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Triethylenetetramine

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Triethylenetetramine Basic information
Triethylenetetramine Chemical Properties
  • Melting point:12 °C(lit.)
  • Boiling point:266-267 °C(lit.)
  • Density 0.982 g/mL at 25 °C(lit.)
  • vapor density ~5 (vs air)
  • vapor pressure <0.01 mm Hg ( 20 °C)
  • refractive index n20/D 1.496(lit.)
  • Flash point:290 °F
  • storage temp. Store below +30°C.
  • solubility alcohol: soluble
  • pkapK1:3.32(+4);pK2:6.67(+3);pK3:9.20(+2);pK4:9.92(+1) (20°C)
  • color Yellowish liquid or oil
  • PH10-11 (10g/l, H2O, 20℃)
  • explosive limit0.7-7.2%(V)
  • Water Solubility SOLUBLE
  • FreezingPoint 12℃
  • Sensitive Moisture Sensitive
  • Merck 14,9663
  • BRN 605448
  • Stability:Syable. Incompatible with strong oxidizing agents, strong acids.
  • CAS DataBase Reference112-24-3(CAS DataBase Reference)
  • NIST Chemistry ReferenceTriethylenetetramine(112-24-3)
  • EPA Substance Registry SystemTriethylenetetramine (112-24-3)
Safety Information
  • Hazard Codes C
  • Risk Statements 21-34-43-52/53
  • Safety Statements 26-36/37/39-45-61
  • RIDADR UN 2259 8/PG 2
  • WGK Germany 2
  • RTECS YE6650000
  • Autoignition Temperature335 °C
  • TSCA Yes
  • HazardClass 8
  • PackingGroup II
  • HS Code 29212900
  • Hazardous Substances Data112-24-3(Hazardous Substances Data)
  • ToxicityLD50 orally in rats: 2.5 g/kg (Spitz)
MSDS
Triethylenetetramine Usage And Synthesis
  • DescriptionCross sensitivity is possible with diethylenetriamine and diethylenediamine.
  • Chemical PropertiesTriethylenetetramine is a corrosive liquid.
  • UsesTriethylenetetramine is used as an amine hardener in epoxy resin of the bisphenol A type.
  • UsesTriethylenetetramine is used in synthesis of detergents, softeners, and dyestuffs; manufacture of pharmaceuticals; vulcanization accelerator of rubber; thermo setting resin; epoxy curing agent; lubricating-oil additive; analytical reagent for Cu, Ni; chelating agent; treatment of Wilson's disease.
  • UsesTriethylenetetramine is a selective CuII-chelator; crosslinking agent. Triethylenetetramine is undergoing trials for the treatment of heart failure in patients with diabetes.
  • Production MethodsTETA is manufactured by reacting ethylene dichloride and ammonia under controlled conditions.
  • brand nameSyprine (Merck).
  • General DescriptionA yellowish liquid. Less dense than water. Combustible, though may be difficult to ignite. Corrosive to metals and tissue. Vapors heavier than air. Toxic oxides of nitrogen produced during combustion. Used in detergents and in the synthesis of dyes, pharmaceuticals and other chemicals.
  • Reactivity ProfileTriethylenetetramine is a strong base; reacts violently with strong oxidants; attacks aluminum, zinc, copper and its alloys. Handling Chemicals Safely 198. p. 934).
  • Health HazardVapors from hot liquid can irritate eyes and upper respiratory system. Liquid burns eyes and skin. May cause sensitization of skin.
  • Fire HazardCombustible material: may burn but does not ignite readily. When heated, vapors may form explosive mixtures with air: indoors, outdoors and sewers explosion hazards. Contact with metals may evolve flammable hydrogen gas. Containers may explode when heated. Runoff may pollute waterways. Substance may be transported in a molten form.
  • Contact allergensTriethylenetetramine is used as an amine hardener in epoxy resins of the bisphenol A type. Cross-sensitivity is possible with diethylenetriamine and diethylenediamine.
  • Safety ProfilePoison by intravenous route. Moderately toxic by ingestion and skin contact. An experimental teratogen. Experimental reproductive effects. Mutation data reported. A corrosive irritant to skin, eyes, and mucous membranes. Causes skin sensitization. Combustible when exposed to heat or flame. Ignites on contact with cellulose nitrate of high surface area. Can react with oxidizing materials. To fight fire, use CO2, dry chemical, alcohol foam. When heated to decomposition it emits toxic fumes of NOx.
  • Purification MethodsDry the amine with sodium, then distil it under a vacuum. Further purification has been via the nitrate or the chloride salts. For example, Jonassen and Strickland [J Am Chem Soc 80 312 1958] separated TRIEN from admixture with TREN (38%) by solution in EtOH, cooling to approximately 5o in an ice-bath and adding conc HCl dropwise from a burette, keeping the temperature below 10o, until all of the white crystalline precipitate of TREN.HCl (see p 191) had formed and was removed. Further addition of HCl then precipitated thick, creamy white TRIEN.HCl (see below) which was crystallised several times from hot water by adding an excess of cold EtOH. The crystals were finally washed with Me2CO, then Et2O and dried in a vacuum desiccator. [Beilstein 4 H 255, 4 II 695, 4 III 542, 4 IV 1242.]
Triethylenetetramine Preparation Products And Raw materials
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