Cyclobutylamine Struktur

Cyclobutylamin

Bezeichnung:Cyclobutylamin

CAS-Nr2516-34-9

Englisch Name:Cyclobutylamine

CBNumberCB0134657

SummenformelC4H9N

Molgewicht71.12

MOL-Datei2516-34-9.mol

Synonyma

Cyclobutylamin

Cyclobutylamin physikalisch-chemischer Eigenschaften

Schmelzpunkt	133-135.5 °C(Solv: ligroine (8032-32-4); dichloromethane (75-09-2))
Siedepunkt	81.5 °C752 mm Hg(lit.)
Dichte	0.833 g/mL at 25 °C(lit.)
Brechungsindex	n20/D 1.437(lit.)
Flammpunkt	24 °F
storage temp.	2-8°C
pka	10.80±0.20(Predicted)
Aggregatzustand	Liquid
Farbe	Clear colorless to light yellow
Wasserlöslichkeit	slightly soluble
Sensitive	Hygroscopic
BRN	2069297
InChIKey	KZZKOVLJUKWSKX-UHFFFAOYSA-N
CAS Datenbank	2516-34-9(CAS DataBase Reference)
NIST chemische Informationen	Cyclobutylamine(2516-34-9)

Sicherheit

Kennzeichnung gefährlicher	F,C,Xi
R-Sätze:	11-34-20/21/22-36/37/38
S-Sätze:	16-26-36/37/39-45-33-7/9
RIDADR	UN 2733 3/PG 2
WGK Germany	3
HazardClass	3
PackingGroup	II
HS Code	29213000

Gefahreninformationscode (GHS)

Cyclobutylamine Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R11:Leichtentzündlich.
R34:Verursacht Verätzungen.
R20/21/22:Gesundheitsschädlich beim Einatmen,Verschlucken und Berührung mit der Haut.
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
S-Sätze Betriebsanweisung:
S16:Von Zündquellen fernhalten - Nicht rauchen.
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).
S33:Maßnahmen gegen elektrostatische Aufladungen treffen.
S7/9:Behälter dicht geschlossen an einem gut gelüfteten Ort aufbewahren.
Chemische Eigenschaften
Clear colorless to light yellow liquid
Verwenden
Cyclobutylamine is a substrate employed in a microwave-assisted synthesis of 7-azaindoles from dihalopyridines. Also it is a reactant in the preparation of imidazo[1,2-b]pyridazine derivatives as selective and orally available Mps1 (TTK) kinase inhibitors.
synthetische
The preparation of cyclobutylamine from cyclobutanecarboxylic acid and hydrazoic acid has been reported previously. Cyclobutylamine has also been prepared by the Hofmann-type rearrangement of cyclobutanecarboxamide. More recently it has been prepared in 82–87% overall yield from cyclobutanecarboxamide by oxidative rearrangement with lead tetraacetate or iodosobenzene diacetate.

Synthesis of cyclobutylamine
läuterung methode
It has been purified by steam distillation. The aqueous distillate (e.g. 2L) is acidified with 3N HCl (90mL) and evaporated to dryness in a vacuum. The hydrochloride is treated with a few mL of H2O, cooled in ice and a slush of KOH pellets ground in a little H2O is added slowly in portions and keeping the solution very cold. The amine separates as an oil from the strongly alkaline solution. The oil is collected, dried over solid KOH and distilled using a vacuum jacketed Vigreux column (p 11) and protected from CO2 using a soda lime tube. The fraction boiling at 79-83o is collected, dried over solid KOH for 2days and redistilled over a few pellets of KOH (b 80.5-81.5o). Best distil in a dry N2 atmosphere. The purity can be checked by GLC using a polyethylene glycol on Teflon column at 72o, 15 psi, flow rate of 102 mL/min of He. The sample can appear homogeneous but because of tailing it is not possible to tell if H2O is present. The NMR in CCl4 should show no signals less than 1 ppm from TMS. The hydrochloride has a multiplet at ca 1.5-2.6ppm (H 2,2,4,3,3,4,4), a quintet at 3.8 ppm (H 1) and a singlet at 4.75 for NH2 [Roberts & Chambers J Am Chem Soc 73 2509 1951]. The benzenesulfonamide has m 85-86o (from aqueous MeOH) and the benzoyl derivative has m 120.6-121.6o. [Roberts & Mazur J Am Chem Soc 73 2509 1951, Iffland et al. J Am Chem Soc 75 4044 1953, Werner & Casanova Jr Org Synth Coll Vol V 273 1973, Beilstein 12 IV 3.]

Cyclobutylamine Upstream-Materialien And Downstream Produkte

Cyclobutylamin Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

2516-34-9, Cyclobutylamine Verwandte Suche:

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