HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
3,6-Diazaoctan-1,8-diamin
TETA · Trientine · TRIEN · triethylentetramine · TRIETHYLENETETRAMINE (TETA) · deh24 · N1,N1'-(ethane-1,2-diyl)bis(ethane-1,2-diaMine) · TRIETHYLTETRAMINE
Identifikatoren & physikalische Daten
| CAS No. | 112-24-3 |
|---|---|
| Summenformel | C6H18N4 |
| Durchschnittliche Molmasse | 146,23 g/mol |
| Monoisotopische Masse | 146,15314658 g/mol |
| SMILES | NCCNCCNCCN |
| InChIKey | VILCJCGEZXAXTO-UHFFFAOYSA-N |
| PubChem CID | 5565 |
| ChEMBL | CHEMBL609 |
| ChEBI | CHEBI:39501 |
| EC No. | 203-950-6 |
| DTXSID | DTXSID9023702 |
| Lokaler Name | 3,6-Diazaoctan-1,8-diamin |
Chemische & physikalische Eigenschaften
| XLogP | -2,5 |
|---|---|
| Polarare Oberfläche (TPSA) | 76,1 |
| H-Brücken-Donoren | 4 |
| H-Brücken-Akzeptoren | 4 |
| Frei drehbare Bindungen | 7 |
| Schwere Atome | 10 |
| Formalladung | 0 |
| Komplexität | 49,7 |
| Stoffklassen | Nitrogen Compounds -> Amines, AliphaticCorrosives |
| Arzneimittel | Pharmaceuticals -> Listed in ZINC15 |
| pH | STRONGLY BASIC (PH 10 IN 1% AQ SOLN)10-11 (10g/l, H2O, 20℃) |
| SpringerMaterials Properties | 15N nuclear magnetic resonance spectrum |
| LogP (Verteilungskoeffizient) | -1.4/-1.66 |
| Dichte | 0.982 at 68 °F (USCG, 1999) - Less dense than waterwill float0.9818 @ 20 °C/20 °C0.98 g/cm³Relative density of the vapour/air-mixture at 20 °C (air = 1): 1.000.982 @25 °C0.982 g/mL at 25 °C(lit.) |
| Viscosity | 27.24 mm²/s at 20 °C |
| Color/Form | MODERATELY VISCOUS, YELLOWISH LIQUID |
| Löslichkeit | greater than or equal to 100 mg/mL at 68.4 °F (NTP, 1992)SolubleSOL IN ALCOHOL, ACIDCOMPLETE SOLUBILITY IN WATERSolubility in water: misciblealcohol: soluble |
| Flammpunkt | 275 °F (NTP, 1992)290 °F135 °C c.c. |
| Human Drugs | Breast FeedingLactationMilk, HumanChelating AgentsEMA approved medicines: Human medicine |
| Siedepunkt | 511 to 513 °F at 760 mmHg (NTP, 1992)266-267266-267 °C @ 760 MM HG277 °C511-513 °F272 °C @760 [mm Hg]266-267 °C(lit.) |
| Schmelzpunkt | 12 °C(lit.) |
| Dampfdichte | ~5 (vs air) |
| Dampfdruck | <0.01 mm Hg ( 20 °C) |
| Brechungsindex | n20/D 1.496(lit.) |
| Lagerbedingungen | Store below +30°C. |
| Aggregatzustand | Slightly viscous yellow liquidcommercially available form is 95–98% pure, and impurities include linear, branched, and cyclic isomers. |
| pKa (Säurekonstante) | pK1:3.32(+4)pK2:6.67(+3)pK3:9.20(+2)pK4:9.92(+1) (20°C) |
| Farbe | Yellowish liquid or oil |
| Explosionsgrenze | 0.7-7.2%(V) |
| Merck | 14,9663 |
| BRN | 605448 |
| Stabilität | Incompatible with strong oxidizing agents, strong acids. |
| InChI | 1S/C6H18N4/c7-1-3-9-5-6-10-4-2-8/h9-10H,1-8H2 |
| InChIKey | VILCJCGEZXAXTO-UHFFFAOYSA-N |
| SMILES | NCCNCCNCCN |
| LogP (Verteilungskoeffizient) | -2.65 at 20℃ |
| CAS Datenbank | 112-24-3(CAS DataBase Reference) |
| NIST chemische Informationen | Triethylenetetramine(112-24-3) |
| EPA chemische Informationen | Triethylenetetramine (112-24-3) |
Sicherheit & Vorschriften
| GHS-Einstufung | DangerH312: Harmful in contact with skin [Warning Acute toxicity, dermal]P260, P261, P264, P272, P273, P280, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P321, P333+P317, P362+P364, P363, P405, and P501 (click each P-code to see the statement)This chemical does not meet GHS hazard criteria for 0.4% (10 of 2507) of reports.H302+H312 (18.4%): Harmful if swallowed or in contact with skin [Warning Acute toxicity, oralacute toxicity, dermal] |
|---|---|
| Regulatorische Informationen | Chemical: 1,2-Ethanediamine, N,N'-bis(2-aminoethyl)-1,2-Ethanediamine, N1,N2-bis(2-aminoethyl)- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1,2-Ethanediamine, N1,N2-bis(2-aminoethyl)- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)Status: Active Update: 14-10-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/33983Triethylenetetramine: Does not have an individual approval but may be used under an appropriate group standardThe 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 | IMAP assessments - Selected linear polyethyleneamines: Human health tier II assessment |
| DOT-Kennzeichnung | Corrosive |
| Brandgefahren | Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:· Combustible material: may burn but does not ignite readily.Combustible. Gives off irritating or toxic fumes (or gases) in a fire. Risk of fire and explosion on contact with oxidants. See Chemical Dangers. |
| Brandpotenzial | SLIGHT, WHEN EXPOSED TO HEAT OR FLAME. |
| Gesundheitsgefahren | Vapors from hot liquid can irritate eyes and upper respiratory system. Liquid burns eyes and skin. May cause sensitization of skin. (USCG, 1999)· TOXIC and/or CORROSIVEinhalation, ingestion or skin contact with material may cause severe injury or death. |
| Gefahrenübersicht | Liquid causes first degree burns on short exposure. [CHRIS] Asthma reported in aircraft fitter[Malo] A corrosive substance with low vapor pressure, but could cause pulmonary edema after exposure to high concentrationsMay cause asthma and skin sensitization[ICSC] |
| DOT-Nummer und Handbuch | 2259 153 |
| Reaktive Gruppe | Amines, Phosphines, and Pyridines |
| EG-Einstufung | Symbol: CR: 21-34-43-52/53S: (1/2)-26-36/37/39-45-61 |
| UN-Einstufung | UN Hazard Class: 8UN Pack Group: II |
| Reactivity Profile | TRIETHYLENETETRAMINE is a strong basereacts violently with strong oxidantsattacks aluminum, zinc, copper and its alloys. Handling Chemicals Safely 198. p. 934). |
| Brandbekämpfung | Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:Use powder, alcohol-resistant foam, water spray, carbon dioxide. In case of fire: keep cylinder cool by spraying with water. |
| Erste-Hilfe-Maßnahmen | Fresh air, rest. Half-upright position. Refer immediately for medical attention.First rinse with plenty of water for at least 15 minutes, then remove contaminated clothes and rinse again. Refer immediately for medical attention.Rinse with plenty of water (remove contact lenses if easily possible). Refer immediately for medical attention.Rinse mouth. Do NOT induce vomiting. Refer immediately for medical attention. |
| Freisetungsmaßnahmen | · CALL 911. Then call emergency response telephone number on shipping paper. If shipping paper not available or no answer, refer to appropriate telephone number listed on the inside back cover.· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area. |
| Erste Hilfe | EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.General First Aid: |
| Sichere Lagerung | Separated from food and feedstuffs. See Chemical Dangers. Cool. Store in an area without drain or sewer access. Provision to contain effluent from fire extinguishing. |
| Expositionsschutz und Persönliche Schutzausrüstung | · Wear positive pressure self-contained breathing apparatus (SCBA). |
| Brandbekämpfungsverfahren | CARBON DIOXIDE, DRY CHEMICAL, ALCOHOL FOAM. |
| Lagerbedingungen | IN GENERAL, MATERIALS...TOXIC AS STORED OR WHICH CAN DECOMP INTO TOXIC COMPONENTS...SHOULD BE STORED IN COOL...VENTILATED PLACE, OUT OF...SUN, AWAY FROM...FIRE HAZARD...BE PERIODICALLY INSPECTED & MONITORED. INCOMPATIBLE MATERIALS SHOULD BE ISOLATED... |
| Freisetung ohne Brand | Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]: |
| Verschüttetes entsorgen | Personal protection: chemical protection suit including self-contained breathing apparatus. Do NOT let this chemical enter the environment. Collect leaking liquid in sealable containers. Absorb remaining liquid in sand or inert absorbent. Then store and dispose of according to local regulations. |
| Preventive Measures | .../IT WAS/ CONCLUDED THAT CONTROL PROBLEM WAS PRIMARILY ONE OF PREVENTING DIRECT SKIN CONTACT. SUCCESSFUL CONTROL REQUIRES GOOD PERSONNEL TRAINING AND SCRUPULOUS HANDLING TECHNIQUES.C) DECR CONCN OF AMINE VAPOR BY GOOD VENTILATION. AMINES WITH HEAVY VAPOR... SHOULD BE DRAWN OFF BY DESCENT. D) EMPLOYEES PRONE TO SENSITIZATION OR LIVER DEFICIENCY...REMOVED FROM SHOPS HANDLING HARDENERS. /ALIPHATIC AMINES/ |
| Isolation and Evacuation | Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:Immediate precautionary measure |
| Hepatotoxicity | In clinical trials conducted in children with Wilson disease, serum aminotransferase levels generally improved or were stable during treatment with trientine. There have been no clinical reports of acute liver injury with jaundice attributed to trientine, even with overdoses. Patients with Wilson disease typically have mild-to-moderate serum aminotransferase elevations and may have signs and symptoms of cirrhosis. Improvement in liver injury in Wilson disease typically requires months to years of treatment. |
| Unerwünschte Wirkungen | Dermatotoxin - Skin burns. |
| Expositionspfade | The substance can be absorbed into the body by inhalation of its vapour, through the skin and by ingestion. Serious local effects by all routes of exposure. |
| Toxizitätsübersicht | While TETA is severely irritating to the skin and eyes and produces skin sensitization, it is of low to moderate acute toxicity orally and dermally. Effects on lungs, liver, and spleen were found in mice in subchronic studies but were not found in rats. While TETA was genotoxic/mutagenic in short-term in vitro assays, it was not genotoxic/mutagenic in in vivo assays. No data on reproductive toxicity were available, and embryo/fetal toxicity was associated with copper deficiency and occurred at maternally toxic doses. The use of TETA·2HCl for treatment of Wilson’s disease during pregnancy in humans resulted in no miscarriages or fetal abnormalities. There was no evidence of carcinogenicity in a lifetime dermal mouse study. |
| Signs and Symptoms | Sore throat. Cough. Burning sensation. Laboured breathing. Shortness of breath.Redness. Pain. Skin burns. Blisters.Redness. Pain. Loss of vision. Severe deep burns.Burns in mouth and throat. Burning sensation in the throat and chest. Abdominal pain. Shock or collapse. |
| ICSC Environmental Data | The substance is toxic to aquatic organisms. The substance may cause long-term effects in the aquatic environment. It is strongly advised not to let the chemical enter into the environment. |
| Medical Surveillance | WORKMEN...MEDICALLY EXAM @ REGULAR INTERVALS. /ALIPHATIC AMINES/ |
| Human Toxicity Excerpts | EXPOSURE TO THE HOT VAPOR RESULTS IN RESPIRATORY TRACT IRRITATION AND ITCHING OF THE FACE WITH ERYTHEMA AND EDEMA....MARKED SENSITIZATION /NOTED/ IN 6-20 WORKMEN EMPLOYED IN ELECTRICAL EQUIPMENT...FACTORY. THIS SHOWED ITSELF AS SERIOUS SKIN LESIONS, VESICULAR PAPULAR ECZEMA, SOMETIMES WEEPING, LOCALIZED PARTICULARLY ON HANDS, FOREARMS, & GENITAL & INGUINAL REGIONS, TOGETHER WITH FACIAL EDEMA. |
| Non-Human Toxicity Excerpts | ACUTE TOXICITY IN RABBITS: SKIN IRRITATION GRADE 6. 6= MORE NECROSIS FROM UNDILUTED, LESS THAN EDEMA FROM 10%. /FROM TABLE/THERE WERE NO DEATHS IN RATS EXPOSED TO SATURATED VAPOR FOR 4 HR. /FROM TABLE/...RATED 5 ON RABBIT EYES. /MOST SEVERE INJURIES HAVE BEEN RATED 10/.IN NONPREGNAT RATS TREATED DERMALLY WITH TRIETHYLENETETRAMINE STABILIZER, GAMMA-GLUTAMYLTRANSPEPTIDASE ACTIVITY IN KIDNEYS & AMINOTRANSFERASES ACTIVITY IN LIVER INCR. ACETYLCHOLINESTERASES ACTIVITY IN BRAIN WAS INHIBITED.For more Non-Human Toxicity Excerpts (Complete) data for TRIETHYLENETETRAMINE (10 total), please visit the HSDB record page. |
| Populations at Special Risk | EMPLOYEES PRONE TO SENSITIZATRION OR LIVER DEFICIENCY...REMOVED FROM SHOPS HANDLING HARDENERS. /ALIPHATIC AMINES/ |
| Effects During Pregnancy and Lactation | ◉ Summary of Use during Lactation |
| Wassergefährdungsklasse (WGK) | 2 |
| TSCA-Inventar-Status | TSCA listed |
| UN-Transportnummer | UN 2259 |
| Zollcode | 29212900 |
| RTECS-Nr. | YE6650000 |
| R-Sätze (R) | 21-34-43-52/53 |
| Toxizität | LD50 orally in rats: 2.5 g/kg (Spitz) |
| Gefahrensymbole | C |
| Sicherheitshinweise (S) | 26-36/37/39-45-61 |
| Gefahrenklasse | 8Acute Tox. 4 DermalAquatic Chronic 2Eye Dam. 1Skin Corr. 1BSkin Sens. 1 |
| Verpackungsgruppe | II |
| Lagerklasse | 8A - Combustible corrosive hazardous materials |
| Gefahrstoffdaten | 112-24-3(Hazardous Substances Data) |
| Selbstentzündungstemperatur | 335 °C |
Anwendungen & Verwendung
Beschreibung
Triethylenetetramine (TETA and trien) also known as trientine (INN) when used medically, is an organic compound with the formula [CH2NHCH2CH2NH2]2. The pure freebase is a colorless oily liquid, but, like many amines, older samples assume a yellowish color due to impurities resulting from air- oxidation. It is soluble in polar solvents. The branched isomer tris(2-aminoethyl)amine and piperazine derivatives may also be present in commercial samples of Triethylenetetramine. The hydrochloride salts are used medically as a treatment for copper toxicity.
Verwenden
Triethylenetetramine is used as an amine hardener in epoxy resin of the bisphenol A type.It 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.