Bis(2-chloroethyl)ethylamine
ETHYLBIS(2-CHLOROETHYL)AMINE · NITROGENMUSTARD-1 · UQZPGHOJMQTOHB-UHFFFAOYSA-N · bis(2-chloroethyl)ethylamine · Bis(2-chloro-ethyl)ethanamine · N,N-Bis(2-chloroethyl)ethanamine · 2-chloro-N-(2-chloroethyl)-N-ethylethanamine · 2-chloro-N-(2-chloroethyl)-N-ethyl-ethanamine
Identifikatoren & physikalische Daten
| CAS No. | 538-07-8 |
|---|---|
| Summenformel | C6H13Cl2N |
| Durchschnittliche Molmasse | 170,08 g/mol |
| Monoisotopische Masse | 169,04250478 g/mol |
| SMILES | CCN(CCCl)CCCl |
| InChIKey | UQZPGHOJMQTOHB-UHFFFAOYSA-N |
| PubChem CID | 10848 |
| DTXSID | DTXSID0060220 |
Chemische & physikalische Eigenschaften
| XLogP | 1,8 |
|---|---|
| Polarare Oberfläche (TPSA) | 3,2 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 1 |
| Frei drehbare Bindungen | 5 |
| Schwere Atome | 9 |
| Formalladung | 0 |
| Komplexität | 53 |
| Stoffklassen | Toxic Gases & Vapors -> Chemical Weapons-> NIOSH Emergency Response Categories |
| SpringerMaterials Properties | Boiling point |
| LogP (Verteilungskoeffizient) | log Kow = 2.02 @ 25 °C /Estimated/ |
| Geruch | Faint fishy, amine odor |
| Dichte | 1.0861 at 73.4 °F (EPA, 1998) - Denser than waterwill sink1.09 g/cc @ 25 °CRelative density (water = 1): 1.091.09 @25 °C1.0860 |
| Color/Form | Colorless/pale yellow liquid |
| Löslichkeit | In water, 160 mg/l @ 25 °CMiscible with many organic solventsSolubility in water at 25 °C: very poor |
| Flammpunkt | High enough not to interfere with military use of the agent (EPA, 1998) |
| Siedepunkt | 185 °F at 12 mmHg (EPA, 1998)194 °C with decomposition280.59°C (rough estimate) |
| Decomposition | When heated to decomposition it emits very toxic fumes of /Hydrogen Chloride and Nitrogen Oxide/.At temperatures >194 °C, it decomposes. |
| Schmelzpunkt | -29 °F (EPA, 1998)-34 °CCrystals, from acetoneMP: 141 °C /Hydrochloride/-33.9°C |
| Dampfdichte | 5.9 (EPA, 1998) - Heavier than airwill sink (Relative to Air)5.9 (Air = 1)Relative vapor density (air = 1): 5.9 |
| Brechungsindex | 1.6000 (estimate) |
| pKa (Säurekonstante) | 6.48±0.50(Predicted) |
| Aggregatzustand | Colorless to yellow oily liquids that evaporate very slowly. HN-1 has a faint fishy or musty odor. |
| Henry-Konstante | 2.8×10-2 mol/(m3Pa) at 25℃, Duchowicz et al. (2020) |
| CAS Datenbank | 538-07-8 |
| EPA chemische Informationen | Nitrogen mustard (HN-1) (538-07-8) |
Sicherheit & Vorschriften
| Regulatorische Informationen | The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.) |
|---|---|
| Weitere Sicherheitsinformationen | - Indoor Air: HN-1 can be released into indoor air as a liquid spray (aerosol) or as a vapor |
| DOT-Kennzeichnung | Poison |
| Brandgefahren | For information on chemical warfare blister agents see the ERG Criminal or Terrorist Use of CBR Agents. (ERG, 2024)Combustible. Heating will cause rise in pressure with risk of bursting. Gives off irritating or toxic fumes (or gases) in a fire. |
| Gesundheitsgefahren | For information on chemical warfare blister agents see the ERG Criminal or Terrorist Use of CBR Agents. (ERG, 2024) |
| Gefahrenübersicht | Nitrogen mustards are vesicants causing skin, eye, and respiratory tract injury. Although these agents cause cellular changes within several minutes of contact, the onset of pain and other clinical effects is delayed for hours. Nitrogen mustards are alkylating agents that may cause bone marrow suppression and neurologic toxicity. . . . Nitrogen mustards may decrease fertility. [ATSDR MMG] Causes lachrymation[ICSC] |
| Reaktive Gruppe | Amines, Phosphines, and Pyridines |
| UN-Einstufung | UN Hazard Class: 6.1UN Pack Group: I |
| Explosion Hazards | - No immediate danger of fire or explosion. |
| Special Reports | DHHS/ATSDRMedical Management Guidelines for Blister Agents: Nitrogen Mustard (HN-1), Nitrogen Mustard (HN-2), Nitrogen Mustard (HN-3) (updated: 8/22/2003) Available from: http://www.atsdr.cdc.gov/MHMI/mmg164.html as of November 26, 2003. |
| Reactivity Profile | When dissolved in water, ETHYLBIS(2-CHLOROETHYL)AMINE is a strong basereacts violently with strong oxidants and acidsattacks copper and copper compounds. [Handling Chemicals Safely 1980. p. 123] |
Anwendungen & Verwendung
Beschreibung
Nitrogen mustards are very potential chemical substances of yesteryears and produced during the 1920s and 1930s as chemical warfare weapons. They are vesicants (or blister agents) similar to the sulphur mustards. They smell fishy, musty, soapy, or fruity and are either in the form of an oily textured liquid or a vapour (the gaseous form of a liquid) or a solid. It is in liquid form at normal room temperature (70 F) with a clear, pale amber, or yellow colour. HN-1, HN-2, and HN-3 are the military designations of nitrogen mustard (for more data, refer to Muatars gas). Nitrogen mustards (HN-1, HN-2, HN-3) are colourless to yellow, oily liquids that evaporate very slowly. HN-1 has a faint fishy or musty odour. HN-2 has a soapy odour at low concentrations and a fruity odour at higher concentrations. HN-3 may smell like butter almond. Use of nitrogen mustards is very much restricted other than for chemical warfare. In fact, presently, its use has no records. HN-1 has been used to remove warts in the past, and HN-2 has been used sparingly in chemotherapy.
Verwenden
Although nitrogen mustards could be used in chemical warfare, there are presently no records of such use. HN-1 has been used to remove warts in the past,