2-Propenoic Acid, 2‑(Octyldithio)ethyl Ester (CAS 2130960‑87‑9), also known as 2‑(octyldisulfanyl)ethyl acrylate or acrylic acid 2‑(octyldithio)ethyl ester, is a short‑chain disulfide‑containing acrylate monomer. The molecule consists of a polymerizable acrylic ester head group that readily undergoes free‑radical addition polymerization, coupled with an octyldithio segment (C₈H₁₇S–S–) featuring a reducible disulfide bond and a moderately lipophilic octyl tail. Compared to its decyl and dodecyl homologs, the C₈ alkyl chain of 2-Propenoic Acid, 2‑(Octyldithio)ethyl Ester offers reduced hydrophobicity, enabling formulation of lipid nanoparticles with faster disassembly kinetics and potentially different biodistribution profiles. The disulfide bond provides redox‑responsiveness — stable under oxidizing extracellular conditions but rapidly cleaved in the reducing intracellular environment — making 2-Propenoic Acid, 2‑(Octyldithio)ethyl Ester an ideal building block for bioreducible polymers and cationic lipids that require efficient nucleic acid release upon cellular entry.
2-Propenoic Acid, 2‑(Octyldithio)ethyl Ester (CAS 2130960‑87‑9) is a specialized acrylate monomer designed for advanced drug delivery and biomaterials applications. 2-Propenoic Acid, 2‑(Octyldithio)ethyl Ester features a reducible disulfide bond that enables triggered payload release in intracellular environments, making it particularly valuable for gene delivery systems. Additionally, 2-Propenoic Acid, 2‑(Octyldithio)ethyl Ester can be polymerized into bioreducible polymers that degrade under reducing conditions, releasing encapsulated therapeutics at target sites. Moreover, 2-Propenoic Acid, 2‑(Octyldithio)ethyl Ester serves as a precursor for cationic lipids used in siRNA and mRNA delivery, where its shorter C₈ alkyl chain offers an alternative hydrophobicity profile for tuning nanoparticle properties. With a molecular weight of 276.46 g/mol and supplied as a colorless to light‑yellow liquid, 2-Propenoic Acid, 2‑(Octyldithio)ethyl Ester is the preferred choice for researchers requiring a moderate‑chain redox‑responsive monomer.
Product Parameters
Parameter
Specification
Product Name
2-Propenoic Acid, 2-(Octyldithio)ethyl Ester
CAS Number
2130960-87-9
Molecular Formula
C₁₃H₂₄O₂S₂
Molecular Weight
276.46 g/mol
Purity
95–98%
Physical Form
Liquid
Appearance
Colorless to light-yellow liquid
Boiling Point
364.0 ± 25.0 °C (predicted)
Density
1.025 ± 0.06 g/cm³ (predicted)
Storage Condition
2–8 °C, stored under nitrogen; –20 °C for long-term storage
Solubility
Ethanol: 10 mg/mL
Signal Word
Danger
Storage Conditions
Store 2-Propenoic Acid, 2‑(Octyldithio)ethyl Ester in a tightly sealed container under inert atmosphere (nitrogen) at 2–8 °C for short‑term storage or –20 °C for long‑term storage. Keep the container protected from light and stored away from strong oxidizing agents, strong bases, sources of ignition, and radical initiators. A radical polymerization inhibitor is typically included to prevent premature polymerization.
Shelf life: 2 years when stored at –20 °C in a sealed container under inert atmosphere. Accelerated stability data and long‑term stability summaries are available upon request to support regulatory filings.
Handling precautions: Use only in a fume hood. Wear chemical‑resistant gloves (tested against EN 374 or equivalent), safety goggles, and a lab coat. Avoid generating aerosols. Do not eat, drink or smoke in work areas. After handling, wash hands thoroughly. Contaminated clothing should be removed and washed before reuse. Refer to the Safety Data Sheet (SDS) for complete safety information.
Application Scenarios
Bioreducible Polymer Synthesis
Serves as a monomer for synthesizing bioreducible polymers via free‑radical polymerization; the disulfide bond imparts redox‑responsiveness for triggered drug or gene release in intracellular environments.
Cationic Lipid for siRNA Delivery
Acts as a precursor for disulfide‑containing cationic lipids used in siRNA delivery; the C₈ chain offers an alternative hydrophobicity profile for tuning LNP properties.
mRNA Delivery Vehicle Development
Disulfide‑containing lipids derived from this monomer are investigated as components of liposomal delivery vehicles for mRNA expression.
Stimuli‑Responsive Hydrogels
Incorporated into hydrogels that respond to reducing environments, enabling controlled release of encapsulated therapeutics.
Drug Delivery Systems The reducible disulfide bond enables triggered drug release in intracellular environments, making it valuable for targeted drug delivery applications.
Gene Therapy Research
Provides a redox‑responsive linker platform for developing targeted gene delivery systems with efficient cytosolic release.
Nanoparticle Functionalization
The acrylate group enables conjugation to nanoparticle surfaces for adding targeting or stealth functionality.
Comparison Studies with C₁₀ and C₁₂
Analogs Useful for structure‑activity relationship studies investigating the effect of alkyl chain length on LNP stability, transfection efficiency, and cytotoxicity.
Quality Assurance at Cosperpharm
Each batch undergoes:
● Gas chromatography (GC) – purity ≥97.0%
● Non‑aqueous titration – purity ≥97.0%
● Refractive index – confirmatory analysis
● ¹H NMR – structural verification
● Appearance – colorless to light yellow to light orange clear liquid
A comprehensive COA, MSDS (with full GHS information), and certificate of origin accompany every shipment.
Contact Us
Need 2-Propenoic Acid, 2‑(Octyldithio)ethyl Ester for your bioreducible polymer project or cationic lipid formulation? Cosperpharm is your trusted partner for high‑purity disulfide‑containing monomers. Contact us today to request a quote, obtain a Certificate of Analysis, or discuss custom synthesis options. Our knowledgeable customer support team is ready to assist with product specifications, documentation, and shipping logistics. From academic research groups to commercial biotech companies, we serve customers of all sizes with the same dedication to quality and service.
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