ChemicalBook > CAS DataBase List > 4-Acryloylmorpholine

4-Acryloylmorpholine

Product Name
4-Acryloylmorpholine
CAS No.
5117-12-4
Chemical Name
4-Acryloylmorpholine
Synonyms
ACRYLOYL MORPHOLINE;1-Morpholinoprop-2-en-1-one;N-ACRYLOYLMORPHOLINE;N-Acrylylmorpholine;4-AcryL;yyyy-m-d;Acrylmorpholide;Acryloylmorpholin;4-Acrylmorpholine;ACRYOYL MORPHOLINE
CBNumber
CB3229639
Molecular Formula
C7H11NO2
Formula Weight
141.17
MOL File
5117-12-4.mol
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4-Acryloylmorpholine Property

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.)
Flash point:
>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)
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Safety

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
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H302Harmful if swallowed

H317May cause an allergic skin reaction

H318Causes serious eye damage

H373May cause damage to organs through prolonged or repeated exposure

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
448273
Product name
4-Acryloylmorpholine
Purity
97%, contains 1,000 ppm monomethyl ether hydroquinone as inhibitor
Packaging
50ml
Price
$82.3
Updated
2024/03/01
Sigma-Aldrich
Product number
448273
Product name
4-Acryloylmorpholine
Purity
97%, contains 1,000 ppm monomethyl ether hydroquinone as inhibitor
Packaging
250ml
Price
$288
Updated
2024/03/01
TCI Chemical
Product number
A0841
Product name
4-Acryloylmorpholine (stabilized with MEHQ)
Purity
>98.0%(GC)
Packaging
25mL
Price
$28
Updated
2024/03/01
TCI Chemical
Product number
A0841
Product name
4-Acryloylmorpholine (stabilized with MEHQ)
Purity
>98.0%(GC)
Packaging
100mL
Price
$77
Updated
2024/03/01
Alfa Aesar
Product number
L12947
Product name
4-Acryloylmorpholine, 98+%, stab. with 4-methoxyphenol
Packaging
5g
Price
$36.65
Updated
2024/03/01
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4-Acryloylmorpholine Chemical Properties,Usage,Production

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].

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).Fig. 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.

4-Acryloylmorpholine Preparation Products And Raw materials

Raw materials

Morpholine

Preparation Products

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View Lastest Price from 4-Acryloylmorpholine manufacturers

Qingdao RENAS Polymer Material Co., Ltd.
Product
4-Acryloylmorpholine 5117-12-4
Price
US $0.00/kg
Min. Order
20kg
Purity
98.0%
Supply Ability
10 tons
Release date
2024-04-29
Hebei Guanlang Biotechnology Co., Ltd.
Product
4-Acryloylmorpholine 5117-12-4
Price
US $1.00/PCS
Min. Order
1KG
Purity
99%
Supply Ability
10mt
Release date
2021-01-22
Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
4-Acryloylmorpholine 5117-12-4
Price
US $78.00-35.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20ton
Release date
2024-05-20

5117-12-4, 4-AcryloylmorpholineRelated Search:

Dodecyl acrylate DIHYDRODICYCLOPENTADIENYL ACRYLATE Sodium allylsulfonate Allylboronic acid pinacol ester Isobornyl acrylate 1-Benzylimidazole Dimethomorph Flumorph N-METHACRYLOYLMORPHOLINE 4-Acryloylmorpholine poly(acryloylmorpholine) 3-CHLORO-1-(4-CHLOROBENZYL)-5-(MORPHOLINOCARBONYL)-2(1H)-PYRIDINONE 1-(3-CHLOROBENZYL)-3-(MORPHOLINOCARBONYL)-2(1H)-PYRIDINONE 4-[(2E)-3-(4-METHOXYPHENYL)PROP-2-ENOYL]MORPHOLINE 3-(MORPHOLINOCARBONYL)-1-[4-(TRIFLUOROMETHYL)BENZYL]-2(1H)-PYRIDINONE AURORA 1080 SALOR-INT L202282-1EA 1-(3,4-DICHLOROBENZYL)-5-(MORPHOLINOCARBONYL)-2(1H)-PYRIDINONE

  • ACRYLOYL MORPHOLINE
  • 4-ACRYLOYLMORPHOLINE
  • N-ACRYLOYLMORPHOLINE
  • 4-(1-oxo-2-propenyl)-Morpholine
  • N-Acrolylmorpholine
  • N-Acrylylmorpholine
  • ACRYOYL MORPHOLINE
  • 4-Acryloylmorpholine (stabilized with MEHQ)
  • Morpholine, 4-(1-oxo-2-propenyl)-
  • Acryloylmorpholin
  • 4-ACRYLOYLMORPHOLINE, 98+%, STAB. WITH 4-METHOXYPHENOL
  • 4-Acryloylmorpholine,98+%
  • 4-Acryloylmorpholine(ACMO)
  • 2-Propen-1-one,1-(4-morpholinyl)- /ACMO
  • 2-Propen-1-one,1-(4-Morpholinyl)-
  • 4-AcryloylMorpholine 97%, contains 1,000 ppM MonoMethyl ether hydroquinone as inhibitor
  • 1-Morpholinoprop-2-en-1-one
  • 1-Morpholino-2-propen-1-one
  • 4-Acrylylmorpholine
  • 4-Propenoylmorpholine
  • Acrylmorpholide
  • 4-Acryloylmorpholine, Stab. With 4-Methoxyphenol
  • 4-Acryloylmorpholine, stabilized with 4-methoxyphenol
  • 4-Acryloylmorpholine (contains 1,000 ppm monomethyl ether hydroquinone as inhibitor)≥ 99% (Assay)
  • 4-AcryL
  • 4-Acryloylmorpholine(stabilizedwithMEHQ)&gt
  • AMCO、4-Acryloylmorpholine
  • Metformin Impurity 42
  • 4-Acrylmorpholine Photoinitiator
  • 4-Acrylmorpholine
  • Sinomer? ACMO Monomer / 4-acryloylmorpholine
  • yyyy-m-d
  • 5117-12-4
  • C7H11O2N
  • AMINE
  • Acrylate
  • Acrylic Monomers
  • Monomers