N-(2-Amino-2-oxoethyl)acrylamide

Name: N-(2-Amino-2-oxoethyl)acrylamide
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CAS No. 2479-62-1
Cat. No. CS-0109691
Molecule weight128.13
Purity≥97%
MDL No.MFCD12091068

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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N-(2-Amino-2-oxoethyl)acrylamide|CS-0109691

Structure of 2479-62-1

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General Information

CAS No. 2479-62-1
Cat. No. CS-0109691
Purity ≥97%
MDL No. MFCD12091068
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₈N₂O₂
Molecular Weight 128.13
Synonym(s) N-acryloyl-glycinamide
SMILES C=CC(NCC(N)=O)=O

Description

N-(2-Amino-2-oxoethyl)acrylamide features a reactive acrylamide group paired with a primary amine and ketone functionality, enabling dual conjugation chemistry. This bifunctional scaffold integrates readily into peptide and polymer architectures under mild conditions, offering high stability and efficient coupling for bioconjugation applications.

Application

N-(2-Amino-2-oxoethyl)acrylamide serves as a versatile bifunctional building block in synthetic chemistry, combining an acrylamide Michael acceptor with a primary amine for conjugate additions or amidation reactions. Its pendant amino group enables facile derivatization, while the acrylic functionality supports efficient incorporation into polymers and bioconjugates. The compound exhibits good bench stability and compatibility with standard aqueous/organic reaction conditions, facilitating purification and integration into multi-step syntheses.

Synthesis

Route1
- In-stock
  
  1668-10-6
- 814-68-6
- ~74%
- In-stock
  
  2479-62-1
References
- Glatzel, Stefan; Badi, Nezha; Paech, Michael; Laschewsky, Andre; Lutz, Jean-Franois Chemical Communications, 2010 , vol. 46, # 25 p. 4517 - 4519

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319
Precautionary Statements : P264-P280-P302+P352-P305+P351+P338-P332+P313-P337+P313-P362+P364

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Computational Chemistry Data

TPSA 72.19
LogP -1.2261
H_Acceptors 2
H_Donors 2
Rotatable_Bonds 3

Other Classifications

Building Blocks Functional Group Olefins

Building Blocks Functional Group Amide

Building Blocks Skeleton Fatty chain compounds

Material Science Biomaterials/Biocompatible Materials Research Reagents Monomers, Macromonomers Acrylamide Monomers

Material Science Polymer/Macromolecule Reagents Monomers Acrylic Monomers

Key Words

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N-(2-Amino-2-oxoethyl)acrylamide

CAS No. 2479-62-1

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