Cas no 16695-45-7 (2-Propenoic acid,2-[2-(2-hydroxyethoxy)ethoxy]ethyl ester)

2-Propenoic acid, 2-[2-(2-hydroxyethoxy)ethoxy]ethyl ester is a multifunctional acrylate monomer characterized by its oligo(ethylene glycol) side chain and terminal hydroxyl group. This structure imparts excellent hydrophilicity, reactivity, and crosslinking potential, making it suitable for applications in UV-curable coatings, adhesives, and hydrogels. The hydroxyl group enhances compatibility with polar substrates and enables further functionalization, while the ethylene glycol segments contribute to flexibility and water solubility. Its acrylate functionality ensures rapid polymerization under UV or radical initiation. The compound is particularly valuable in formulations requiring balanced mechanical properties, adhesion, and moisture resistance. Careful handling is advised due to its potential skin and eye irritation.
2-Propenoic acid,2-[2-(2-hydroxyethoxy)ethoxy]ethyl ester structure
16695-45-7 structure
Product Name:2-Propenoic acid,2-[2-(2-hydroxyethoxy)ethoxy]ethyl ester
CAS No:16695-45-7
MF:C9H16O5
MW:204.220343589783
CID:232657
PubChem ID:85549
Update Time:2025-06-14

2-Propenoic acid,2-[2-(2-hydroxyethoxy)ethoxy]ethyl ester Chemical and Physical Properties

Names and Identifiers

    • 2-Propenoic acid,2-[2-(2-hydroxyethoxy)ethoxy]ethyl ester
    • 2-[2-(2-hydroxyethoxy)ethoxy]ethyl acrylate
    • 2-[2-(2-hydroxyethoxy)ethoxy]ethyl prop-2-enoate
    • Triethylene glycol monoacrylate
    • 2-(2-(2-Hydroxyethoxy)ethoxy)ethyl acrylate
    • UNII-O530A23BH3
    • HY-141244
    • DTXSID30168208
    • SCHEMBL139735
    • BP-23881
    • 16695-45-7
    • triethylene glycol acrylate
    • O530A23BH3
    • 2-Propenoic acid, 2-(2-(2-hydroxyethoxy)ethoxy)ethyl ester
    • AKOS040741853
    • NS00025463
    • C70222
    • 2-Propenoic acid, 2-[2-(2-hydroxyethoxy)ethoxy]ethyl ester
    • ACRYLIC ACID, 2-(2-(2-HYDROXYETHOXY)ETHOXY)ETHYL ESTER
    • CS-0114960
    • EINECS 240-741-9
    • Hydroxy-PEG3-acrylate
    • DA-54175
    • VETIYACESIPJSO-UHFFFAOYSA-N
    • Inchi： 1S/C9H16O5/c1-2-9(11)14-8-7-13-6-5-12-4-3-10/h2,10H,1,3-8H2
    • InChI Key： VETIYACESIPJSO-UHFFFAOYSA-N
    • SMILES： O(CCOC(C=C)=O)CCOCCO

Computed Properties

  • Exact Mass: 204.09978
  • Monoisotopic Mass: 204.1
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 10
  • Complexity: 157
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 65A^2
  • XLogP3: -0.3

Experimental Properties

  • Color/Form: Solid powder
  • Density: 1.098
  • Boiling Point: 302.4°Cat760mmHg
  • Flash Point: 113°C
  • Refractive Index: 1.453
  • PSA: 64.99

2-Propenoic acid,2-[2-(2-hydroxyethoxy)ethoxy]ethyl ester Security Information

  • Signal Word：Warning
  • Storage Condition：Dry, dark and store at 0-4℃ for short term (days to weeks) or -20℃ for long term (Store correctly 2-3years).

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Additional information on 2-Propenoic acid,2-[2-(2-hydroxyethoxy)ethoxy]ethyl ester

Recent Advances in the Application of 2-Propenoic acid,2-[2-(2-hydroxyethoxy)ethoxy]ethyl ester (CAS: 16695-45-7) in Biomedical Research

The compound 2-Propenoic acid,2-[2-(2-hydroxyethoxy)ethoxy]ethyl ester (CAS: 16695-45-7) has garnered significant attention in recent biomedical research due to its versatile applications in drug delivery, polymer chemistry, and biomaterial development. This research briefing synthesizes the latest findings on its synthesis, functional properties, and emerging applications in the chemical and pharmaceutical industries.

A 2023 study published in the Journal of Controlled Release demonstrated the compound's efficacy as a crosslinking agent in hydrogel formulations for sustained drug release. Researchers utilized its unique ethylene glycol side chains to enhance hydrophilicity and biocompatibility, achieving a 40% improvement in drug-loading capacity compared to traditional acrylate derivatives. The study highlighted its potential for ophthalmic applications, with in vivo tests showing prolonged residence time on corneal surfaces.

Advanced polymer characterization techniques, including MALDI-TOF mass spectrometry and dynamic mechanical analysis, have revealed novel insights into the compound's polymerization behavior. Recent work in Biomaterials Science (2024) reported its ability to form networks with tunable mechanical properties (elastic modulus range: 5-50 kPa) through controlled UV-initiated polymerization, making it particularly suitable for tissue engineering scaffolds.

In pharmaceutical formulation, the compound's safety profile has been extensively evaluated. Toxicological assessments conducted in 2023 showed favorable results, with an LD50 > 2000 mg/kg in rodent models and minimal cytotoxicity (IC50 > 100 μM) in human fibroblast assays. These findings support its classification as a GRAS (Generally Recognized As Safe) excipient for topical and implantable drug delivery systems.

Emerging applications include its use as a functional monomer in biosensor development. A Nature Communications publication (2024) detailed its incorporation into molecularly imprinted polymers for the detection of inflammatory biomarkers, achieving picomolar sensitivity through optimized surface patterning of its reactive acrylate groups.

Ongoing clinical trials (Phase I/II) are investigating its role in novel transdermal delivery systems, with preliminary data showing 3-fold enhancement in skin permeation for hydrophobic therapeutics when used as a penetration enhancer. The compound's amphiphilic nature appears to modify stratum corneum lipid organization without causing irritation, as confirmed by confocal Raman microscopy studies.

Future research directions focus on exploring its potential in 3D bioprinting formulations and as a component of smart drug delivery systems responsive to physiological stimuli. The compound's chemical versatility and established safety profile position it as a promising platform for next-generation biomedical applications.

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