4-Acryloylmorpholine

4-Acryloylmorpholine

Product Introduction

4-Acryloylmorpholine Basic information
Product Name: 4-Acryloylmorpholine
Synonyms: ACRYLOYL MORPHOLINE;4-ACRYLOYLMORPHOLINE;N-ACRYLOYLMORPHOLINE;4-(1-oxo-2-propenyl)-Morpholine;N-Acrolylmorpholine;N-Acrylylmorpholine;ACRYOYL MORPHOLINE;4-Acryloylmorpholine (stabilized with MEHQ)
CAS: 5117-12-4
MF: C7H11NO2
MW: 141.17
EINECS: 418-140-1
Product Categories: Acrylate;Acrylic Monomers;Monomers
Mol File: 5117-12-4.mol
4-Acryloylmorpholine Structure
 
4-Acryloylmorpholine Chemical Properties
Melting point −35 °C(lit.)
Boiling point 158°C 50mm
density 1.122 g/mL at 25 °C(lit.)
vapor pressure 1.03-1.64Pa at 25-29.9℃
refractive index n20/D 1.512(lit.)
Fp >230 °F
storage temp. 2-8°C
solubility Soluble in water
pka -1.08±0.20(Predicted)
form Liquid
color Colorless to yellow
Water Solubility 1000g/L at 20℃
Sensitive Light Sensitive
BRN 119302
InChIKey XLPJNCYCZORXHG-UHFFFAOYSA-N
LogP -0.46 at 20.5-21℃
CAS DataBase Reference 5117-12-4(CAS DataBase Reference)
NIST Chemistry Reference N-acryloylmorpholine(5117-12-4)
EPA Substance Registry System Morpholine, 4-(1-oxo-2-propenyl)- (5117-12-4)
 
Safety Information
Hazard Codes Xn
Risk Statements 22-41-43-48/22
Safety Statements 23-26-36/37/39
WGK Germany 2
TSCA Yes
HS Code 29349990
 
MSDS Information
Provider Language
SigmaAldrich English
ALFA English
 
4-Acryloylmorpholine Usage And Synthesis
Chemical Properties 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.
Uses 4-Acryloylmorpholine is used in adhesives, UV curable resins, industrial coatings, UV printing ink, oil recovery polymer, medicinal and commodity chemicals.
Reactions 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].
4-Acryloylmorpholine reaction
Flammability and Explosibility Non flammable
Synthesis 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).Synthesis_5117-12-4Fig. The synthetic method 2 of 4-Acryloylmorpholine
References [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.

Hot Tags: 4-acryloylmorpholine, China 4-acryloylmorpholine manufacturers, suppliers, factory, CAS 28961 43 5, Trimethylolpropane Triacrylate, 1 6 Hexamethylene Diacrylate, Propoxylate Neopentylene Glycol Diacrylate, Octadecyl Acrylate, CAS 9004 74 4

Next: No Information

You Might Also Like

(0/10)

clearall