HN3 (nitrogen mustard)

HN3 (nitrogen mustard)
Skeletal formula of 2-Chloro-N,N-bis(2-chloroethyl)ethanamine
Spacefill model of 2-Chloro-N,N-bis(2-chloroethyl)ethanamine
Names
Preferred IUPAC name
2-Chloro-N,N-bis(2-chloroethyl)ethanamine
Other names
Trichlormethine
Tris(2-chloroethyl)amine
EA-1053
TL-145
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
MeSH 2,2',2+-trichlorotriethylamine
UNII
  • InChI=1S/C6H12Cl3N/c7-1-4-10(5-2-8)6-3-9/h1-6H2 ☒N
    Key: FDAYLTPAFBGXAB-UHFFFAOYSA-N ☒N
  • ClCCN(CCCl)CCCl
Properties
C6H12Cl3N
Molar mass 204.52 g·mol−1
Appearance Colourless liquid
Odor Fishy, ammoniacal
Density 1.24 g mL−1
Melting point −4 to −3.7 °C (24.8 to 25.3 °F; 269.1 to 269.4 K)
Boiling point 143 °C (289 °F; 416 K)
log P 1.306
Related compounds
Related amines
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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2-Chloro-N,N-bis(2-chloroethyl)ethanamine, also known as trichlormethine, tris(2-chloroethyl)amine is the organic compound with the formula N(CH2CH2Cl)3. Often abbreviated HN3 or HN-3, it is a powerful blister agent and a nitrogen mustard used for chemical warfare. HN3 was the last of the nitrogen mustard agents developed. It was designed as a military agent and is the only one of the nitrogen mustards that is still used for military purposes. It is the principal representative of the nitrogen mustards because its vesicant properties are almost equal to those of HD and thus the analogy between the two types of mustard is the strongest.[1] As a vesicant the use and production is strongly restricted within the Chemical Weapons Convention where it is classified as a Schedule 1 substance.

  1. ^ NITROGEN MUSTARD HN-3. Emergency Response Safety and Health Database. National Institute for Occupational Safety and Health. August 22, 2008. Accessed April 10, 2009.

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