Methyl acetoacetate

Structural formula
General
Surname	Methyl acetoacetate
other names	Methyl acetylacetate Methyl acetic ester Butan-3-one acid methyl ester Methyl acetoacetate
Molecular formula	C 5 H 8 O 3
Brief description	colorless liquid with a pleasant odor
External identifiers / databases
CAS number 105-45-3 EC number 203-299-8 ECHA InfoCard 100,003,000 PubChem 7757 Wikidata Q424860
properties
Molar mass	116.12 g mol −1
Physical state	liquid
density	1.08 g cm −3
Melting point	−80 ° C
boiling point	170 ° C
Vapor pressure	1.75 mbar (20 ° C)
solubility	easily in water (863 g l −1 at 20 ° C)
Refractive index	1.4185 (20 ° C, 589 nm)
safety instructions
GHS hazard labeling from  Regulation (EC) No. 1272/2008 (CLP) , expanded if necessary danger H and P phrases H: 318 P: 280-305 + 351 + 338-310
Toxicological data	3230 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

Methylacetoacetate is a chemical compound from the group of substituted carboxylic acid esters and ketones .

Extraction and presentation

Methyl acetoacetate can be obtained by methoxycarbonylation of acetone with dimethyl carbonate .

properties

Methyl acetoacetate is a colorless, hardly inflammable and not very volatile liquid with a pleasant odor. It is easily soluble in water, whereby the aqueous solution reacts acidic. Methyl acetoacetate occurs as a metabolite of the pesticide mevinphos .

use

Methyl acetoacetate is used to synthesize other chemical compounds such as pyrazoles , pyrimidines, and coumarin derivatives .

safety instructions

The vapors of methyl acetoacetate can form an explosive mixture with air ( flash point 62 ° C, ignition temperature 280 ° C).

Related links

• Ethyl acetoacetate

Individual evidence

1. ↑ ^{a b c d e f g h i j k} Entry on methyl acetoacetate in the GESTIS substance database of the IFA , accessed on January 8, 2018(JavaScript required) .
2. ↑ Data sheet methyl acetoacetate (PDF) from Merck , accessed on October 29, 2010.
3. ↑ Entry on Methyl acetoacetate 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. ^ Dudu Wu, Zhi Chen: Synthesis of methyl acetoacetate from acetone and dimethyl carbonate with alkali-promoted MgO catalysts. In: Chemical Papers. 64, 2010, doi : 10.2478 / s11696-010-0068-9 .
5. ^ Joint Meeting on Pesticide Residues (JMPR), Monograph for Mevinphos , accessed December 9, 2014.