4-heptanone, ≥99% from Sigma-Aldrich , accessed on April 3, 2015 ( PDF ).
4. ↑ Entry on 2,6-dimethylheptan-4-one in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on August 1, 2016. Manufacturers or distributors can expand the harmonized classification and labeling .
5. ↑ Swiss Accident Insurance Fund (Suva): Limit values ​​- current MAK and BAT values (search for 108-83-8 or 2,6-dimethylheptan-4-one ), accessed on September 30, 2019.
6. ↑ ^{a b c d} Entry on 2,6-Dimethylheptan-4-one in the Hazardous Substances Data Bank , accessed April 3, 2015.