Bis(chloroethyl) ether

Bis(chloroethyl) ether
IUPAC name 1-Chloro-2-(2-chloroethoxy)ethane
Other names Oxygen mustard; Bis(2-chloroethyl) ether; 2,2'-Dichlorodiethyl ether; Chlorex; Khloreks; DCEE; 2-Chloroethyl ether; 1,1'-oxybis[2-chloroethane]
Identifiers
CAS number	111-44-4 N
ChemSpider	21106016 Y
Jmol-3D images	Image 1
SMILES ClCCOCCCl
InChI InChI=1S/C4H8Cl2O/c5-1-3-7-4-2-6/h1-4H2 Y Key: ZNSMNVMLTJELDZ-UHFFFAOYSA-N Y InChI=1/C4H8Cl2O/c5-1-3-7-4-2-6/h1-4H2 Key: ZNSMNVMLTJELDZ-UHFFFAOYAN
Properties
Molecular formula	C4H8Cl2O
Molar mass	143.01 g mol−1
Solubility in water	Negligible
Hazards
Main hazards	Very toxic (T+) Dangerous for the environment (N) Vesicant
NFPA 704	1 4 1
Related compounds
Related compounds	sulfur mustard nitrogen mustard
N Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

Bis(chloroethyl) ether is a chemical compound (an ether), which contains two 2-chloroethyl groups. It is a clear liquid with the odor of a chlorinated solvent.

Reactions

Bis(chloroethyl) ether reacts with catechol to form dibenzo-18-crown-6:^[1]

Toxicity

Bis(chloroethyl) ether is extremely toxic, with a mechanism of action similar to mustard gas. It is a carcinogen.^[2]

References