Diethylenetriamine

Diethylenetriamine Basic information
Product Name:Diethylenetriamine
Synonyms:(Aminoethyl)ethanediamine;1,2-Ethanediamine,N-(2-aminoethyl)-;1,4,7-Triazaheptane;1,5-Diamino-3-azapentane;2,2’-diamino-diethylamin;2,2’-iminobis(ethanamine);2,2’-iminobis-ethylamin;2,2’-iminobis-ethylenediamine,n-(2-aminoethyl)-ethylamin
CAS:111-40-0
MF:C4H13N3
MW:103.17
EINECS:203-865-4
Product Categories:Organics;organic amine
Mol File:111-40-0.mol
Diethylenetriamine Structure
Diethylenetriamine Chemical Properties
Melting point -40 °C
Boiling point 206 °C
density 0.955 g/mL at 25 °C(lit.)
vapor density 3.6 (vs air)
vapor pressure 0.08 mm Hg ( 20 °C)
refractive index n20/D 1.484(lit.)
Fp 90 °C
storage temp. Store below +30°C.
solubility Chloroform (Soluble), Methanol (Slightly)
pkapK1:4.42(+3);pK2:9.21(+2);pK3:10.02(+1) (25°C)
form Liquid
color Clear
OdorStrong ammoniacal; mildly ammoniacal.
PH>12 (100g/l, H2O, 20℃)
explosive limit1-10%(V)
Water Solubility miscible
Sensitive Air Sensitive
BRN 605314
Exposure limitsACGIH: TWA 1 ppm (Skin)
NIOSH: TWA 1 ppm(4 mg/m3)
Stability:Stable, but absorbs carbon dioxide from the air. Incompatible with strong oxidizing agents, copper and its alloys.
InChIKeyRPNUMPOLZDHAAY-UHFFFAOYSA-N
LogP-1.58 at 20℃
CAS DataBase Reference111-40-0(CAS DataBase Reference)
NIST Chemistry Reference1,2-Ethanediamine, N-(2-aminoethyl)-(111-40-0)
EPA Substance Registry SystemDiethylenetriamine (111-40-0)
Safety Information
Hazard Codes C,T+
Risk Statements 21/22-34-43-37-26
Safety Statements 26-36/37/39-45-28
RIDADR UN 2079 8/PG 2
WGK Germany 2
RTECS IE1225000
Autoignition Temperature676 °F
TSCA Yes
HazardClass 8
PackingGroup II
HS Code 29212900
Hazardous Substances Data111-40-0(Hazardous Substances Data)
ToxicityLD50 orally in Rabbit: 1540 mg/kg
MSDS Information
ProviderLanguage
DETA English
SigmaAldrich English
ACROS English
ALFA English
Diethylenetriamine Usage And Synthesis
DescriptionDiethylenetriamine is a hardener in epoxy resins of the Bisphenol A type. It has been reported as a sensitizer in ultrasonic baths for cleaning jewels, in synthetic lubricants and in carbonless copy paper.
Chemical PropertiesDiethylenetriamine is a corrosive liquid and a solvent (18, 139).
Chemical Propertiescolourless liquid
UsesDiethylenetriamine is manufactured by reacting ethylene dichloride and ammonia. It is used as a solvent, in organic syntheses, and in a variety of industrial applications including use as a fuel component.
UsesDiethylenetriamine is a solvent for sulfur, acidic gas, resin and dye intermediates for organic synthesis; saponification agent for acidic materials; fuel component; hardener for epoxy resins.
UsesHardener and stabilizer for epoxy resins; solvent for dyes, acid gases, and sulfur
Production MethodsDiethylenetriamine is produced by the reaction of ethylene dichloride with ammonia. Diethylenetriamine is used in biological studies, for polyamines inhibition to carbonic anhydrases by anchoring to the zinc-coordinated water molecule.
DefinitionChEBI: Diethylenetriamine is a triamine and a polyazaalkane.
Synthesis Reference(s)Journal of the American Chemical Society, 105, p. 5002, 1983 DOI: 10.1021/ja00353a025
General DescriptionA yellow liquid with an ammonia-like odor. Less dense than water. Corrosive to metals and tissue. Vapors heavier than air. Burns, although possibly difficult to igntie. Toxic oxides of nitrogen produced during combustion. Used as a solvent for plastics and dyes and in chemical synthesis.
Air & Water ReactionsSoluble in water.
Reactivity ProfileDiethylenetriamine neutralizes acids in exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen may be generated in combination with strong reducing agents, such as hydrides.
Health HazardProlonged breathing of vapors may cause asthma. Liquid burns skin and eyes. A skin rash can form.
Health HazardBrief contact with concentrated diethylenetriamine can produce severe local injury to the eyes and skin resembling the effect from strong base. Human subjects are susceptible to sensitization responses either as dermatitis or an asthma-like response. A time-weighted average of 1 p.p.m. is recommenced for diethylenetriamine (ACGIH 1986).
Fire HazardSpecial Hazards of Combustion Products: Irritating vapors are generated when heated.
Flammability and ExplosibilityNonflammable
Chemical ReactivityReactivity with Water No reaction; Reactivity with Common Materials: No hazardous reaction; Stability During Transport: Stable; Neutralizing Agents for Acids and Caustics: Flush with water; Polymerization: Not pertinent; Inhibitor of Polymerization: Not pertinent.
Industrial usesDiethylenetriamine is used as an intermediate in the production of reactive polyamide resins, and in the production of aminoamides and imidazolines from fatty acids. It is also used in the production of paper wet strength resins and piperazine. Diethylenetriamine serves as a solvent for sulfur, acid gases, resins and dyes (HSDB 1989).
Contact allergensDiethylenetriamine is a hardener in epoxy resins of the Bisphenol A type. It has been reported to be a sensitizer when used in an ultrasonic bath for cleaning jewels, in synthetic lubricants, or in carbonless copy paper.
Safety ProfilePoison by skin contact and intraperitoneal routes. Moderately toxic by ingestion. Corrosive. A severe skin and eye irritant. High concentration of vapors causes irritation of respiratory tract, nausea, and vomiting. Repeated exposures can cause asthma and sensitization of skin. Combus uble when exposed to heat or flame; can react with oxidizing materials. Mxture with nitromethane is a shock-sensitive explosive. Ignites on contact with cellulose nitrate of high surface area. To fight fire, use alcohol foam. When heated to decomposition it emits toxic fumes of NOx. See also AMINES.
CarcinogenicityDETA has a strong ammonia-like odor, but it does not provide adequate warning of hazardous concentrations.
The 2003 ACGIH threshold limit valuetime- weighted average (TLV-TWA) for diethylene triamine is 1ppm (4.2mg/m3) with a notation for skin absorption.
MetabolismDiethylenetriamine is readily absorbed through the gastrointestinal tract and 96% of the administered dose is excreted within 48 h (USEPA 1983a). Roughly equal amounts are excreted in the feces and urine with at least 4 metabolites being detected (but not identified) in the latter. Only a small proportion (<2%) was recovered as expired carbon dioxide. Any residual remaining in the animal was found primarily in kidney, liver, bladder and large intestine.
Purification MethodsDry the amine with Na and distil, preferably under reduced pressure, or in a stream of N2. [Beilstein 4 IV 1284.]
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