Chemistry:Ethyl iodoacetate

Ethyl iodoacetate

Names
Preferred IUPAC name Ethyl iodoacetate
Other names Ethyl 2-iodoacetate
Identifiers
CAS Number	623-48-3 Y
3D model (JSmol)	Interactive image
ChemSpider	11683 Y
PubChem CID	12183
UNII	X9ZR7PV2QF Y
InChI InChI=1S/C4H7IO2/c1-2-7-4(6)3-5/h2-3H2,1H3 Y Key: MFFXVVHUKRKXCI-UHFFFAOYSA-N Y InChI=1/C4H7IO2/c1-2-7-4(6)3-5/h2-3H2,1H3 Key: MFFXVVHUKRKXCI-UHFFFAOYAB
SMILES CCOC(=O)CI
Properties
Chemical formula	C4H7IO2
Molar mass	214.002 g·mol−1
Density	1.808 g/mL
Boiling point	179 to 180 °C (354 to 356 °F; 452 to 453 K)
Magnetic susceptibility (χ)	-97.6·10−6 cm3/mol
Hazards
GHS pictograms
GHS Signal word	danger
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y verify (what is YN ?)
Infobox references

Tracking categories (test):

• SizeSet

Ethyl iodoacetate is a chemical compound that is a derivative of ethyl acetate. 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.

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.