Ethylenimin
Bezeichnung:Ethylenimin
CAS-Nr151-56-4
Englisch Name:Ethyleneimine
CBNumberCB9489965
SummenformelC2H5N
Molgewicht43.07
MOL-Datei151-56-4.mol
Synonyma
Aziridin
Ethylenimin
Azacyclopropan
Dimethylenimin
Ethylenimin physikalisch-chemischer Eigenschaften
Schmelzpunkt | -78°C |
Siedepunkt | 56°C |
Dichte | 0,83 g/cm3 |
Dampfdruck | 160 at 20 °C, 250 at 30 °C (quoted, Verschueren, 1983) |
Brechungsindex | nD25 1.412 |
Flammpunkt | -11°C |
Löslichkeit | miscible with water and virtually all organic solvents |
Aggregatzustand | Colorless liquid |
pka | 8.01(at 25℃) |
Geruch (Odor) | Fishy; ammoniacal. |
Wasserlöslichkeit | miscible |
Henry's Law Constant | 1.33(x 10-7 atm?m3/mol) at 25 °C (quoted, Mercer et al., 1990) |
Dielectric constant | 18.3(25℃) |
Expositionsgrenzwerte | TLV-TWA (skin) 0.5 ppm (~1 mg/m3) (ACGIH, OSHA, and MSHA); Poten tial Human Carcinogen in the workplace (OSHA), Potential Carcinogen (NIOSH). |
Stabilität | Highly flammable. Reacts with a wide variety of materials. |
LogP | -2.68--0.28 at 25℃ |
CAS Datenbank | 151-56-4(CAS DataBase Reference) |
NIST chemische Informationen | Ethylenimine(151-56-4) |
IARC | 2B (Vol. 9, Sup 7, 71) 1999 |
EPA chemische Informationen | Aziridine (151-56-4) |
Kennzeichnung gefährlicher | F;T,T,F,N,T+ |
R-Sätze: | 11-26/27/28-34-45-46-51/53 |
S-Sätze: | 45-53-61 |
RIDADR | 1185 |
HazardClass | 6.1(a) |
PackingGroup | I |
Giftige Stoffe Daten | 151-56-4(Hazardous Substances Data) |
Toxizität | LD50 orally in rats: 15 mg/kg (Smyth) |
IDLA | 100 ppm |
Gefahreninformationscode (GHS)
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Bildanzeige (GHS)
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Alarmwort
Achtung
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Gefahrenhinweise
H225:Flüssigkeit und Dampf leicht entzündbar.
H300:Lebensgefahr bei Verschlucken.
H310:Lebensgefahr bei Hautkontakt.
H314:Verursacht schwere Verätzungen der Haut und schwere Augenschäden.
H330:Lebensgefahr bei Einatmen.
H340:Kann genetische Defekte verursachen.
H350:Kann Krebs verursachen.
H411:Giftig für Wasserorganismen, mit langfristiger Wirkung.
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Sicherheit
P210:Von Hitze, heißen Oberflächen, Funken, offenen Flammen und anderen Zündquellenarten fernhalten. Nicht rauchen.
P233:Behälter dicht verschlossen halten.
P240:Behälter und zu befüllende Anlage erden.
P241:Explosionsgeschützte [elektrische/Lüftungs-/ Beleuchtungs-/...] Geräte verwenden.
P242:Nur funkenfreies Werkzeug verwenden.
P243:Maßnahmen gegen elektrostatische Entladungen treffen.
P260:Dampf/Aerosol/Nebel nicht einatmen.
P262:Nicht in die Augen, auf die Haut oder auf die Kleidung gelangen lassen.
P264:Nach Gebrauch gründlich waschen.
P264:Nach Gebrauch gründlich waschen.
P270:Bei Gebrauch nicht essen, trinken oder rauchen.
P271:Nur im Freien oder in gut belüfteten Räumen verwenden.
P280:Schutzhandschuhe/Schutzkleidung/Augenschutz tragen.
P284:Atemschutz tragen.
P301+P310:BEI VERSCHLUCKEN: Sofort GIFTINFORMATIONSZENTRUM/Arzt/... (geeignete Stelle für medizinische Notfallversorgung vom Hersteller/Lieferanten anzugeben) anrufen.
P301+P330+P331:BEI VERSCHLUCKEN: Mund ausspülen. KEIN Erbrechen herbeiführen.
P302+P350:BEI KONTAKT MIT DER HAUT: Behutsam mit viel Wasser und Seife waschen.
P303+P361+P353:BEI BERÜHRUNG MIT DER HAUT (oder dem Haar): Alle kontaminierten Kleidungsstücke sofort ausziehen. Haut mit Wasser abwaschen oder duschen.
P304+P340:BEI EINATMEN: Die Person an die frische Luft bringen und für ungehinderte Atmung sorgen.
P305+P351+P338:BEI KONTAKT MIT DEN AUGEN: Einige Minuten lang behutsam mit Wasser spülen. Eventuell vorhandene Kontaktlinsen nach Möglichkeit entfernen. Weiter spülen.
P310:Sofort GIFTINFORMATIONSZENTRUM/Arzt/ anrufen.
P320:Besondere Behandlung dringend erforderlich
P321:Besondere Behandlung
P322:Gezielte Maßnahmen
P330:Mund ausspülen.
P361:Alle kontaminierten Kleidungsstücke sofort ausziehen.
P363:Kontaminierte Kleidung vor erneutem Tragen waschen.
P370+P378:Bei Brand: zum Löschen verwenden.
P403+P233:An einem gut belüfteten Ort aufbewahren. Behälter dicht verschlossen halten.
P403+P235:An einem gut belüfteten Ort aufbewahren. Kühl halten.
P405:Unter Verschluss aufbewahren.
P501:Inhalt/Behälter ... (Entsorgungsvorschriften vom Hersteller anzugeben) zuführen.
Ethyleneimine Chemische Eigenschaften,Einsatz,Produktion Methoden
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ERSCHEINUNGSBILD
FARBLOSE FLüSSIGKEIT MIT STECHENDEM GERUCH. -
PHYSIKALISCHE GEFAHREN
Die Dämpfe sind schwerer als Luft und können sich am Boden ausbreiten. Fernzündung möglich. Die Dämpfe mischen sich leicht mit Luft. Bildung explosionsfähiger Gemische. -
CHEMISCHE GEFAHREN
Kann polymerisieren unter Einfluss von Säuren und Oxidationsmitteln. Feuer- und Explosionsgefahr. Beim Verbrennen Bildung giftiger und ätzender Rauche mit Stickstoffoxiden. Mittelstarke Base. -
ARBEITSPLATZGRENZWERTE
TLV: 0.5 ppm (als TWA) Hautresorption; Krebskategorie: A3; (ACGIH 2005).
MAK: Hautresorption; Krebserzeugend Kategorie: 2; Keimzellmutagen Kategorie: 2; (DFG 2005).
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AUFNAHMEWEGE
Aufnahme in den Körper durch Inhalation der Dämpfe, über die Haut und durch Verschlucken. -
INHALATIONSGEFAHREN
Beim Verdampfen bei 20 °C kann sehr schnell eine gesundheitsschädliche Kontamination der Luft eintreten. -
WIRKUNGEN BEI KURZZEITEXPOSITION
WIRKUNGEN BEI KURZZEITEXPOSITION:
Die Substanz verätzt die Augen, die Haut und die Atmungsorgane. ätzend beim Verschlucken. Inhalation des Dampfes kann zu Lungenödem führen (s. Anm.). Möglich sind Auswirkungen auf Zentralnervensystem, Nierenund Leber. Exposition weit oberhalb der Arbeitsplatzgrenzwerte kann zum Tod führen. Die Auswirkungen treten u.U. verzögert ein. -
WIRKUNGEN NACH WIEDERHOLTER ODER LANGZEITEXPOSITION
Wiederholter oder andauernder Hautkontakt kann Dermatitis und Hautsensibilisierung hervorrufen. Möglicherweise krebserzeugend für den Menschen. Kann zu vererbbaren genetischen Schäden an menschlichen Keimzellen führen. -
LECKAGE
Gefahrenbereich verlassen! Zündquellen entfernen. Fachmann zu Rate ziehen! Ausgelaufene Flüssigkeit möglichst in abdichtbaren Behältern sammeln. Reste mit Sand oder inertem Absorptionsmittel aufnehmen und an einen sicheren Ort bringen. NICHT in die Umwelt gelangen lassen. Persönliche Schutzausrüstung: Vollschutzanzug mit umgebungsluftunabhängigem Atemschutzgerät. -
R-Sätze Betriebsanweisung:
R11:Leichtentzündlich.
R26/27/28:Sehr giftig beim Einatmen, Verschlucken und Berührung mit der Haut.
R34:Verursacht Verätzungen.
R45:Kann Krebs erzeugen.
R46:Kann vererbbare Schäden verursachen.
R51/53:Giftig für Wasserorganismen, kann in Gewässern längerfristig schädliche Wirkungen haben. -
S-Sätze Betriebsanweisung:
S45:Bei Unfall oder Unwohlsein sofort Arzt zuziehen (wenn möglich, dieses Etikett vorzeigen).
S53:Exposition vermeiden - vor Gebrauch besondere Anweisungen einholen.
S61:Freisetzung in die Umwelt vermeiden. Besondere Anweisungen einholen/Sicherheitsdatenblatt zu Rate ziehen. -
Aussehen Eigenschaften
(Aziridin) C2H5N.
Farblose, leicht bewegliche, flüchtige Flüssigkeit von ammoniakartigem Geruch. -
Gefahren für Mensch und Umwelt
Leichtentzündlich. Sehr reaktionsfähig. Die Dämpfe sind schwerer als Luft und bilden mit Luft ein explosionsfähiges Gemisch. Geringe Mengen Säuren und säureabspaltende Verbindungen, wie z.B. bereits der normale CO2-Gehalt der Luft führen, ggf. auch bei stabilisierten Produkten zu einer stark exothermen, u.U. explosionsartigen Polymerisation.
Ethylenimin wirkt stark ätzend und wird auch sehr schnell durch die Haut aufgenommen. Seine Dämpfe führen zu starken Schleimhautreizungen, es wirkt erregend auf das ZNS und evtl. nierenschädigend. Allergisierende Wirkungen sind bekannt. Symptome sind je nach Konzentration und Dauer der Einwirkung sofort oder später eintretende Rötung, Blasenbildung und Nekrosen der Haut und Schleimhäute, Hornhauttrübung, Bronchopneumonie, Lungenödem und Atemnot.
Im Tierversuuch hat sich Ethylenimin als eindeutig krebserregend erwiesen. -
Schutzmaßnahmen und Verhaltensregeln
Behälter an einem gut gelüfteten Ort aufbewahren.
Unter dem Abzug arbeiten; Berührung mit Haut und Augen vermeiden. Von Zündquellen fernhalten. Nicht mit leichtentzündlichen Stoffen und Säuren zusammen lagern.
Schutzhandschuhe (nur als kurzzeitiger Spritzschutz).
Vorbeugender Hautschutz (Arbeitsschutzcreme). -
Verhalten im Gefahrfall
Kleine Mengen mit Absorptionsmaterial (z.B. Rench-Rapid) aufnehmen und als Sondermüll entsorgen.
Wasser im Sprühstrahl.
Kein CO2 verwenden. -
Erste Hilfe
Nach Hautkontakt: Sofort mit sehr viel Wasser abwaschen, Sekunden entscheiden über perkutane Vergiftung. Arzt!
Nach Augenkontakt: Mindestens 15 Minuten bei geöffnetem Lidspalt mit viel Wasser auswaschen. Augenarzt!
Nach Einatmen: Frischluft. Arzt!
Nach Verschlucken: Viel Wasser trinken. Arzt!
Nach Kleidungskontakt: Kontaminierte Kleidung sofort ausziehen.
Bei Unfall oder Unwohlsein sofort Arzt hinzuziehen.
Ersthelfer: siehe gesonderten Anschlag -
Sachgerechte Entsorgung
Als Sondermüll entsorgen. -
Beschreibung
Ethyleneimine is a colourless liquid with an ammonia-like smell or pungent odour. It is highly flammable and reacts with a wide variety of materials. Ethyleneimine is used in polymerisation products, as a monomer for polyethyleneimine and as a comonomer for polymers, for example, with ethylenediamine. Polymerised ethyleneimine is used in paper, textile chemicals, adhesive binders, petroleum, refining chemicals, fuels, lubricants, coating resins, varnishes, lacquers, agricultural chemicals, cosmetics, ion-exchange resins, photographic chemicals, colloid flocculants, and surfactants. Ethyleneimine readily polymerises, and it behaves like a secondary amine. Ethyleneimine is highly caustic, attacking materials such as cork, rubber, many plastics, metals, and glass except those without carbonate or borax. It polymerises explosively on contact with silver, aluminium, or acid. The activity of ethyleneimine is similar to that of nitrogen and sulphur mustards. Ethyleneimine is used as an intermediate in the production of triethylenemelamine. -
Chemische Eigenschaften
Ethyleneimine is a colorless liquid with an ammonia-like smell or pungent odor. It is highly flammable and reacts with a wide variety of materials. Ethyleneimine is used in polymerization products, as a monomer for polyethyleneimin, and as a comonomer for polymers, e.g., with ethylenediamine. Polymerized ethylenimine is used in paper, textile chemicals, adhesive binders, petroleum, refi ning chemicals, fuels, lubricants, coating resins, varnishes, lacquers, agricultural chemicals, cosmetics, ion-exchange resins, photographic chemicals, colloid fl occulants, and surfactants. Ethyleneimine readily polymerizes, and it behaves like a secondary amine. Ethyleneimine is highly caustic, attacking materials such as cork, rubber, many plastics, metals, and glas except those without carbonate or borax. It polymerizes explosively on contact with silver, aluminum, or acid. The activity of ethyleneimine is similar to that of nitrogen and sulfur mustards. Ethyleneimine is used as an intermediate in the production of triethylenemelamine. Polymerized ethyleneimine is used in paper, textile chemicals, adhesive binders, petroleum, refi ning chemicals, fuels, lubricants, coating resins, varnishes, lacquers, agricultural chemicals, cosmetics, ion-exchange resins, photographic chemicals, colloid fl occulants, and surfactants -
Chemische Eigenschaften
colourless liquid with an ammonia-like smell -
Chemische Eigenschaften
The strained three-membered ring structure of ethyleneimine readily undergoes ring-opening reactions, which are catalyzed by acids and occur at moderate temperatures. Ethyleneimine is easily polymerized at elevated temperatures in the presence of catalytic amounts of acid. Reactions with ammonia and primary orsecondary amines in the presence of catalytic amounts of acids yield ethylenediamines; reactions with carboxylic acids yield 2-aminoethyl esters.
Ethyleneimine is also a highly reactive secondary amine, and undergoes a large number of reactions under neutral or basic conditions which yield products with the three-membered ring intact. Addition reactions occur with acyl halides, alkyl and substituted alkyl halides, aryl halides, and other halogen-containing compounds. Ethyleneimine forms adducts with aldehydes, ketones, and olefinic compounds (Ham 1978). -
Chemische Eigenschaften
Ethyleneimine is a colorless volatile liquid with an ammoniacal odor. -
Physikalische Eigenschaften
Clear, colorless, very flammable liquid with a very strong ammonia odor. Odor threshold concentration is 1.5 ppm (quoted, Amoore and Hautala, 1983). -
Verwenden
Ethyleneimine is used to manufacture triethylenemelamine and is used in its polymeric form in paper and textile chemicals, adhesive binders, petroleum-refining chemicals, fuels and lubricants, coating resins, varnishes, lacquers, agricultural chemicals, cosmetics, ion-exchange resins, photographic chemicals, colloid flocculants, and surfactants. -
Verwenden
Ethylenimine is used in the manufacture oftriethylenemelamine and other amines. -
Verwenden
In the manufacture of triethylenemelamine. -
Definition
ChEBI: Aziridine is a saturated organic heteromonocyclic parent, a member of aziridines and an azacycloalkane. It has a role as an alkylating agent. It is a conjugate base of an aziridinium. -
Vorbereitung Methode
Industrial quantities are made with monoethanolamine via a two-step chemical dehydration process using sulphuric acid and sodium hydroxide, or by reacting 1,2-dichloroethane with ammonia. The U.S. production in 1978 was over 1500 metric tons (Ham 1978). -
Origin
Ethylenimine was first prepared in 1888 by GABRIEL, who mistakenly called it vinylamine. He prepared the ethylenimine by reacting 2-bromoethylamine hydrobromide with silver oxide or potassium hydroxide.
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Allgemeine Beschreibung
A clear colorless liquid with an ammonia-like odor. Flash point 12°F. Less dense than water. Flammable over a wide range of vapor-air concentrations. Vapors irritate the skin, eyes, nose, and throat. May be toxic by prolonged inhalation, skin absorption, or ingestion. Carcinogenic. Vapors heavier than air. May polymerize exothermically if heated or contaminated. If the polymerization takes place inside a container, the container may rupture violently. -
Air & Water Reaktionen
Highly flammable. Soluble in water. -
Reaktivität anzeigen
ETHYLENEIMINE vapors are not inhibited and may form polymers in vents or flame arresters, resulting in stopping of the vents. Produces toxic oxides of nitrogen during combustion. Reacts with sodium hypochlorite and other chlorinating agents to give the explosive compound 1-chloroazidine. Decomposes if heated under pressure. or else hazardous polymerization may occur. Incompatible with silver or aluminum, which induce polymerization May polymerize explosively upon contact with acids. Polymerization is catalyzed by carbon dioxide [EPA, 1998]. -
Hazard
Corrosive, absorbed by skin, causes tumors; exposure should be minimized; a carcinogen. Dangerous fire and explosion hazard, flammable limits in air 3.6–46%. Toxic by skin absorption; possible carcinogen. -
Health Hazard
Ethyleneimine is classified as extremely toxic with a probable oral lethal dose of 5-50 mg/kg which is approximately 7 drops to 1 teaspoonful for a 70 kg (150 lb.) person. Ethyleneimine gives inadequate warning when over-exposure is by inhalation or skin absorption. It is a severe blistering agent, causing third degree chemical burns of the skin. Also, it has a corrosive effect on mucous membranes and may cause scarring of the esophagus. It is corrosive to eye tissue and may cause permanent corneal opacity and conjunctival scarring. Severe exposure may result in overwhelming pulmonary edema. Renal damage has been described. Hemorrhagic congestion of all internal organs has been observed. -
Health Hazard
Exposures to ethyleneimine cause adverse health effects and poisoning. Ingestion/swallowing, inhalation, or absorption through exposures to skin cause severe irritation, blisters, severe deep burns, and effects of sensitization. Ethyleninime is corrosive to the eye tissue and may cause permanent corneal opacity and conjunctival scarring, severe respiratory tract irritation, and effects of infl ammation in workers. Ethyleneimine is a severe blistering agent, causing third degree chemical burns of the skin. The symptoms of toxicity include, but are not limited to, cough, dizziness, headache, labored breathing, nausea, vomiting, tearing and burning of the eyes, sore throat, nasal secretion, bronchitis, shortness of breath, laryngeal edema, pronounced changes of the trachea and bronchi of lungs. Ethyleneimine with its corrosive effects cause injury to the mucous membranes and acute oral exposure may cause scarring of the esophagus in humans. The onset of symptoms and health effects caused by ethyleneimine depends on exposure concentration. -
Health Hazard
Ethylenimine is highly toxic by all exposure routes. Airborne exposure causes conjunctivitis, respiratory tract irritation, edema, and albuminuria (Weightman and Hoyle 1964), with possible damage to liver and kidneys; vomiting and other CNS effects may occur at high exposures. Dermal contact to ethylenimineproduces severe irritation, with lesions which are slow to heal. Ethylenimines are also skin sensitizers (Garabrant 1985; Cofield et al 1985). There are no reports which indicate potential reproductive effects or increased risk for cancer in humans exposed to ethylenimine. -
Health Hazard
Ethylenimine is a highly poisonous com pound and a severe irritant to the skin, eyes,and mucous membranes. A 20–25% aqueoussolution on contact with the eyes can causecorneal opacity and loss of vision. Skin con tact with the pure liquid or its concentratedsolution can produce severe burns and skinsensitization.
Ethylenimine is highly toxic by all routesof exposure. Inhalation of its vapors cancause eye, nose, and throat irritations anddifficulty in breathing. The toxic symptomsnoted from repeated exposures include chestcongestion, delayed lung injury, vomiting,hemorrhage, and kidney damage. An 8-hourexposure to 100 ppm in air proved fatal torabbits. The symptoms from acute oral toxic ity in humans may include nausea, vomiting,dizziness, headache, and pulmonary edema.Chronic toxic effects may result in kidneyand liver damage. The acute oral LD50 valuein rats was 15 mg/kg. Ethylenimine is alsoabsorbed through the skin, exhibiting poi soning effects similar to those of acute oraltoxicity.
It exhibited reproductive toxicity in ani mals, indicating paternal effects and specificdevelopmental abnormalities in the centralnervous system, eyes, and ears. Ethylenimineis a mutagen, testing positive in the histi dine reversion–Ames test as well as in thein vitro cytogenetics–human lymphocyte,Drosophila melanogaster–reciprocal translo cation, Saccharomyces cerevisiae gene con version, and other mutagenic tests. Animalstudies show sufficient evidence of carcino genicity. It may cause cancers in the lungsand liver. -
Brandgefahr
Irritating vapors are generated when heated. Vapor is heavier than air and may travel a considerable distance to a source of ignition and flash back. May polymerize in fires with evolution of heat and container rupture. Runoff to sewer may create fire or explosion hazard. Ethyleneimine vapors are not inhibited and may form polymers in vents or flame arresters, resulting in stopping of the vents. Toxic oxides of nitrogen are produced during combustion. Upon treatment with sodium hypochlorite, Ethyleneimine gives off the explosive compound 1-chloroazidine. Avoid acids, sodium hypochlorite. If heated under pressure, instability may result. Hazardous polymerization may occur. Avoid contact with silver or aluminum. Explosive polymerization may occur upon contact with acids. Polymerization is catalyzed by carbon dioxide. -
Flammability and Explosibility
Highly flammable -
Chemische Reaktivität
Reactivity with Water: Mild reaction, non-hazardous; Reactivity with Common Materials: Contact with silver or aluminum may cause polymerization; Stability During Transport: Stable unless heated under pressure; Neutralizing Agents for Acids and Caustics: Flush with water; Polymerization: Explosive polymerization can occur when in contact with acids; Inhibitor of Polymerization: None used. -
Industrielle Verwendung
Approximately 50% of ethylenimine produced in the U.S. is polymerized to polyethyleneimine, used as a flocculant in water treatment, and as a wet-strength additive in the textile and paper industries. Polyethylenimine is also used in various adhesives and coatings and to laminate plastic films to paper, other cellulose materials, and metal foils for making cartons in the food industry. The adhesion properties of acrylic latex paints are improved by reaction of acid groups with ethylenimine. Ethylenimines are utilized in the textile industry to improve durability, crease resistance, flame resistance, and dyeing properties. Other uses are found in ion-exchange resin synthesis, in electroplating, as a rocket propellant binder, as a lubricating oil dispersant, and as a hardening agent in the preparation of photographic films. Ethylenimine is used in the manufacture of triethylene melamine, a cancer chemotherapy drug; various ethylenimines are used as insect chemosterilant agents for pest control (Ham 1978). -
Sicherheitsprofil
Confirmed carcinogen with experimental carcinogenic, neoplastigenic, tumorigenic, and teratogenic data. Other experimental reproductive effects. Poison by ingestion, skin contact, inhalation, and intraperitoneal routes. Human mutation data reported. A skin, mucous membrane, and severe eye irritant. An allergc sensitizer of skin. Causes opaque cornea, keratoconus, and necrosis of cornea (experimentally). Has been known to cause severe human eye injury. Drinking of carbonated beverages is recommended as an antidote to ths material in stomach. A very dangerous fire and explosion hazard when exposed to heat, flame, or oxidzers. Reacts violently with acids, aluminum chloride + substituted anilines, acetic acid, acetic anhydride, acrolein, acrylic acid, allyl chloride, CS2, Cl2, chlorosulfonic acid, epichlorohydrin, glyoxal, HCl, HF, HNO3, oleum, P-propiolactone, Ag, NaOCl, H2SO4, vinyl acetate. Reacts with chlorinating agents (e.g., sodum hypochlorite solution) to form the explosive 1 chloroaziridine. Reacts with silver or its alloys to form explosive silver derivatives. Dangerous; heat and/or the presence of catalytically active metals or chloride ions can cause a violent exothermic reaction. To fight fire, use alcohol foam, CO2, dry chemical. When heated to decomposition it emits acrid smoke and irritating fumes. -
mögliche Exposition
Ethyleneimine is used in production of binding agents; formation of plastics; and improving paper strength; in many organic syntheses; as an intermediate and monomer for fuel oil and lubricating refining. The polymerization products, polyethyleneimines, are used as auxiliaries in the paper industry and as flocculation aids in the clarification of effluents. It is also used in the textile industry for increasing wet strength, flame-, water-, shrinkproofing, and stiffening -
Erste Hilfe
If this chemical gets into the eyes, remove anycontact lenses at once and irrigate immediately for at least45 min, occasionally lifting upper and lower lids. Seek medical attention immediately since eye splashes can causesevere illness or death. If this chemical contacts the skin,remove contaminated clothing and wash immediately withsoap and water. Seek medical attention immediately. If thischemical has been inhaled, remove from exposure, beginrescue breathing (using universal precautions, includingresuscitation mask) if breathing has stopped and CPR ifheart action has stopped. Transfer promptly to a medicalfacility. When this chemical has been swallowed, get medical attention. Give large quantities of water and induce vomiting. Do not make an unconscious person vomit.Medical observation is recommended for 24- 48 h afterbreathing overexposure, as pulmonary edema may bedelayed. As first aid for pulmonary edema, a doctor orauthorized paramedic may consider administering a corticosteroid spray -
Carcinogenicity
The carcinogenicity of ethyleneimine was evaluated in two strains of mice, and both gave positive results. Groups of 18 male and 18 female mice of B6C3F1 or B6AKR strains were treated orally (initially by gavage, then in the diet) from age 7 days through 77–78 weeks. The time-weighted average (TWA) dose was about 1.8 mg/kg/day. The incidence of hepatomas and lung adenomas was significantly elevated in both strains and sexes. In B6C3F1 mice, the incidence of hepatomas and pulmonary adenomas was 15/17 and 15/17 in males and 11/15 and 15/15 females, respectively. In the B6AKR strain, hepatomas and adenomas occurred in 9/16 and 12/16 males and in 2/11 and 10/11 females, respectively. In the control groups, hepatomas were 8/79 and 0/87 in male and female B6C3F1 mice and 5/90 and 1/82 in male and female B6AKR mice. The respective incidence of pulmonary adenomas was 5/79, 3/87, 10/90, and 3/82. The incidence of hepatomas and pulmonary adenomas (reported as combined tumors) was significantly (p<0.01) elevated. -
Environmental Fate
Photolytic. The vacuum UV photolysis (λ = 147 nm) and γ radiolysis of ethylenimine resulted in the formation of acetylene, methane, ethane, ethylene, hydrogen cyanide, methyl radicals, and hydrogen (Scala and Salomon, 1976). Photolysis of ethylenimine vapor at krypton and xenon lines yielded ethylene, ethane, methane, acetylene, propane, butane, hydrogen, ammonia, and ethyleneimino radicals (Iwasaki et al., 1973).
Chemical/Physical. Polymerizes easily (Windholz et al., 1983). Hydrolyzes in water forming ethanolamine (HSDB, 1989). The estimated hydrolysis half-life in water at 25 °C and pH 7 is 154 d (Mabey and Mill, 1978). -
Stoffwechsel
When male Dow-Wistar rats were injected intraperitoneally with [14C]-ethylenimine (80mug), approximately half of the dose was excreted in the urine (Wright and Rowe 1967). The major portion of the radioactivity in the urine consisted of unidentified products, although a small amount was excreted unchanged. A small portion, 3-5%, was expired as 14C02, and 1-3% was expired as a volatile, basic material, probably ethylenimine, during 24 h. Significant amounts of radioactivity were accumulated in liver, intestines, cecum, spleen, and kidneys. After 24 h, tissue radioactivity became constant and essentially unavailable for further metabolism. The aziridine ring of drugs is readily cleaved by microsomal enzymes, possibly with intermediate formation of an N-oxide (Oelschlager and Al Shaik 1985). -
Lager
(1) Color Code—Red: Flammability Hazard: Storein a flammable liquid storage area or approved cabinetaway from ignition sources and corrosive and reactivematerials. (2) Color Code—Blue: Health Hazard/Poison:Store in a secure poison location. Prior to working with thischemical you should be trained on its proper handling andstorage. Before entering confined space where this chemicalmay be present, check to make sure that an explosive concentration does not exist. Ethyleneimine must be inhibitedand stored to avoid contact with strong acids (such ashydrochloric, sulfuric, and nitric) and oxidizers (such asperchlorates, peroxides, permanganates, chlorates, andnitrates) since violent reactions occur. Store in tightlyclosed containers in a cool, well-ventilated area. Sources ofignition, such as smoking and open flames, are prohibitedwhere ethyleneimine is handled, used, or stored. Metal containers involving the transfer of 5 gallons or more of ethyleneimine should be grounded and bonded. Drums mustbe equipped with self-closing valves, pressure vacuumbungs, and flame arresters. Use only nonsparking tools andequipment, especially when opening and closing containersof ethyleneimine. Wherever ethyleneimine is used, handled,manufactured, or stored, use explosion-proof electricalequipment and fittings. A regulated, marked area should beestablished where this chemical is handled, used, or storedin compliance with OSHA Standard 1910.1045 -
Versand/Shipping
UN1185 Ethyleneimine, stabilized, Hazard class: 6.1; Labels: 6.1-Poison Inhalation Hazard, 3-Flammable liquid, Inhalation Hazard Zone A. PGI -
läuterung methode
Redistil it in an Ar or N2 atmosphere in a fume hood, and store it over KOH in sealed bottles in a refrigerator. Commercial aziridine has been dried over sodium and distilled from the metal through an efficient column before use [Jackson & Edwards J Am Chem Soc 83 355 1961, Wenker J Am Chem Soc 57 2328 1935]. It is a weaker base than Me2NH (pK2 5 10.87) but is caustic to the skin. It should not be inhaled, causes inflammation of the eyes, nose and throat, and one may become sensitized to it. It is soluble in H2O, has an ammoniacal smell and reacts with CO2. Pure aziridine is comparatively stable but polymerises in the presence of traces of H2O and is occasionally explosive in the presence of acids. CO2 is sufficiently acidic to cause polymerisation (forms linear polymers) which is not free radical promoted. It is stable in the presence of bases. The violet 2:1 Cu complex crystallises from EtOH containing a few drops of aziridine and adding Et2O, and has m 142o(dec). The picrate has m 142o. [O'Rourke et al. J Am Chem Soc 78 2159 1956.] It has also been dried over BaO and has been distilled from sodium under nitrogen. [Allen et al. Org Synth Coll Vol IV 433 1963, Beilstein 20 III/IV 1.] TOXIC. -
Toxicity evaluation
Ethyleneimine is an extremely reactive alkylating agent that undergoes ring-opening reactions with cellular nucleophiles. -
Inkompatibilitäten
May form explosive mixture with air. Ethyleneimine is a medium strong base. Contact with acids, aqueous acid conditions, oxidizers, aluminum, or carbon dioxide may cause explosive polymerization. Explosive silver derivatives may be formed with silver alloys e.g., silver solder). Self-reactive with heat or atmospheric carbon dioxide. May accumulate static electrical charges, and may cause ignition of its vapors. Attacks rubber, coatings, plastics, and chemically active metals. Ethyleneimine vapors are not inhibited and may form polymers in vents or flame arresters, resulting in stopping of the vents. -
Waste disposal
Controlled incineration; incinerator equipped with a scrubber or thermal unit to reduce nitrogen oxides emissions -
Vorsichtsmaßnahmen
During use of ethyleninime, students and occupational workers should wear protective equipment, such as gloves, safety glasses, and should have good ventilation. Ethyleninime should be handled as a carcinogen. Ethyleninime vapor/air mixtures are explosive and pose a risk of fi re and explosion on contact with acid(s), oxidants.
Ethyleneimine Upstream-Materialien And Downstream Produkte
Upstream-Materialien
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Downstream Produkte
- 1-Aziridinethanol
- N,N'-Bis(2-chlorethyl)-nitrosoharnstoff
- Thiotepa
- ETHYL 2-CHLOROETHYLCARBAMATE
- Mercaptamin
- 2,2-Dimethylaziridin
- 2,5-BIS(1-AZIRIDINYL)-3,6-DICHLORO-2,5-CYCLOHEXADIENE-1,4-DIONE
- Citicolin
- carboquone
- POLYETHYLENEIMINE
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151-56-4, Ethyleneimine Verwandte Suche:
- Ciprofloxacin hydrochloride
- Ciprofloxacin
- Ciprofloxacin lactate
- 3,8-Diamino-5-(3-(diethylmethylam-monio)-propyl)-6-phenylphenanthri-diniumdiiodid
- Maleimid
- Imipenem
- Succinimid
- N-Cyclopropyl-1,3,5-triazin-2,4,6-triamin
- 1-((2-(2,4-Dichlorphenyl)-4-pro-pyl-1,3-dioxalan-2-yl)methyl)-1H-1,2,4-triazol
- Phthalimid
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