153329-05-6

Basic information

• Product Name: Ethanone, 1-[3-(1,3-dioxolan-2-yl)phenyl]-
• CAS NO: 153329-05-6
• Molecular Formula: C11H12O3
• Molecular Weight: 192.214
• Mol File: 153329-05-6.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: Ethanone, 1-[3-(1,3-dioxolan-2-yl)phenyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: Ethanone, 1-[3-(1,3-dioxolan-2-yl)phenyl]-(153329-05-6)
• EPA Substance Registry System: Ethanone, 1-[3-(1,3-dioxolan-2-yl)phenyl]-(153329-05-6)

Safety Data

• Hazardous Substances Data: 153329-05-6(Hazardous Substances Data)

Usage

General Description

Ethanone, 1-[3-(1,3-dioxolan-2-yl)phenyl]-, also known as dioxolanone, is an organic chemical compound with the molecular formula C11H16O3. It is a white, crystalline solid that is commonly used as a pharmaceutical intermediate and in the synthesis of other organic compounds. Dioxolanone is known for its distinctive chemical structure, which includes a dioxolane ring and a phenyl group. It is used in the production of various pharmaceutical drugs, as well as in the manufacturing of perfumes and other fragrances. The compound is also used in organic synthesis and is an important intermediate in the production of agrochemicals and other specialty chemicals.

Upstream product

• 1708-41-4 2-(furan-2-yl)-1,3-dioxolane 
• 78-94-4 methyl vinyl ketone 
• 108-24-7 acetic anhydride 

Relevant articles and documents

A Combined Experimental–Theoretical Study on Diels-Alder Reaction with Bio-Based Furfural: Towards Renewable Aromatics

The synthesis of relevant renewable aromatics from bio-based furfural derivatives and cheap alkenes is carried out by using a Diels-Alder/aromatization sequence. The prediction and the control of the ortho/meta selectivity in the Diels-Alder step is an important issue to pave the way to a wide range of renewable aromatics, but it remains a challenging task. A combined experimental-theoretical approach reveals that, as a general trend, ortho and meta cycloadducts are the kinetic and thermodynamic products, respectively. The nature of substituents, both on the dienes and dienophiles, significantly impacts the feasibility of the reaction, through a modulation on the nucleo- and electrophilicity of the reagents, as well as the ortho/meta ratio. We show that the ortho/meta selectivity at the reaction equilibrium stems from a subtle interplay between charge interactions, favoring the ortho products, and steric interactions, favoring the meta isomers. This work also points towards a path to optimize the aromatization step.