4-Acryloylmorpholine - ≥98%(GC), stabilized with MEHQ , CAS No.5117-12-4

CAS: 5117-12-4 Cat. No.: A151729 Molecular Weight: 141.17 EC Number: 418-140-1

GRADE & PURITY ≥98%(GC), stabilized with MEHQ

Synonyms

NCGC00256280-01 | NSC162221 | NSC-162221 | acryloylmorpholine | K0Y58P61JA | 4-Acryloylmorpholine (stabilized with MEHQ) | 4-Acryloylmorpholine, 97%, contains 1,000 ppm monomethyl ether hydroquinone as inhibitor | Tox21_301658 | ACRYLOYL MORPHOLINE | N-Ac

Storage

Store at 2-8°C

Shipped In

Wet ice

Overview

4-Acryloylmorpholine is an acrylate monomer widely used as a crosslinking agent in the polymer industry. It is used to form three-dimensional polymer networks to enhance the mechanical strength, stability, and durability of materials. The morpholine moiety in acryloylmorpholine imparts hydrophilicity to the molecule facilitating its applications in the field of adhesives, biocompatible coatings, and drug delivery systems. It is also used as a reactive monomer to synthesize hydrogels for drug delivery, photocurable materials for 3D bioprinting and display devices. 

Purpose

4-Acryloylmorpholine can be used as a monomer:
To synthesize multiblock copolymers via RAFT polymerization. These functional block copolymers find application in the fields of medicine, energy, and nanotechnology.
To prepare organogel electrode frame via photopolymerization and cross-linking. This can be used to fabricate triboelectric nanogenerators with excellent transparency, stretchability, and interface adhesion.
For printing thermoplastic 3D tissue scaffolds. ACMO′s water solubility,and remarkably low viscosity, combined with surface oxygen inhibition, promoteswift liquid flow during high-speed open-air printing.

Specifications

Synonyms

NCGC00256280-01 | NSC162221 | NSC-162221 | acryloylmorpholine | K0Y58P61JA | 4-Acryloylmorpholine (stabilized with MEHQ) | 4-Acryloylmorpholine, 97%, contains 1, 000 ppm monomethyl ether hydroquinone as inhibitor | Tox21_301658 | ACRYLOYL MORPHOLINE | N-Ac

Specifications & Purity

≥98%(GC), stabilized with MEHQ

Storage

Store at 2-8°C

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥98%(GC)

Names and Identifiers

• Pubchem Sid: 488187143
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488187143
• Canonical Smiles: C=CC(=O)N1CCOCC1
• IUPAC Name: 1-morpholin-4-ylprop-2-en-1-one
• InChIKey: XLPJNCYCZORXHG-UHFFFAOYSA-N
• INCHI: 1S/C7H11NO2/c1-2-7(9)8-3-5-10-6-4-8/h2H,1,3-6H2
• Isomeric SMILES: C=CC(=O)N1CCOCC1
• Molecular Weight: 141.17
• Reaxy-Rn: 119302
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=119302&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Oxazinanes
      • Subclass Morpholines

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Oxazinanes
• Subclass: Morpholines
• Intermediate Tree Nodes: Not available
• Direct Parent: Morpholines
• Alternative Parents: Tertiary carboxylic acid amides Acrylic acids and derivatives Oxacyclic compounds Dialkyl ethers Azacyclic compounds Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic heteromonocyclic compounds
• Substituents: Morpholine - Tertiary carboxylic acid amide - Acrylic acid or derivatives - Carboxamide group - Carboxylic acid derivative - Dialkyl ether - Ether - Azacycle - Oxacycle - Organooxygen compound - Organonitrogen compound - Organic oxygen compound - Organic nitrogen compound - Organopnictogen compound - Carbonyl group - Hydrocarbon derivative - Organic oxide - Aliphatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as morpholines. These are organic compounds containing a morpholine moiety, which consists of a six-member aliphatic saturated ring with the formula C4H9NO, where the oxygen and nitrogen atoms lie at positions 1 and 4, respectively.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Solubility: Soluble in chloroform, toluene, Acetone, alcohol, benzene
• Sensitivity: Light sensitive
• Refractive Index: 1.512
• Flash Point(°F): 260°F
• Flash Point(°C): 127°C
• Boil Point(°C): 165°C/16mmHg
• Melt Point(°C): -35 °C
• Molecular Weight: 141.170 g/mol
• XLogP3: -0.100
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 141.079 Da
• Monoisotopic Mass: 141.079 Da
• Topological Polar Surface Area: 29.500 Ų
• Heavy Atom Count: 10
• Formal Charge: 0
• Complexity: 139.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

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