Ethyl chloroacetate

Structural formula
General
Surname	Ethyl chloroacetate
other names	Ethyl chloroacetate
Molecular formula	C 4 H 7 ClO 2
Brief description	Flammable, colorless liquid with a pungent odor
External identifiers / databases
EC number	203-294-0
ECHA InfoCard	100.002.995
PubChem	7751
Wikidata	Q424825
properties
Molar mass	122.55 g mol −1
Physical state	liquid
density	1.16 g cm −3
Melting point	−26 ° C
boiling point	145 ° C
Vapor pressure	4.8 hPa (20 ° C)
solubility	little in water (12.3 g l −1 at 20 ° C); soluble in alcohol, ether, benzene and acetone;
Refractive index	1.421 (20 ° C)
safety instructions
H and P phrases	H: 226-301-310-331-315-318-317-400
	P: 261-210-273-280-302 + 352-303 + 361 + 353-304 + 340-305 + 351 + 338-310
Toxicological data	180 mg kg −1 ( LD 50 , rat , oral ) ; 230 mg kg −1 ( LD 50 , rabbit , transdermal ) ; 3.81 mg l −1 ( LC 50 , rat , inhalation, 4 h ) ; 1.6 mg l −1 ( EC 50 , crustaceans , 48 h ) ;
	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

Ethyl chloroacetate is a chemical compound from the group of substituted carboxylic acid esters and organic chlorine compounds .

presentation

Ethyl chloroacetate can be produced by a condensation reaction of chloroacetic acid and ethanol .

A synthesis from dichlorovinyl ethyl ether is also described.

properties

Ethyl chloroacetate is a flammable, colorless, tear-irritating liquid with a pungent odor, which is sparingly soluble in water. It has a dynamic viscosity of 1.27 mPa · s at 20 ° C.

use

Ethyl chloroacetate is used as a solvent and in organic syntheses.

safety instructions

The vapors of ethyl chloroacetate can form an explosive mixture with air ( flash point 54 ° C, ignition temperature 452 ° C, lower explosion limit 2.6% by volume).

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j ^k ^l ^m ⁿ Entry on ethyl chloroacetate in the GESTIS substance database of the IFA , accessed on December 22, 2019(JavaScript required) .
↑ Data sheet ethyl chloroacetate from Acros, accessed on October 27, 2010.
^ IUPAC: Critical compilation of scales of solvent parameters . (PDF; 494 kB).
↑ Entry on Ethyl 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 .
↑ LJ Simon, G. Chavanne: "Une preparation nouvelle de l'acide monochloracétique" in CR Hebd. 1923 , 176 , p. 309 ( full text ).
↑ Data sheet ethyl chloroacetate (PDF) from Merck , accessed on October 27, 2010.
↑ Entry on Ethyl chloroacetate in the Hazardous Substances Data Bank , accessed July 29, 2012.

[GESTIS-1] ↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j ^k ^l ^m ⁿ Entry on ethyl chloroacetate in the GESTIS substance database of the IFA , accessed on December 22, 2019(JavaScript required) .

[Acros-2] Data sheet ethyl chloroacetate from Acros, accessed on October 27, 2010.

[3] IUPAC: Critical compilation of scales of solvent parameters . (PDF; 494 kB).

[CLP_100.002.995-4] Entry on Ethyl 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 .

[Simon-5] LJ Simon, G. Chavanne: "Une preparation nouvelle de l'acide monochloracétique" in CR Hebd. 1923 , 176 , p. 309 ( full text ).

[Merck-6] Data sheet ethyl chloroacetate (PDF) from Merck , accessed on October 27, 2010.

[7] Entry on Ethyl chloroacetate in the Hazardous Substances Data Bank , accessed July 29, 2012.