Chemistry:Ethyl iodoacetate

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Ethyl iodoacetate
Skeletal formula
Ball-and-stick model
Names
Preferred IUPAC name
Ethyl iodoacetate
Other names
Ethyl 2-iodoacetate
Identifiers
3D model (JSmol)
ChemSpider
UNII
Properties
ICH
2
CO
2
CH
2
CH
3
Molar mass 214.002 g·mol−1
Appearance Clear, light yellow to orange liquid
Density 1.808 g/mL
Boiling point 179 to 180 °C (354 to 356 °F; 452 to 453 K)
−97.6·10−6 cm3/mol
Hazards
GHS pictograms GHS05: CorrosiveGHS06: Toxic
GHS Signal word danger
HH300Script error: No such module "Preview warning".Category:GHS errors, HH314Script error: No such module "Preview warning".Category:GHS errors
PP280Script error: No such module "Preview warning".Category:GHS errors, PP301+P310+P330Script error: No such module "Preview warning".Category:GHS errors, PP301+P330+P331Script error: No such module "Preview warning".Category:GHS errors, PP303+P361+P353Script error: No such module "Preview warning".Category:GHS errors, PP305+P351+P338+P310Script error: No such module "Preview warning".Category:GHS errors
Related compounds
Related esters
Related compounds
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references
Tracking categories (test):

Ethyl iodoacetate is an organic compound with the chemical formula ICH
2
CO
2
CH
2
CH
3
. It is a derivative of ethyl acetate.[2][3] Under normal conditions, the compound is a clear, light yellow to orange liquid.

Applications

Used by the British during World War I, it was codenamed SK gas, for the initials of South Kensington, where it was developed.[4]

Like many alkyl iodides, ethyl iodoacetate is an alkylating agent, which makes it useful in organic synthesis, yet toxic. Ethyl iodoacetate is also a lachrymatory agent.

References