82613-73-8

Basic information

• Product Name: 1,3-Dioxolane, 2-methylene-4-phenyl-
• CAS NO: 82613-73-8
• Molecular Formula: C10H10O2
• Molecular Weight: 162.188
• Mol File: 82613-73-8.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 1,3-Dioxolane, 2-methylene-4-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-Dioxolane, 2-methylene-4-phenyl-(82613-73-8)
• EPA Substance Registry System: 1,3-Dioxolane, 2-methylene-4-phenyl-(82613-73-8)

Safety Data

• Hazardous Substances Data: 82613-73-8(Hazardous Substances Data)

Usage

Type of compound

Organic compound

Usage

Building block in the synthesis of other chemical compounds

Physical state

Colorless liquid

Odor

Pleasant

Solubility

Soluble in organic solvents such as ether and ethanol

Applications

a. Solvent in various industrial applications
b. Reagent in organic synthesis

Safety precautions

a. Handle with care due to potential health hazards
b. Use in a well-ventilated area
c. Wear proper personal protective equipment

Upstream product

• 93-56-1 phenylethane 1,2-diol 
• 82971-57-1 2-chloromethyl-4-phenyl-1,3-dioxolane 
• 124547-20-2 2-bromomethyl-4-phenyl-1,3-dioxolane 

Relevant articles and documents

Polyesters by a Radical Pathway: Rationalization of the Cyclic Ketene Acetal Efficiency

Radical ring-opening polymerization (rROP) of cyclic ketene acetals (CKAs) combines the advantages of both ring-opening polymerization and radical polymerization thereby allowing the robust production of polyesters coupled with the mild polymerization conditions of a radical process. rROP was recently rejuvenated by the possibility to copolymerize CKAs with classic vinyl monomers leading to the insertion of cleavable functionality into a vinyl-based copolymer backbone and thus imparting (bio)degradability. Such materials are suitable for a large scope of applications, particularly within the biomedical field. The competition between the ring-opening and ring-retaining propagation routes is a major complication in the development of efficient CKA monomers, ultimately leading to the use of only four monomers that are known to completely ring-open under all experimental conditions. In this article we investigate the radical ring-opening polymerization of model CKA monomers and demonstrate by the combination of DFT calculations and kinetic modeling using PREDICI software that we are now able to predict in silico the ring-opening ability of CKA monomers.

A ring to rule them all: A cyclic ketene acetal comonomer controls the nitroxide-mediated polymerization of methacrylates and confers tunable degradability

2-Methylene-4-phenyl-1,3-dioxolane (MPDL) was successfully used as a controlling comonomer in NMP with oligo(ethylene glycol) methyl ether methacrylate (MeOEGMA) to prepare well-defined and degradable PEG-based P(MeOEGMA-co-MPDL) copolymers. The level of

A short and efficient synthesis of ketene O,O-and S,S-acetals under focused microwave irradiation and solvent-free conditions

A new methodology leading to ketene O,O-and S,S-acetals is reported. The title compounds were prepared from the corresponding halogenated precursors under microwave irradiation in the absence of solvent within 5-25 minutes with excellent yields. Yields obtained under microwaves are by far the best when compared to those obtained by ultrasound or classical heating in the same conditions of time and temperature.