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1,2-Diaminoethan Produkt Beschreibung

Ethylenediamine Struktur
107-15-3
CAS-Nr.
107-15-3
Bezeichnung:
1,2-Diaminoethan
Englisch Name:
Ethylenediamine
Synonyma:
EDA;ai3-24231;NCI-C60402;amerstat274;caswellno437;H2NCH2CH2NH2;Aethaldiamin;algicode106l;Diaminoethane;Ethylendiamin
CBNumber:
CB2127811
Summenformel:
C2H8N2
Molgewicht:
60.1
MOL-Datei:
107-15-3.mol

1,2-Diaminoethan Eigenschaften

Schmelzpunkt:
8.5 °C(lit.)
Siedepunkt:
118 °C(lit.)
Dichte
0.899 g/mL at 25 °C(lit.)
Dampfdichte
2.07 (vs air)
Dampfdruck
10 mm Hg ( 20 °C)
Brechungsindex
n20/D 1.4565(lit.)
Flammpunkt:
93 °F
storage temp. 
Flammables area
Löslichkeit
ethanol: soluble(lit.)
pka
10.712(at 0℃)
Aggregatzustand
Liquid, Fuming In Air
Wichte
0.899
Farbe
colorless to pale yellow
PH
12.2 (100g/l, H2O, 20℃)
Geruch (Odor)
Strong ammoniacal odor; ammonia-like mild and ammoniacal odor.
Explosionsgrenze
2-17%(V)
Wasserlöslichkeit
miscible
Sensitive 
Air Sensitive
Merck 
14,3795
BRN 
605263
Henry's Law Constant
1.69(x 10-9 atm?m3/mol) at 25 °C (Westheimer and Ingraham, 1956)
Expositionsgrenzwerte
TLV-TWA 10 ppm (~25 mg/m3) (ACGIH, MSHA, and OSHA); IDLH 2000 ppm (NIOSH).
InChIKey
PIICEJLVQHRZGT-UHFFFAOYSA-N
CAS Datenbank
107-15-3(CAS DataBase Reference)
NIST chemische Informationen
Ethylenediamine(107-15-3)
EPA chemische Informationen
1,2-Ethanediamine(107-15-3)
Sicherheit
  • Risiko- und Sicherheitserklärung
  • Gefahreninformationscode (GHS)
Kennzeichnung gefährlicher C
R-Sätze: 10-21/22-34-42/43
S-Sätze: 23-26-36/37/39-45
RIDADR  UN 1604 8/PG 2
WGK Germany  2
RTECS-Nr. KH8575000
10-34
Selbstentzündungstemperatur 716 °F
TSCA  Yes
HazardClass  8
PackingGroup  II
HS Code  29212110
Giftige Stoffe Daten 107-15-3(Hazardous Substances Data)
Toxizität LD50 orally in rats: 1.16 g/kg (Smyth)
Bildanzeige (GHS)
Alarmwort Achtung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H226 Flüssigkeit und Dampf entzündbar. Entzündbare Flüssigkeiten Kategorie 3 Warnung
H302 Gesundheitsschädlich bei Verschlucken. Akute Toxizität oral Kategorie 4 Warnung P264, P270, P301+P312, P330, P501
H311 Giftig bei Hautkontakt. Akute Toxizität dermal Kategorie 3 Achtung P280, P302+P352, P312, P322, P361,P363, P405, P501
H312 Gesundheitsschädlich bei Hautkontakt. Akute Toxizität dermal Kategorie 4 Warnung P280,P302+P352, P312, P322, P363,P501
H314 Verursacht schwere Verätzungen der Haut und schwere Augenschäden. Ätzwirkung auf die Haut Kategorie 1B Achtung P260,P264, P280, P301+P330+ P331,P303+P361+P353, P363, P304+P340,P310, P321, P305+ P351+P338, P405,P501
H315 Verursacht Hautreizungen. Hautreizung Kategorie 2 Warnung P264, P280, P302+P352, P321,P332+P313, P362
H317 Kann allergische Hautreaktionen verursachen. Sensibilisierung der Haut Kategorie 1A Warnung P261, P272, P280, P302+P352,P333+P313, P321, P363, P501
H318 Verursacht schwere Augenschäden. Schwere Augenschädigung Kategorie 1 Achtung P280, P305+P351+P338, P310
H334 Kann bei Einatmen Allergie, asthmaartige Symptome oder Atembeschwerden verursachen. Sensibilisierung der Atemwege Kategorie 1 Achtung P261, P285, P304+P341, P342+P311,P501
H412 Schädlich für Wasserorganismen, mit langfristiger Wirkung. Langfristig (chronisch) gewässergefährdend Kategorie 3 P273, P501
Sicherheit
P210 Von Hitze, heißen Oberflächen, Funken, offenen Flammen und anderen Zündquellenarten fernhalten. Nicht rauchen.
P260 Dampf/Aerosol/Nebel nicht einatmen.
P261 Einatmen von Staub vermeiden.
P273 Freisetzung in die Umwelt vermeiden.
P280 Schutzhandschuhe/Schutzkleidung/Augenschutz tragen.
P310 Sofort GIFTINFORMATIONSZENTRUM/Arzt/ anrufen.
P303+P361+P353 BEI BERÜHRUNG MIT DER HAUT (oder dem Haar): Alle kontaminierten Kleidungsstücke sofort ausziehen. Haut mit Wasser abwaschen oder duschen.
P305+P351+P338 BEI KONTAKT MIT DEN AUGEN: Einige Minuten lang behutsam mit Wasser spülen. Eventuell vorhandene Kontaktlinsen nach Möglichkeit entfernen. Weiter spülen.
P342+P311 Bei Symptomen der Atemwege: GIFTINFORMATIONSZENTRUM/Arzt/... (geeignete Stelle für medizinische Notfallversorgung vom Hersteller/Lieferanten anzugeben) anrufen.
P370+P378 Bei Brand: zum Löschen verwenden.
P405 Unter Verschluss aufbewahren.

1,2-Diaminoethan Chemische Eigenschaften,Einsatz,Produktion Methoden

ERSCHEINUNGSBILD

FARBLOSE BIS GELBE, HYGROSKOPISCHE FLüSSIGKEIT MIT STECHENDEM GERUCH.

CHEMISCHE GEFAHREN

Zersetzung beim Verbrennen unter Bildung giftiger Rauche (Stickstoffoxide). Mittelstarke Base. Reagiert sehr heftig mitchlorierten organischen Verbindungen, starken Oxidationsmittelnund Säuren.

ARBEITSPLATZGRENZWERTE

TLV: 10 ppm (als TWA); Hautresorption; Krebskategorie A4 (nicht klassifizierbar als krebserzeugend für den Menschen); (ACGIH 2005).
MAK: IIb (nicht festgelegt, aber Informationen vorhanden); Sensibilisierung der Atemwege und der Haut; (DFG 2005).

AUFNAHMEWEGE

Aufnahme in den Körper durch Inhalation, über die Haut und durch Verschlucken.

INHALATIONSGEFAHREN

Beim Verdampfen bei 20°C kann schnell eine gesundheitsschädliche Kontamination der Luft eintreten.

WIRKUNGEN BEI KURZZEITEXPOSITION

WIRKUNGEN BEI KURZZEITEXPOSITION:
Die Substanz verätzt die Augen, die Haut und die Atemwege. ätzend beim Verschlucken.

WIRKUNGEN NACH WIEDERHOLTER ODER LANGZEITEXPOSITION

Wiederholter oder andauernder Hautkontakt kann Dermatitis hervorrufen. Wiederholter oder andauernder Kontakt kann zu Hautsensibilisierung führen. Wiederholte oder andauernde Inhalation kann asthmatische Beschwerden hervorrufen.

LECKAGE

Belüftung. Zündquellen entfernen. Ausgelaufene Flüssigkeit in abgedeckten 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:

R10:Entzündlich.
R21/22:Gesundheitsschädlich bei Berührung mit der Haut und beim Verschlucken.
R34:Verursacht Verätzungen.
R42/43:Sensibilisierung durch Einatmen und Hautkontakt möglich.

S-Sätze Betriebsanweisung:

S23:Gas/Rauch/Dampf/Aerosol nicht einatmen(geeignete Bezeichnung(en) vom Hersteller anzugeben).
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36/37/39:Bei der Arbeit geeignete Schutzkleidung,Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
S45:Bei Unfall oder Unwohlsein sofort Arzt zuziehen (wenn möglich, dieses Etikett vorzeigen).

Aussehen Eigenschaften

C2H8N2; 1,2-Ethandiamin, 1,2-Diaminoethan. Farblose Flüssigkeit mit ammoniakalischem Geruch.

Gefahren für Mensch und Umwelt

Entzündlich. Nicht mit Säuren in Berührung bringen. Dämpfe schwerer als Luft. Können explosionsfähige Gemische bilden.
Gesundheitsschädlich bei Berührung mit der Haut, Einatmen und Verschlucken. Verursacht Verätzungen. Sensibilisierung durch Hautkontakt möglich. Schädigt bei Aufnahme Nieren und Leber.
LD50 (oral, Ratte): 500 mg/kg
Wassergefährdend.

Schutzmaßnahmen und Verhaltensregeln

Schutzhandschuhe als kurzzeitiger Spritzschutz.

Verhalten im Gefahrfall

Mit flüssigkeitsbindendem Material, z. B. Rench Rapid aufnehmen, der Entsorgung zuführen. Mit Wasser nachreinigen.
Kohlendioxid, Wasser, Pulver, Schaum.
Brennbar. Dämpfe schwerer als Luft. Mit Luft Bildung explosionsfähiger Gemische möglich.

Erste Hilfe

Nach Hautkontakt: Mit reichlich Wasser abwaschen. Abtupfen mit Polyethylenglycol 400.
Nach Augenkontakt: Mit reichlich Wasser bei geöffnetem Lidspalt mindestens 10 Minuten ausspülen. Augenarzt hinzuziehen.
Nach Einatmen: Frischluft.
Nach Verschlucken: Zitronensaft oder Speiseessig trinken lassen. Dann viel Wasser. Erbrechen vermeiden. Perforationsgefahr! Sofort Arzt hinzuziehen.
Nach Kleidungskontakt: Kontaminierte Kleidung sofort entfernen.
Ersthelfer: siehe gesonderten Anschlag

Sachgerechte Entsorgung

Als halogenfreie, organische Lösemittelabfälle.

Chemische Eigenschaften

CLEAR liquid

Chemische Eigenschaften

Ethylenediamine, a polyamine, is a strongly alkaline, colorless, clear, thick liquid. Ammonia odor. A solid below 8.5℃. The Odor Threshold is 1.0 ppm

Physikalische Eigenschaften

Clear, colorless, volatile, slight viscous, hygroscopic liquid with a sweet, ammonia-like odor. The average least detectable odor threshold concentrations in water at 60 °C and in air at 40 °C were 12 and 52 mg/L, respectively (Alexander et al., 1982).

Verwenden

[Note—Edamine is the recommended contraction for the ethylenediamine radical.].

Verwenden

Ethylenediamine is used as a stabilizerfor rubber latex, as an emulsifier, as aninhibitor in antifreeze solutions, and intextile lubricants. It is also used as a solvent for albumin, shellac, sulfur, and othersubstances.

Definition

An organic compound, H2NCH2CH2NH2. It is important in inorganic chemistry because it may function as a bidentantate ligand, coordinating to a metal ion by the lone pairs on the two nitrogen atoms. In the names of complexes it is given the abbreviation en.

Vorbereitung Methode

The production of ethylene-1,2-diamine (EDA) is by the catalytic amination of monoethanolamine or the reaction of aqueous ammonia with 1,2-dichloroethane (Spitz 1979). U.S. Production is estimated at greater than 33,000 tons in 1975.

Definition

ChEBI: An alkane-alpha,omega-diamine in which the alkane is ethane.

Air & Water Reaktionen

Highly flammable. Hygroscopic. Fumes in the air. Water soluble. Biodegrades readily.

Reaktivität anzeigen

A base. Highly reactive with many compounds. Can react violently with acetic acid, acetic anhydride, acrolein, acrylic acid, acrylonitrile, allyl chloride, carbon disulfide, chlorosulfonic acid, epichlorohydrin, ethylene chlorohydrin, hydrogen chloride, mesityl oxide, nitric acid, oleum, AgClO4, sulfuric acid, beta-propiolactone and vinyl acetate. Incompatible with strong acids, strong oxidizers (perchlorate salts), and chlorinated organic compounds. Ethylenediamine is also incompatible with halogenated organic compounds and metal halides. May react with nitromethane and diisopropyl peroxydicarbonate. May ignite on contact with cellulose nitrate. Readily absorbs carbon dioxide from the air to give crusty solid deposits. . Ethylenediamine reacts violently with ethylene chlorohydrin. (Lewis, R.J., Sr. 1992. Sax's Dangerous Properties of Industrial Materials, 8th Edition. New York: Van Nostrand Reinhold. pp. 1554.).

Hazard

Toxic by inhalation and skin absorption, strong irritant to skin and eyes. Flammable, moderate fire risk. Questionable carcinogen.

Health Hazard

Human subjects found 100 p.p.m. EDA for a few seconds to be inoffensive but higher concentrations of 200 and 400 p.p.m. produced noticeable irritation of the nasal mucosa (HSDB 1988). Acute EDA ingestion will cause burns of the mouth, esophagus and possibly stomach. Eye contact would be expected to produce a serious burn due to the corrosiveness of the compound. Acute exposure to the skin is likely to produce a skin burn, while chronic exposure will cause a serious burn.
EDA, in addition, is a potent allergen causing hypersensitization in exposed individuals (HSDB 1988). Because of such reactions, it has been difficult to establish threshold limits that will prevent the hypersensitization response. Allergic reactions to EDA in hair and nail care products have been observed among beauty operators, patrons and their husbands (Arena 1979). In the lacquer and shellac industries, exposure to EDA used as a solvent or paint thinner has produced wheezing, heaviness in the chest, severe asthma, allergic coryza and skin rashes (Arena 1979). Workmen exposed to EDA occasionally see halos around objects and have some blurring of vision, presumably due to the effects on the corneal epithelium (Grant 1974). In a study population of 1158 paid volunteers given a patch test, 0.43% showed a positive reaction to EDA (Prystowsky et al 1979).

Health Hazard

Ethylenediamine is a severe skin irritant, pro ducing sensitization, an allergic reaction andblistering on the skin. Pure liquid on contact with the eyes can damage vision. A25% aqueous solution can be injurious to theeyes. Inhalation of its vapors can producea strong irritation to the nose and respiratory tract leading to chemical pneumonitis and pulmonary edema. Such irritation inhumans with symptoms of cough and dis tressed breathing may be noted at concentrations of >400 ppm. Repeated exposure tohigh concentrations of this substance in airmay cause lung, liver, and kidney damage.The toxicity of this compound, however, ismuch less than that of ethylenimine.The acute oral toxicity value in animalswas low to moderate. An oral LD50 value inrats is 500 mg/kg (NIOSH 1986).

Health Hazard

Vapor inhalations at a concentration of 200 ppm for 5 to 10 minutes will lead to nasal irritation and produce a tingling sensation. Inhalation at concentrations of 400 ppm or greater leads to severe nasal irritation. Respiratory irritation may result. Many individuals are hypersensitive to Ethylenediamine exposure; therefore, safe threshold limits are difficult to set.

Brandgefahr

Burning rate: 2.2 mm/minute. When exposed to heat or flame, the material has a moderate fire potential. The material can react readily with oxidizing materials. Containers may explode in heat of fire. Material emits nitrogen oxides when burned. Avoid carbon disulfide, silver perchlorate, imines, oxidizing materials. Stable. Hazardous polymerization may not occur.

Chemische Reaktivität

Reactivity with Water Gives off heat, but reaction is not hazardous; Reactivity with Common Materials: No reaction; Stability During Transport: Stable; Neutralizing Agents for Acids and Caustics: Flush with water; Polymerization: Not pertinent; Inhibitor of Polymerization: Not pertinent.

Industrielle Verwendung

EDA functions as a reactive intermediate in the synthesis of carbamate fungicides and in the preparation of dyes, synthetic waxes, resins, insecticides and asphalt wetting agents (Parmeggiani 1983). EDA is a solvent for casein, albumin, shellac, and sulfur; an emulsifier; a stabilizer for rubber latex; an inhibitor in antifreeze solutions; and a pharmaceutic aid (aminophylline injection stabilizer) (Windholz 1983). It is also an important ingredient in hair-settings, cold wave lotions, and nail polish (Arena 1979).

Kontakt-Allergie

Ethylenediamine is used in numerous industrial processes as a solvent for casein or albumin, as a stabilizer in rubber latex, and as a textile lubricant. It can be found in epoxy resin hardeners, cooling oils, fungicides, and waxes. Contact dermatitis from ethylenediamine is almost exclusively due to topical medicaments. Occupational contact dermatitis in epoxy resin systems is rather infrequent. Ethylenediamine can crossreact with triethylenetetramine and diethylenetriamine. Ethylenediamine was found to be responsible for sensitization in pharmacists handling aminophylline suppositories, in nurses preparing and administering injectable theophylline, and in a laboratory technician in the manufacture of aminophylline tablets

Sicherheitsprofil

A human poison by inhalation. Experimental poison by inhalation, intraperitoneal, subcutaneous, and intravenous routes. Moderately toxic by ingestion and skin contact, Experimental reproductive effects. Corrosive. A severe skin and eye irritant. An allergen and sensitizer. Mutation data reported. Flammable liquid when exposed to heat, flame, or oxidizers. Can react violently with acetic acid, acetic anhydride, acrolein, acrylic acid, acrylonitrile, allyl chloride, CS2, chlorosulfonic acid, epichlorohydrin, ethylene chlorohydrin, HCl, mesityl oxide, HNO3, oleum, AgClO4, H2SO4, Ppropiolactone, or vinyl acetate. To fight fwe, use CO2, dry chemical, alcohol foam. When heated to decomposition it emits toxic fumes of NOx and NH3. See also MINES.

mögliche Exposition

Ethylenediamine is used as an intermediate; as a urine acidifier; as a solvent; an emulsifier for casein and shellac solutions; a stabilizer in rubber late. A chemical intermediate in the manufacture of dyes; corrosion inhibitors; synthetic waxes; fungicides, resins, insecticides, asphalt wetting agents; and pharmaceuticals. Ethylenediamine is a degradation product of the agricultural fungicide Maneb.

Environmental Fate

Chemical/Physical. Absorbs carbon dioxide forming carbonates (Patnaik, 1992; Windholz et al., 1983).
At an influent concentration of 1,000 mg/L, treatment with GAC resulted in an effluent concentration of 893 mg/L. The adsorbability of the carbon used was 21 mg/g carbon (Guisti et al., 1974).

Stoffwechsel

EDA is absorbed through the skin (Beard and Noe 1981). The penetration rates, distribution and excretion of topically applied [14C]-ethylenediamine have been studied in the rat (Yang et al 1987). Male Wistar rats were percutaneously exposed to solutions of 10, 25 or 50% EDA over about 10% of the body surface. Absorption of EDA was concentration dependent, with about 12, 55 and 61% being absorbed at the 70, 25 and 50% concentration respectively. The terminal plasma half-life of EDA was approximately 4.5 h and the major route of excretion was via the urine. The authors concluded that skin absorption is relatively low and the reduced absorption at higher EDA concentrations may be due to epidermal damage.
When male rats were given 5, 50 or 500 mg/kg doses of [14C]-EDA by oral, endotracheal and i.v. routes, urinary excretion accounted for 42-65% of the administered radioactivity (Yang and Tallant 1982). Fecal excretion amounted to 5-32% of the dose, depending on the route and 6-9% was eliminated in expired air as 14CO2. As the dosage increased from 5 to 50 to 500 mg/kg, there was a pattern of accumulated tissue EDA with a corresponding decrease in metabolite formation. The route of administration did not appear to change the metabolic profile. The major urinary metabolite in the rat was N-acetylethylenediamine (Yang and Tallant 1982). Cotgreave and Caldwell (1983) found that EDA was not detectable in the plasma 2 h after oral and i.v. administration of aminophylline in three healthy human subjects. Davies et al (1983) observed that ethylenediamine uptake in rat brain slices was temperature-dependent and appeared to take place by both sodium dependent and sodium independent mechanisms. Yang et al (1984a) demonstrated age- and, to a lesser extent, sex-related differences in the pharmacokinetics of EDA in Fischer 344 rats.

Versand/Shipping

UN1604 Ethylenediamine, Hazard class: 8; Labels: 8-Corrosive material, 3-Flammable liquid

läuterung methode

It forms a constant-boiling (b 118.5o, monohydrate, m 10o) mixture with water (23w/w%). [It is hygroscopic and miscible with water.] Recommended purification procedure [Asthana & Mukherjee in J.F.Coetzee (ed), Purification of Solvents, Pergamon Press, Oxford, 1982 cf p 53]: to 1L of ethylenediamine is added 70g of type 5A Linde molecular sieves and shaken for 12hours. The liquid is decanted and shaken for a further 12hours with a mixture of CaO (50g) and KOH (15g). The supernatant is fractionally distilled (at 20:1 reflux ratio) in contact with freshly activated molecular sieves. The fraction distilling at 117.2o /760mm is collected. Finally it is fractionally distilled from sodium metal. All distillations and storage of ethylenediamine should be carried out under nitrogen to prevent reaction with CO2 and water. The material containing 30% water is dried with solid NaOH (600g/L) and heated on a water bath for 10hours. Above 60o, separation into two phases takes place. The hot ethylenediamine layer is decanted off, refluxed with 40g of sodium for 2hours and distilled [Putnam & Kobe Trans Electrochem Soc 74 609 1938]. Ethylenediamine is usually distilled under nitrogen. Alternatively, it is dried over type 5A Linde molecular sieves (70g/L), then a mixture of 50g of CaO and 15g of KOH/L, with further dehydration of the supernatant with molecular sieves followed by distillation from molecular sieves and, finally, from sodium metal. A spectroscopically improved material is obtained by shaking with freshly baked alumina (20g/L) before distillation. [Beilstein 4 IV 1166.]

Inkompatibilitäten

Vapor may form explosive mixture with air. Ethylenediamine is a medium strong base. Violent reaction with strong acids; strong oxidizers; chlorinated organic compounds; acetic acid; acetic anhydride; acrolein, acrylic acid; acrylonitrile, allyl chloride; carbon disulfide; chlorosulfonic acid; epichlorohydrin, ethylene chlorohydrin, oleum, methyl oxide; vinyl acetate. Also incompatible with silver perchlorate, 3-propiolactone, mesityl oxide; ethylene dichloride; organic anhydrides; isocyanates, acrylates, substituted allyls; alkylene oxides; ketones, aldehydes, alcohols, glycols, phenols, cresols, caprolactum solution. Attacks aluminum, copper, lead, tin, zinc, and alloys; some plastics, rubber, and coatings.

Waste disposal

Controlled incineration (oxides of nitrogen are removed from the effluent gas by scrubbers and/or thermal devices).

1,2-Diaminoethan Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


1,2-Diaminoethan Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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107-15-3(1,2-Diaminoethan)Verwandte Suche:


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