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
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)
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
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.
N-Bromosuccinimide Price
- 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
- 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
- Product number
- A0841
- Product name
- 4-Acryloylmorpholine (stabilized with MEHQ)
- Purity
- >98.0%(GC)
- Packaging
- 25mL
- Price
- $28
- Updated
- 2024/03/01
- Product number
- A0841
- Product name
- 4-Acryloylmorpholine (stabilized with MEHQ)
- Purity
- >98.0%(GC)
- Packaging
- 100mL
- Price
- $77
- Updated
- 2024/03/01
- Product number
- L12947
- Product name
- 4-Acryloylmorpholine, 98+%, stab. with 4-methoxyphenol
- Packaging
- 5g
- Price
- $36.65
- Updated
- 2024/03/01
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).
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
Preparation Products
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View Lastest Price from 4-Acryloylmorpholine manufacturers
- 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
- 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
- Product
- 4-Acryloylmorpholine 5117-12-4
- Price
- US $7.60-3.10/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 10 tons
- Release date
- 2024-07-23