Di-n-butylamin Chemische Eigenschaften,Einsatz,Produktion Methoden
ERSCHEINUNGSBILD
FARBLOSE FLüSSIGKEIT MIT CHARAKTERISTISCHEM GERUCH.
CHEMISCHE GEFAHREN
Zersetzung beim Verbrennen unter Bildung giftiger Rauche mit Stickstoffoxiden. Starke Base. Reagiert sehr heftig mit Säuren. ätzend. Reagiert sehr heftig mit starken Oxidationsmitteln. Greift viele Metalle an.
ARBEITSPLATZGRENZWERTE
TLV nicht festgelegt (ACGIH 2005).
MAK nicht festgelegt (DFG 2005).
AUFNAHMEWEGE
Aufnahme in den Körper durch Inhalation der Dämpfe, über die Haut und durch Verschlucken.
INHALATIONSGEFAHREN
Nur ungenügende Angaben vorhanden über die Geschwindigkeit, mit der eine gesundheitsschädliche Konzentration in der Luft beim Verdampfen bei 20°C erreicht wird.
WIRKUNGEN BEI KURZZEITEXPOSITION
WIRKUNGEN BEI KURZZEITEXPOSITION: Die Substanz verätzt die Augen, die Haut und die Atemwege. Inhalation von Dampf kann zu Lungenödem führen (s.Anm.). Die Auswirkungen treten u.U. verzögert ein. ärztliche Beobachtung notwendig.
LECKAGE
Ausgelaufene Flüssigkeit in abdichtbaren Behältern sammeln. Reste vorsichtig neutralisieren. NICHT in die Umwelt gelangen lassen. Persönliche Schutzausrüstung: Vollschutzanzug mit umgebungsluftunabhängigem Atemschutzgerät.
R-Sätze Betriebsanweisung:
R10:Entzündlich.
R20/21/22:Gesundheitsschädlich beim Einatmen,Verschlucken und Berührung mit der Haut.
S-Sätze Betriebsanweisung:
S45:Bei Unfall oder Unwohlsein sofort Arzt zuziehen (wenn möglich, dieses Etikett vorzeigen).
S36/37/39:Bei der Arbeit geeignete Schutzkleidung,Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S23:Gas/Rauch/Dampf/Aerosol nicht einatmen(geeignete Bezeichnung(en) vom Hersteller anzugeben).
Chemische Eigenschaften
Dibutylamine is a colorless liquid with an odor
of ammonia.
Verwenden
Dibutylamine is a secondary dialkylamine. It is a versatile intermediate with a variety of applications.
Dibutylamine is extensively used in palladium-catalyzed cross-coupling with aryl halides to synthesize arylamines, popularly known as Buchwald–Hartwig amination.
It can be used in the oxone-mediated annulation of 2-aminobenzamides and 1,2-diaminobenzenes to synthesize 2,3-dihydroquinazolin-4(1H)-ones and 1H-benzimidazoles, respectively.
It can also be used in the one-pot multicomponent reactions to synthesize tetra- and penta-substituted polyfunctional dihydropyrroles.
Dibutylamine was employed as organocatalyst during the synthesis of 2-amino-3-cyano-4H-chromen-4-ylphosphonates via Knoevenagel, Pinner and phospha-Michael reactions. Di-n-butylamine (Dibutylamine) may be used to investigate the performance of a dry sampler, with an impregnated denuder in series with a glass fibre filter for airborne isocyanates. It was used in the preparation of 1M dibutylammonium phosphate buffer.
Vorbereitung Methode
n-Dibutylamine is prepared by two major methods. The first involves passing
ammonia and butanol over an alumina or silica catalyst at a temperature of
300-500°C and under pressure. The second method employs passing ammonia,
butanol, and hydrogen over a dehydrogenation catalyst. In each instance the
resulting mixtures are separated by continuous distillation and extraction (Schweizer
et al 1978). n-Dibutylamine can also be prepared from butyl bromide and
ammonia or by reaction of butyl chloride and ammonia (HSDB 1989). The amine
also is naturally present in food (Neurath et al 1977) and its emissions are
produced in soil and sewage. The amine is also found in the expired air of normal,
healthy, nonsmoking adults (Krotoszynski et al 1979).
N-Nitrosamines and their precursors including n-dibutylamine are present in
rubber products in which the accelerators and stabilizers used in the vulcanization
process were derived from dialkylamines. Analysis of a single extraction of rubber
nipples and baby pacifiers with artificial saliva (containing sodium nitrite) showed
n-dibutylamine levels up to 3890 p.p.b. and N-nitrosodibutylamine concentrations
as high as 427 p.p.b. (Thompson et al 1984).
Allgemeine Beschreibung
A yellow-colored liquid with a amine-like odor. Denser than water. Very corrosive, may burn skin, eyes, and mucous membranes. Flash point 125°F. Combustible. Produce toxic oxides of nitrogen when burned. Used to make other chemicals.
Air & Water Reaktionen
Flammable. Soluble in water.
Reaktivität anzeigen
Dibutylamine 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 Hazard
n-Dibutylamine is a severe irritant to skin and mucous membranes of the nose,
eyes, and respiratory tract. Exposure to this amine may result in some activation of
the sympathetic branch of the autonomic nervous system as manifested by
elevated blood pressure, eye pupil dilation and flushing of the skin.
Brandgefahr
Special Hazards of Combustion Products: Toxic oxides of nitrogen may form in fires.
Chemische Reaktivität
Reactivity with Water No reaction; Reactivity with Common Materials: May corrode some metals and attack some forms of plastics; Stability During Transport: Stable; Neutralizing Agents for Acids and Caustics: Not pertinent; Polymerization: Not pertinent; Inhibitor of Polymerization: Not pertinent.
Industrielle Verwendung
Primary industrial uses of n-dibutylamine include flotation reagents, dyestuffs,
rubber vulcanization accelerators, and corrosion inhibitors (HSDB 1989). In 1985
US production totalled approximately 2000 tons.
Sicherheitsprofil
Poison by ingestion and
subcutaneous routes. Moderately toxic by
skin contact and inhalation. Corrosive. A
severe skin and eye irritant. Mutation data
reported. Flammable liquid when exposed to
heat or flame; can react with oxidizing
materials. To fight fire, use alcohol foam,
foam, CO2, dry chemical. Exothermic
reaction with cellulose nitrate does not
proceed to ignition. When heated to
decomposition it emits toxic fumes of NOx.
mögliche Exposition
Used as a corrosion inhibitor; and
intermediate for emulsifiers, rubber products, dyes; and
insecticides.
Versand/Shipping
UN2248 Di-n-butylamine, Hazard class: 8;
Labels: 8-Corrosive material, 3-Flammable liquid.
läuterung methode
Dry this strong base with LiAlH4, CaH2 or KOH pellets, filter and distil it from BaO or CaH2. [Beilstein 4 IV 550.]
Inkompatibilitäten
May form explosive mixture with air.
Aqueous solution is a strong base. Incompatible with acids,
acid chlorides; acid anhydrides; halogens, isocyanates,
vinyl acetate; acrylates, substituted allyls; alkylene
oxides, epichlorohydrin, ketones, aldehydes, alcohols, gly-
cols, phenols, cresols, caprolactum solution; strong oxidi-
zers; reactive organic compounds. Attacks copper alloys,
zinc, tin, tin alloys; galvanized steel. Also, carbon dioxide
is listed as incompatible by the state of New Jersey.
Waste disposal
Dissolve or mix the material
with a combustible solvent and burn in a chemical
incinerator equipped with an afterburner and scrubber.
All federal, state, and local environmental regulations must
be observed.
Di-n-butylamin Upstream-Materialien And Downstream Produkte
Upstream-Materialien
Downstream Produkte
