Hexamethyleneimine Struktur

Perhydroazepin

Bezeichnung:Perhydroazepin

CAS-Nr111-49-9

Englisch Name:Hexamethyleneimine

CBNumberCB6852841

SummenformelC6H13N

Molgewicht99.17

MOL-Datei111-49-9.mol

Synonyma

Perhydroazepin

Perhydroazepin physikalisch-chemischer Eigenschaften

Schmelzpunkt	-37°C
Siedepunkt	138 °C749 mm Hg(lit.)
Dichte	0.88 g/mL at 25 °C(lit.)
Dampfdruck	7.4 mm Hg ( 21.1 °C)
Brechungsindex	n20/D 1.466(lit.)
Flammpunkt	65 °F
storage temp.	Poison room
Aggregatzustand	Liquid
pka	pK1:11.07 (25°C)
Farbe	Clear colorless to light yellow
Geruch (Odor)	Ammonia-like.
Explosionsgrenze	1.6-9.9%(V)
Wasserlöslichkeit	soluble
BRN	1084
LogP	1.7
CAS Datenbank	111-49-9(CAS DataBase Reference)
NIST chemische Informationen	1H-Azepine, hexahydro-(111-49-9)
EPA chemische Informationen	1H-Azepine, hexahydro- (111-49-9)

Sicherheit

Kennzeichnung gefährlicher	T,T+,F
R-Sätze:	10-20-25-34-28-11
S-Sätze:	26-36/37/39-45-28A-16-1
RIDADR	UN 2493 3/PG 2
WGK Germany	3
RTECS-Nr.	CM3150000
Selbstentzündungstemperatur	255 °C
TSCA	Yes
HS Code	2933 99 80
HazardClass	3
PackingGroup	II
Giftige Stoffe Daten	111-49-9(Hazardous Substances Data)
Toxizität	LD50 orally in Rabbit: 410 mg/kg

Gefahreninformationscode (GHS)

Hexamethyleneimine Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R10:Entzündlich.
R20:Gesundheitsschädlich beim Einatmen.
R25:Giftig beim Verschlucken.
R34:Verursacht Verätzungen.
R28:Sehr giftig beim Verschlucken.
R11:Leichtentzündlich.
S-Sätze Betriebsanweisung:
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).
S16:Von Zündquellen fernhalten - Nicht rauchen.
S1:Unter Verschluss aufbewahren.
Chemische Eigenschaften
clear colorless to light yellow liquid
Verwenden
Hexamethyleneimine is used as a pharmaceutical product and raw material for rubber products. It is also used as a intermediate for agrochemicals, zeolites, dyes , inks, rubber chemicals, textile chemicals, corrosion inhibitors, ore flotation.
Verwenden
A degradation product of herbicide Molinate in pot soil and rice plants.
Vorbereitung Methode
Hexamethyleneimine is produced in 84% yield by heating hexamethylenediamine at 350 ℃ in a stream of hydrogen. The catalyst, ammonium vanadate on activated alumina, is prereduced with hydrogen at 500 ℃. Residues from the industrial distillation of hexamethylenediamine can be converted into hexamethyleneimine over aluminum silicate or aluminum oxide in a stream of nitrogen. For the preparation from caprolactam]. Hexamethyleneimine can be prepared by dimerizing acrolein, reducing the product to 2- hydroxymethyltetrahydropyran, expanding the ring to give oxepane, followed by treatment with ammonia over aluminum oxide at 350 ℃.
Application
The most important use is the conversion of hexamethyleneimine into S-ethylhexahy- dro-1H-azepine-1-carbothioate, the selective rice herbicide Molinate (C2H5 S–CO–NC6H12 , Zeneca).
Definition
ChEBI: An azacycloalkane that is cycloheptane in which one of the carbon atoms is replaced by a nitrogen atom.
Allgemeine Beschreibung
A colorless liquid with an ammonia-like odor. Flash point 65°F. Toxic by ingestion. Corrosive to metals and tissue. Combustion produces toxic oxides of nitrogen.
Air & Water Reaktionen
Highly flammable. Soluble in water.
Reaktivität anzeigen
Hexamethyleneimine 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 is generated in combination with strong reducing agents, such as hydrides.
Hazard
Toxic by ingestion, strong irritant to tissue.
Health Hazard
Inhalation of vapor irritates respiratory tract; high concentrations may cause disturbance of the central nervous system. Ingestion causes burns of mouth and stomach. Contact with concentrated vapor may cause severe eye injury. Contact with liquid causes burns of eyes and skin.
Flammability and Explosibility
Highly flammable
Chemische Reaktivität
Reactivity with Water No reaction; Reactivity with Common Materials: No reactions; Stability During Transport: Stable; Neutralizing Agents for Acids and Caustics: Not pertinent; Polymerization: Not pertinent; Inhibitor of Polymerization: Not pertinent.
läuterung methode
Purify azepane by dissolving in Et2O and adding ethanolic HCl until all the base separates as the white hydrochloride, filter, wash with Et2O and dry it (m 236o). The salt is dissolved in the minimum volume of H2O and basified to pH ~ 14 with 10N KOH. The solution is extracted with Et2O, the extract is dried over KOH, evaporated and distilled. The free base is a FLAMMABLE and TOXIC liquid, and best kept as the salt. The nitrate has m 120-123o, the picrate has m 145-147o, and the tosylate has m 76.5o (ligroin). [Müller & Sauerwald Monatsh Chem 48 727 1027, Hjelt & Agback Acta Chem Scand 18 194 1964, Beilstein 20 II 1406, 20 III/IV 1406, 20/4 V 3.]

Hexamethyleneimine Upstream-Materialien And Downstream Produkte

111-49-9, Hexamethyleneimine Verwandte Suche:

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