CAS 5117-12-4 Acryloylmorpholine (HCID 98723)

Names & identifiers

Preferred name: Acryloylmorpholine
IUPAC: 1-morpholin-4-ylprop-2-en-1-one
English name: 4-Acryloylmorpholine
Molecular formula: C7H11NO2
Molecular weight: 141.17

Names & synonyms

5117-12-4acryloylmorpholineACRYLOYL MORPHOLINE4-(1-oxo-2-propenyl)-morpholineDTXSID0044947K0Y58P61JANSC-1622212-Propen-1-one, 1-(4-morpholinyl)-DTXCID8024947RefChem:1076142418-140-1610-626-1

Show more names

ACMOyyyy-m-d4-AcryLAcrylmorpholideAcryloylmorpholin

4-Acryloylmorpholine1-Morpholinoprop-2-en-1-oneN-AcrylylmorpholineN-AcryloylmorpholineMorpholine, 4-(1-oxo-2-propenyl)-1-(Morpholin-4-yl)prop-2-en-1-one1-morpholin-4-ylprop-2-en-1-one4-(1-Oxo-2-propenyl)morpholine

Database identifiers

CAS: 5117-12-4
PubChem CID: 98723
DTXSID: DTXSID0044947
ChEMBL: CHEMBL3187188
UNII: K0Y58P61JA
EC Number: 418-140-1、610-626-1
Nikkaji: J87.318G

Properties

Computed structural properties

XLogP: -0.1
Topological polar surface area: 29.5 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 2
Rotatable bonds: 1
Heavy atoms: 10
Formal charge: 0
Complexity: 139

Physicochemical properties

Melting point: 35 °C · −35 °C(lit.)
Boiling point: 158 °C · 158°C 50mm
Density: 1.122 g/mL · 1.122 g/mL at 25 °C(lit.)
vapor pressure: 1.03 · 1.03-1.64Pa at 25-29.9℃
refractive index: 20 · n20/D 1.512(lit.)
Flash point: 230 °F · >230 °F
storage temp.: 2 · 2-8°C
solubility: Soluble in water
form: Liquid
pka: -1.08 · -1.08±0.20(Predicted)
color: Colorless to yellow
Water Solubility: 1000 g/L · 1000g/L at 20℃
Sensitive: Light Sensitive
BRN: 119302 · 119302
Cosmetics Ingredients Functions: PLASTICISER
InChI: 1S/C7H11NO2/c1-2-7(9)8-3-5-10-6-4-8/h2H,1,3-6H2
InChIKey: XLPJNCYCZORXHG-UHFFFAOYSA-N
SMILES: C=CC(=O)N1CCOCC1
LogP: -0.46 at · -0.46 at 20.5-21℃
CAS DataBase Reference: 5117 · 5117-12-4(CAS DataBase Reference)
EWG's Food Scores: 1 · 1-3
FDA UNII: 0 Y58P61JA · K0Y58P61JA
NIST Chemistry Reference: N-acryloylmorpholine(5117-12-4)
EPA Substance Registry System: 4 · Morpholine, 4-(1-oxo-2-propenyl)- (5117-12-4)
UNSPSC Code: 12162002 · 12162002
NACRES: 23 · NA.23
Symbol(GHS): 5 · GHS05,GHS07,GHS08
Signal word: Danger
Hazard statements: 302 · H302-H317-H318-H373
Precautionary statements: 280 · P280-P305+P351+P338
PPE: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
Hazard Codes: Xn
Risk Statements: 22 · 22-41-43-48/22
Safety Statements: 23 · 23-26-36/37/39
WGK Germany: 2 · 2
TSCA: TSCA listed
HS Code: 29349990 · 29349990
Storage Class: 10 · 10 - Combustible liquids
Hazard Classifications: 4 OralEye · Acute Tox. 4 OralEye Dam. 1Skin Sens. 1STOT RE 2 Oral
REACH Registrations: Active

Safety & regulation

GHS classification

GHS Classification · 6 items

Danger

H302: Harmful if swallowed [Warning Acute toxicity, oral]

P260, P261, P264, P264+P265, P270, P272, P280, P301+P317, P302+P352, P305+P354+P338, P317, P319, P321, P330, P333+P317, P362+P364, and P501 (click each P-code to see the statement)

Danger

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P260, P261, P264, P264+P265, P270, P271, P272, P280, P301+P317, P302+P352, P304+P340, P305+P354+P338, P316, P317, P319, P321, P330, P333+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Hazard information

Regulatory Information · 4 items

Chemical: Morpholine, 4-(1-oxo-2-propenyl)-

PMN - indicates a commenced PMN (Pre-Manufacture Notices) substance.

Status: No longer Valid Update: 10-11-2008 https://echa.europa.eu/registration-dossier/-/registered-dossier/9420

Acryloyl morpholine: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationEvaluation - Morpholine, 4-(1-oxo-2-propenyl)- (acryloyl morpholine)

Hazard Classes and Categories · 5 items

Acute Tox. 4 (100%)

Acute toxicity - category 4

Acute toxicity (Oral) - Category 4

Acute Tox. 4 *

Safety data

PPE: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
wgk: 2
tsca: TSCA listed
hs_code: 29349990
risk_code: 22-41-43-48/22
Signal word: Danger
Symbol(GHS): GHS05,GHS07,GHS08
hazard_code: Xn
safety_code: 23-26-36/37/39
Storage Class: 10 - Combustible liquids
Hazard statements: H302-H317-H318-H373
REACH Registrations: Active
Hazard Classifications: Acute Tox. 4 OralEye Dam. 1Skin Sens. 1STOT RE 2 Oral
Precautionary statements: P280-P305+P351+P338

Chemistry & industry

Uses & manufacturing

General Manufacturing Information2-Propen-1-one, 1-(4-morpholinyl)-: ACTIVE

Applications · 2 items

Description4-Acryloylmorpholine (4-AM) is a water-soluble monomer, an acrylamide derivative containing a heterocyclic tetrahydrooxazine substituent. Homo- and copolymers of 4-АМ have several valuable properties. They are soluble both in water and in many organic solvents such as alcohols, chloroform, tetrahydrofuran, and dioxane, are non-toxic, and are used for solid-phase synthesis of peptides in chromatography, as materials for composite semipermeable membranes, in catalysis, and for biomedical purposes. Various functional groups are introduced into poly-4-AM to expand its application fields. Random copolymers of 4-АМ with carboxylic acids (acrylic, 4-pentenoic, undecenoic, 2-acrylamido-2-methyl-1-propanesulfonic), behaving as anionic polyelectrolytes, and copolymers with N-hydroxysuccinimide ester of acrylic acid, acting as polymeric carriers, have been synthesized[2-3].

Uses4-Acryloylmorpholine is used in adhesives, UV curable resins, industrial coatings, UV printing ink, oil recovery polymer, medicinal and commodity chemicals.