Methyl chloroacetate

Structural formula
General
Surname	Methyl chloroacetate
other names	Methyl chloroacetate; Methyl chloroethanoate;
Molecular formula	C 3 H 5 ClO 2
Brief description	Flammable, colorless liquid with a pungent odor
External identifiers / databases
EC number	202-501-1
ECHA InfoCard	100.002.275
PubChem	7295
ChemSpider	13872667
Wikidata	Q188382
properties
Molar mass	108.52 g mol −1
Physical state	liquid
density	1.23 g cm −3
Melting point	−33 - −32 ° C
boiling point	131 ° C
Vapor pressure	6.9 hPa (20 ° C); 10 hPa (25 ° C); 13 hPa (30 ° C); 41 hPa (50 ° C);
solubility	soluble in water (51.6 g l −1 at 20 ° C); easily soluble in acetone , benzene , diethyl ether and ethanol ;
Refractive index	1.4218 (20 ° C)
safety instructions
H and P phrases	H: 226-301-310-330-315-317-318-335-400
	P: 210-280-303 + 361 + 353-310-304 + 340-305 + 351 + 338-302 + 352
MAK	DFG : 1 ml m −3 or 4.5 mg m −3 ; Switzerland: 1 ml m −3 or 5 mg m −3 ;
Toxicological data	~ 100 mg kg −1 ( LD 50 , rat , oral )
Thermodynamic properties
ΔH f 0	−487.0 kJ / mol
	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

Methyl chloroacetate is a chemical compound from the group of chlorinated carboxylic acid esters .

Extraction and presentation

Methyl chloroacetate can be prepared from chloroacetic acid and methyl alcohol .

use

Methyl chloroacetate is used as an intermediate in the production of pharmaceuticals ( anti-inflammatory drugs , vitamin B2 , barbiturates ), pesticides ( dimethoates ), malonic acid ester derivatives, fragrances and heterocycles . It is also used for condensation with urea derivatives and as a solvent and as a flavor and fragrance.

safety instructions

The vapors of methyl chloroacetate can form an explosive mixture with air ( flash point 47 ° C, ignition temperature 465 ° C). The compound is also highly toxic.

Web links

Entry on methyl chloroacetate in the Spectral Database for Organic Compounds (SDBS) of the National Institute of Advanced Industrial Science and Technology (AIST)

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j ^k ^l ^m Entry on methyl chloroacetate in the GESTIS substance database of the IFA , accessed on January 15, 2020(JavaScript required) .
↑ ^a ^b ^c ^d Toxicological assessment of methyl chloroacetate (PDF) at the professional association for raw materials and chemical industry (BG RCI), accessed on August 22, 2012.
↑ 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. 3-344.
↑ Entry on methyl chloroacetate 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 96-34-4 or methyl chloroacetate ), accessed on November 2, 2015.
↑ David R. Lide (Ed.): CRC Handbook of Chemistry and Physics . 90th edition. (Internet version: 2010), CRC Press / Taylor and Francis, Boca Raton, FL, Standard Thermodynamic Properties of Chemical Substances, pp. 5-23.

[GESTIS-1] ↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j ^k ^l ^m Entry on methyl chloroacetate in the GESTIS substance database of the IFA , accessed on January 15, 2020(JavaScript required) .

[bgchemie-2] Toxicological assessment of methyl chloroacetate (PDF) at the professional association for raw materials and chemical industry (BG RCI), accessed on August 22, 2012.

[CRC90_3_344-3] 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. 3-344.

[CLP_100.002.275-4] Entry on methyl chloroacetate 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 .

[5] Swiss Accident Insurance Fund (Suva): Limit values - current MAK and BAT values (search for 96-34-4 or methyl chloroacetate ), accessed on November 2, 2015.

[CRC90_5_23-6] David R. Lide (Ed.): CRC Handbook of Chemistry and Physics . 90th edition. (Internet version: 2010), CRC Press / Taylor and Francis, Boca Raton, FL, Standard Thermodynamic Properties of Chemical Substances, pp. 5-23.