4-Acryloylmorpholine Struktur

4-Acryloylmorpholine

Bezeichnung:4-Acryloylmorpholine

CAS-Nr5117-12-4

Englisch Name:4-Acryloylmorpholine

CBNumberCB3229639

SummenformelC7H11NO2

Molgewicht141.17

MOL-Datei5117-12-4.mol

4-Acryloylmorpholine physikalisch-chemischer Eigenschaften

Schmelzpunkt	−35 °C(lit.)
Siedepunkt	158°C 50mm
Dichte	1.122 g/mL at 25 °C(lit.)
Dampfdruck	1.03-1.64Pa at 25-29.9℃
Brechungsindex	n20/D 1.512(lit.)
Flammpunkt	>230 °F
storage temp.	2-8°C
Löslichkeit	Soluble in water
Aggregatzustand	Liquid
pka	-1.08±0.20(Predicted)
Farbe	Colorless to yellow
Wasserlöslichkeit	1000g/L at 20℃
Sensitive	Light Sensitive
BRN	119302
InChIKey	XLPJNCYCZORXHG-UHFFFAOYSA-N
LogP	-0.46 at 20.5-21℃
CAS Datenbank	5117-12-4(CAS DataBase Reference)
NIST chemische Informationen	N-acryloylmorpholine(5117-12-4)
EPA chemische Informationen	Morpholine, 4-(1-oxo-2-propenyl)- (5117-12-4)

Sicherheit

Kennzeichnung gefährlicher	Xn
R-Sätze:	22-41-43-48/22
S-Sätze:	23-26-36/37/39
WGK Germany	2
TSCA	Yes
HS Code	29349990

Gefahreninformationscode (GHS)

4-Acryloylmorpholine Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R22:Gesundheitsschädlich beim Verschlucken.
R41:Gefahr ernster Augenschäden.
R43:Sensibilisierung durch Hautkontakt möglich.
R48/22:Gesundheitsschädlich: Gefahr ernster Gesundheitsschäden bei längerer Exposition durch Verschlucken.
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.
Chemische Eigenschaften
4-Acryloylmorpholine has a melting point of ?35 °C and is clear liquid at room temperature. At 25 °C, it has a density of 1.122 g/mL. It needs to be stored at 2-8°C.
Verwenden
4-Acryloylmorpholine is used in adhesives, UV curable resins, industrial coatings, UV printing ink, oil recovery polymer, medicinal and commodity chemicals.
Reaktionen
Using cobalt catalysis, diethylzinc promotes the conjugate reduction of 4-acryloylmorpholine to produce the corresponding ethylzinc enolate, which reacts with N-tosyl aldimines to afford β-aminoamides^[1].
Flammability and Explosibility
Non flammable
Synthese
A solution of 0.04 mol of the corresponding amine in 20 ml of anhydrous methylene chloride was slowly added at 0-5??C to 0.02 mol of acryloyl chloride in 20 ml of anhydrous methylene chloride. The mixture was stirred for 3 h at room temperature in an inert atmosphere, and the precipitate was filtered off and washed with methylene chloride (2 ?á 10 ml). The organic layer was washed in succession with 5 ml of water and 5 ml of a saturated solution of NaHCO3 and dried over Na2SO4, the solvent was removed under reduced pressure, and the residue was purified by column chromatography on silica gel using hexane-ethyl acetate (5 : 1 to 1 : 1) as eluent. 4-Acryloylmorpholine, Yield 1.78 g (63%). IR spectrum, |í, cm-1: 2857, 1647, 1612, 1439, 1263, 1238, 1115, 1038, 953. 1H NMR spectrum, |?, ppm: 3.51-3.73 m (8H, NCH2CH2O), 5.72 d.d (1H, 3-Hcis, 3J = 10.6, 2J = 1.9 Hz), 6.29 d.d (1H, 3-Htrans, 3J = 16.7, 2J = 1.9 Hz), 6.57 d.d (1H, 2-H, J = 16.7, 10.6 Hz). 13C NMR spectrum, |?C, ppm: 41.74 and 45.66 (CH2N), 66.22 (CH2O), 126.64 (C2), 127.69 (C3), 164.92 (C1). Mass spectrum, m/z (Irel, %): 141 (36) [M]+, 140 (12), 126 (58), 112 (22), 111 (15), 110 (15), 109 (12), 98 (10), 96 (26), 86 (72), 83 (13), 70 (14), 68 (14), 57 (17), 56 (86), 55 (100), 42 (23).Fig. The synthetic method 2 of 4-Acryloylmorpholine
Einzelnachweise
[1] PRIETO O, LAM H W. Cobalt-catalyzed reductive Mannich reactions of 4-acryloylmorpholine with N-tosyl aldimines??[J]. Organic & Biomolecular Chemistry, 2007. DOI:10.1039/B715839D.

4-Acryloylmorpholine Upstream-Materialien And Downstream Produkte

4-Acryloylmorpholine Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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