2-Methylene-1,3-dioxepane

• CAS: 69814-56-8
• Catalog Number: ACM69814568
• Category: Main Products
• Molecular Weight: 114.14
• Molecular Formula: C₆H₁₀O₂
• Synonyms: 2-METHYLENE-1,3-DIOXEPANE;3-METHYLENE-1,3-DIOXEPANE;2-Methylene-4,5,6,7-tetrahydro-1,3-dioxepin;1,3-Dioxepane, 2-Methylene-;2-Methylene-1,3-dioxepane (MDO);2-methylidene-1,3-dioxepane
• IUPAC Name: 2-methylidene-1,3-dioxepane
• Canonical SMILES: C=C1OCCCCO1
• InChI Key: AVUFZLGLMCACRE-UHFFFAOYSA-N
• Exact Mass: 114.06800

Case Study

Copolymerization of 2-Methylene-1,3-dioxepane and Glycidyl Methacrylate

Undin, Jenny, et al. Biomacromolecules, 2013, 14(6), 2095-2102.

The copolymerization of 2-Methylene-1,3-dioxepane (MDO) and Glycidyl Methacrylate (GMA) provides a well-defined, efficient route to functionalized polyesters suitable for covalent attachment of bioactive molecules. AResearchers produced amorphous degradable polyester copolymers containing active functional groups through the one-pot reaction between MDO and GMA. The method can covalently attached heparin to the epoxy-functionalized polyester. The heparinization process targets improved osteogenic differentiation of mesenchymal stem cells through heparin's capacity to bind and stabilize bone morphogenetic protein-2 (BMP-2) for future applications.
Synthesis of poly(MDO-co-GMA)
Polymerization was conducted in bulk using 2 mol% AIBN initiator under inert atmosphere. Monomers and initiator were placed in a 25 mL round-bottom flask equipped with a three-way valve and magnetic stirrer. The system was degassed via three freeze-vacuum-thaw cycles using liquid nitrogen and argon/nitrogen. Reaction proceeded at 60 °C for 3 hours in a thermostatted oil bath. The crude polymer was dissolved in chloroform, precipitated in hexane, and dried at room temperature. Precipitation was repeated until 1H NMR analysis confirmed complete monomer removal.

Preparation of Thermosensitive Degradable Copolymers and Hydrogels Using 2-Methylene-1,3-Dioxepane

Komatsu, Syuuhei, et al. Polymer Journal, 2021, 53(6), 731-739.

This study produced thermosensitive degradable poly(MDO-co-DMAAm) (PMD)-based copolymers and hydrogels through free radical copolymerization of 2-methylene-1,3-dioxepane (MDO) and N,N-dimethylacrylamide (DMAAm) to create potential drug delivery carriers and cell culture scaffolds that respond to stimuli.
· PMD Copolymer Synthesis
The synthesis of PMD from a reaction of MDO and DMAAm in DMSO at 30 °C over 24 hours was done under nitrogen using 2,2'-azobis(4-methoxy-2,4-dimethylvaleronitrile) (V-70) at 2 mol% of the monomer as a radical initiator after two freeze-pump-thaw deoxygenation cycles. The polymerized solutions experienced a dialysis process using methanol for 3 days prior to undergoing a 5-day water dialysis through regenerated cellulose membrane tubing with a molecular weight cutoff of 3500 Da. Polymers were finally obtained by lyophilization.
· PMD Hydrogel Synthesis
Hydrogel synthesis mirrored linear copolymer creation using V-70 initiator at 2.0 mol% concentration and MBAAm as the crosslinking agent within DMSO. Before sealing with Teflon tape and polymerizing at 30 °C for 24 hours scientists placed the oxygen-free pre-gel solution between two glass plates using a 0.5-mm poly(dimethylsiloxane) spacer. Disk-shaped hydrogels (diameter: 0.9 cm) were punched from the gel sheet using a cork borer at 25 °C.

Custom Q&A

What is the molecular formula of 2-Methylene-1,3-dioxepane?

The molecular formula of 2-Methylene-1,3-dioxepane is C6H10O2.

What is the molecular weight of 2-Methylene-1,3-dioxepane?

The molecular weight of 2-Methylene-1,3-dioxepane is 114.14 g/mol.

What are the synonyms of 2-Methylene-1,3-dioxepane?

The synonyms of 2-Methylene-1,3-dioxepane include 2-methylidene-1,3-dioxepane and 1,3-Dioxepane, 2-methylene-.

What is the IUPAC name of 2-Methylene-1,3-dioxepane?

The IUPAC name of 2-Methylene-1,3-dioxepane is 2-methylidene-1,3-dioxepane.

What is the InChI of 2-Methylene-1,3-dioxepane?

The InChI of 2-Methylene-1,3-dioxepane is InChI=1S/C6H10O2/c1-6-7-4-2-3-5-8-6/h1-5H2.

What is the InChIKey of 2-Methylene-1,3-dioxepane?

The InChIKey of 2-Methylene-1,3-dioxepane is AVUFZLGLMCACRE-UHFFFAOYSA-N.

What is the canonical SMILES of 2-Methylene-1,3-dioxepane?

The canonical SMILES of 2-Methylene-1,3-dioxepane is C=C1OCCCCO1.

What is the CAS number of 2-Methylene-1,3-dioxepane?

The CAS number of 2-Methylene-1,3-dioxepane is 69814-56-8.

What is the XLogP3-AA value of 2-Methylene-1,3-dioxepane?

The XLogP3-AA value of 2-Methylene-1,3-dioxepane is 1.5.

How many rotatable bonds are there in 2-Methylene-1,3-dioxepane?

There are no specific information about the number of rotatable bonds in 2-Methylene-1,3-dioxepane in the provided reference.