538-07-8

Basic information

• Product Name: bis(2-chloroethyl)ethylamine
• Synonyms: bis(2-chloroethyl)ethylamine;NITROGENMUSTARD-1;ETHYLBIS(2-CHLOROETHYL)AMINE;Ethylbis(2-chloroethyl)amine: (Bis(2-chloroethyl)ethylamine);N,N-Bis(2-chloroethyl)ethanamine;2-chloro-N-(2-chloroethyl)-N-ethylethanamine;2-chloro-N-(2-chloroethyl)-N-ethyl-ethanamine;EthanaMine, 2-chloro-N-(2-chloroethyl)-N-ethyl-
• CAS NO: 538-07-8
• Molecular Formula: C₆H₁₃Cl₂N
• Molecular Weight: 170.10
• Mol File: 538-07-8.mol
• Article Data: 4

Chemical Properties

• Melting Point: -33.9°C
• Boiling Point: 280.59°C (rough estimate)
• Flash Point: 35.9°C
• Appearance: /
• Density: 1.0860
• Vapor Pressure: 7.63mmHg at 25°C
• Refractive Index: 1.6000 (estimate)
• PKA: 6.48±0.50(Predicted)
• CAS DataBase Reference: bis(2-chloroethyl)ethylamine(CAS DataBase Reference)
• NIST Chemistry Reference: bis(2-chloroethyl)ethylamine(538-07-8)
• EPA Substance Registry System: bis(2-chloroethyl)ethylamine(538-07-8)

Safety Data

• RIDADR: 2810
• HazardClass: 6.1
• PackingGroup: I
• Hazardous Substances Data: 538-07-8(Hazardous Substances Data)

Usage

Chemical Properties

Nitrogen mustard is a pale yellow, oily, mobile liquid. HN-1 is a mustard blister agent (vesicant) that has a faint musty or fishy odor. Nitrogen mustards are colorless when pure but are typically a yellow to brown oily substance. Odors are variably described as; sweet, agreeable, slightly garlic-or mustard-like. It evaporates slowly.

Uses

Different sources of media describe the Uses of 538-07-8 differently. You can refer to the following data:
1. 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,
2. Nitrogen mustards are among the blister agents/vesicants used in chemical warfare. HN-1 was originally designed to remove warts and later identified as a potential chemical warfare agent. HN-2 was designed as a military agent, but later used in cancer chemotherapy. HN-3 was developed as a military chemical warfare agent. Nitrogen mustards have also found therapeutic applications in cancer treatment, and there are several pharmaceutical derivatives that were developed as cancer therapeutic agents.

General Description

Dark liquid with a faint, fishy amine odor. Used as a delayed-action, military casualty agent.

Air & Water Reactions

When dissolved in water, bis(2-chloroethyl)ethylamine is a strong base.

Reactivity Profile

When dissolved in water, bis(2-chloroethyl)ethylamine is a strong base; reacts violently with strong oxidants and acids ; attacks copper and copper compounds. [Handling Chemicals Safely 1980. p. 123]; reacts with hypochlorites to give N-chloroamines, some of which, are explosives when isolated [Bretherick 1979 p. 108].

Health Hazard

bis(2-chloroethyl)ethylamine is a nitrogen mustard. It is highly irritating to skin, eyes, and mucous membranes. Nitrogen mustards have preferential toxicity for rapidly dividing cells. Workers exposed briefly to estimated concentrations of 10-100 ppm by inhalation became severely ill. The median lethal dosage is 1,500 mg-minute/m3.

Fire Hazard

When heated to decomposition, bis(2-chloroethyl)ethylamine emits very toxic fumes of nitrogen oxides and chlorides. Polymerizes slowly. (Hazard not specified.)

Safety Profile

Deadly poison by inhalation, skincontact, ingestion, intravenous, subcutaneous, andintraperitoneal routes. When heated to decomposition itemits very toxic fumes of Cl-and NOx.

Potential Exposure

Sulfur mustards were formerly used as a gas warfare agent. Nitrogen mustards have not previously been used in warfare. HN-1 can be used as a delayedaction military casualty agent. Exposure to nitrogen mustard damages the eyes, skin, and respiratory tract and suppresses the immune system. Although the nitrogen mustards cause cellular changes within minutes of contact, the onset of pain and other symptoms is delayed. Exposure to large amounts can be fatal

Environmental Fate

HN-1 and HN-2 are considered to havemoderate environmental persistence compared to that of HN-3. Under alkaline conditions, nitrogen mustards are mainly hydrolyzed in water and soil. Because of nitrogen mustards’ low vapor pressure, <1 mm Hg at 20–25 ℃, their concentration in the air is not present at toxic levels. The estimated volatility values for nitrogen mustards from water or moist soil indicate no-to-little vapor concentration of mustard gas in the atmosphere. An estimated biological concentration factor of 7 suggests the potential for bioconcentration in aquatic organisms is low. Because of the high toxicity of nitrogen mustards, strict safeguards are employed to control their release into the environment. Thus, occupational exposure of the general public to nitrogen mustard compounds via dermal and inhalation routes is unlikely.

Shipping

UN2810 Toxic liquids, organic, n.o.s., Hazard Class: 6.1; Labels: 6.1-Poisonous materials, Technical Name Required. Military driver shall be given full and complete information regarding shipment and conditions in case of emergency. AR 50-6 deals specifically with the shipment of chemical agents. Shipments of agent will be escorted in accordance with AR 740-32.

Incompatibilities

Avoid contamination with oxidizing agents, e.g., nitrates, oxidizing acids; chlorine bleaches;swimming pool chlorine; hypochlorites which form compounds that may result in ignition or explosions. Toxic intermediate products are produced during hydrolysis of HN-1. Unstable in the presence of light and heat and forms dimers at temperatures above 122F/50℃. HN-1: When dissolved in water this chemical forms a strong base; keep away from acids and oxidizers. Corrosive to ferrous alloys beginning at 149F/65℃. Solution attacks copper, copper alloys, and copper compounds. Contact with metals may evolve flammable hydrogen gas. Polymerizes slowly; munitions would be effective and dangerous for several years

Waste Disposal

Principles and methods for destruction of chemical weapons: "Destruction of chemical weapons" means a process by which chemicals are converted in an essentially irreversible way to a form unsuitable for production of chemical weapons, and which in an irreversible manner renders munitions and other devices unusable as such. Each nation shall determine how it shall destroy chemical weapons, except that the following processes may not be used: dumping in any body of water, land burial or open-pit burning. It shall destroy chemical weapons only at specifically designated and appropriately designed and equipped facilities. Each nation shall ensure that its chemical weapons destruction facilities are constructed and operated in a manner to ensure the destruction of the chemical weapons; and that the destruction process can be verified under the provisions of this Convention (Organization for the Prohibition of Chemical Weapons; Convention on the Prohibition of the Development, Production, Stockpiling and Use of Chemical Weapons and Their Destruction)

InChI:InChI=1/C6H13Cl2N/c1-2-9(5-3-7)6-4-8/h2-6H2,1H3

Upstream product

• 19945-22-3 N,N-bis-(2-chloro-ethyl)-acetamide 
• 139-87-7 ethyldiethanolamine 

Downstream Products

• 64048-01-7 ethyl-bis-(2-thiocyanato-ethyl)-amine 
• 4669-20-9 ethylcholine mustard 
• 63978-54-1 ethyl-bis-(2-chloro-ethyl)-amine oxide 
• 36086-29-0 1-ethyl-1-(2-chloro-ethyl)-aziridinium; chloride 
• 63884-24-2 1,4-diethyl-1,4-bis-(2-chloro-ethyl)-piperazinediium; dichloride 
• 139-87-7 ethyldiethanolamine 
• 131543-46-9 Glyoxal 
• 75-07-0 acetaldehyde 
• 75-87-6 chloral 
• 334-22-5 N,N-bis(chloro-2-ethyl)amine 
• 7628-15-1 2-(diphenylphosphino)-N-[2-(diphenylphosphino)ethyl]-N-ethylethanamine 
• 212770-88-2 1-ethyl-4-(4-methoxy-benzenesulfonyl)-piperidine-4-carboxylic acid ethyl ester 
• 79-14-1 glycolic Acid 
• 10125-79-8 1-Ethyl-4-tert-butyl-piperazin 

Relevant articles and documents

Synthesis and characterization of rhenium(III) complexes with (Ph2PCH2CH2)2NR diphosphinoamine ligands

The synthesis and characterization of a new series of neutral, six-coordinated compounds [ReIIIX3(PNPR)], where X is Cl or Br and PNPR is a diphosphinoamine having the general formula (Ph2PCH2CH2)2NR (R = H, CH3, CH2CH3, CH2CH2CH3, CH2CH2CH2CH3 and CH2CH2OCH3) are reported. Stable [ReIIIX3(PNPR)] complexes were synthesized, in variable yields, starting from precursors where the metal was in different oxidation states (iii and v), by ligand-exchange and/or redox-substitution reactions. The compounds were characterized by elemental analysis, proton NMR spectroscopy, cyclic voltammetry, UV/vis spectroscopy, positive-ion electrospray ionization mass spectrometry (ESI(+)-MS) and X-ray diffraction analysis. Although the formulation of the complexes allows either meridional or facial isomers, the latter arrangement was prevalent both in the solid and solution states. Only [ReCl3(PNPH)] showed a meridional configuration both in solution and in the crystalline state. [ReBr3(PNPme)] prefers the meridional configuration in the crystalline state and the facial one in solution. While ESI(+)-MS and voltammetric data seem to indicate some dependency from the nature of the alkyl substituent at the nitrogen, the available structural data of the complexes show only slight differences both for angles and bond lengths upon change of the alkyl chain tethered to the nitrogen.

NOVEL BENZENESULFONAMIDE COMPOUNDS, METHOD FOR SYNTHESIZING SAME, AND USE THEREOF IN MEDICINE AS WELL AS IN COSMETICS

Benzenesulfonamide compounds having a structure of formula (I) are described. Also described, are methods for synthesizing the compounds and to the use thereof in pharmaceutical compositions for human or veterinary medicine and in cosmetic compositions.