63511-95-5

Basic information

• Product Name: 2-methyl-2-(2-phenylethenyl)-1,3-dioxolane
• CAS NO: 63511-95-5
• Molecular Formula: C₁₂H₁₄O₂
• Molecular Weight: 190.2384
• Mol File: 63511-95-5.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 269.7°C at 760 mmHg
• Flash Point: 121.7°C
• Density: 1.136g/cm³
• Vapor Pressure: 0.0118mmHg at 25°C
• Refractive Index: 1.621
• CAS DataBase Reference: 2-methyl-2-(2-phenylethenyl)-1,3-dioxolane(CAS DataBase Reference)
• NIST Chemistry Reference: 2-methyl-2-(2-phenylethenyl)-1,3-dioxolane(63511-95-5)
• EPA Substance Registry System: 2-methyl-2-(2-phenylethenyl)-1,3-dioxolane(63511-95-5)

Safety Data

• Hazardous Substances Data: 63511-95-5(Hazardous Substances Data)

Upstream product

• 764-48-7 ethyleneglycol vinyl ether 
• 4110-77-4 (E)-β-chlorostyrene 
• 103-64-0 bromostyrene 
• 497-26-7 2-methyl-1,3-dioxolane 
• 536-74-3 phenylacetylene 
• 107-21-1 ethylene glycol 
• 1896-62-4 (E)-benzalacetone 
• 95123-61-8 (2E)-3-(4-trifluoromethylphenyl)prop-2-enal 
• 26924-35-6 2-methyl-2-vinyl-1,3-dioxolane 
• 100-42-5 styrene 

Downstream Products

• 63096-64-0 3-benzyl-4,4-dimethylpentan-2-one 
• 1896-62-4 (E)-benzalacetone 

Relevant articles and documents

Dimethylzinc-Initiated Radical Coupling of β-Bromostyrenes with Ethers and Amines

A new coupling reaction has been developed in which β-bromostyrenes react with ethers and tertiary amines to introduce the styryl group in the α-position. The transformation is mediated by Me2Zn/O2 with 10 % MnCl2 and is believed to proceed by a radical addition-elimination mechanism. The ether and the amine are employed as solvent and the coupling takes place through the most stable α radical for unsymmetrical substrates. The products are obtained in moderate to good yields as the pure E isomers. The coupling can be achieved with a range of smaller cyclic and acyclic ethers/amines as well as various substituted β-bromostyrenes.

The rapid photomediated alkenylation of 2-alkyl-1,3-dioxolanes with alkynes: A stereoelectronically assisted chain reaction

The photomediated reaction of alkynes such as DMAD with 1,3-dioxolanes leads to remarkably rapid alkenylation; evidence is presented that these reactions occur via a chain mechanism. The Royal Society of Chemistry 2006.

A general model for selectivity in olefin cross metathesis

In recent years, olefin cross metathesis (CM) has emerged as a powerful and convenient synthetic technique in organic chemistry; however, as a general synthetic method, CM has been limited by the lack of predictability in product selectivity and stereoselectivity. Investigations into olefin cross metathesis with several classes of olefins, including substituted and functionalized styrenes, secondary allylic alcohols, tertiary allylic alcohols, and olefins with α-quaternary centers, have led to a general model useful for the prediction of product selectivity and stereoselectivity in cross metathesis. As a general ranking of olefin reactivity in CM, olefins can be categorized by their relative abilities to undergo homodimerization via cross metathesis and the susceptibility of their homodimers toward secondary metathesis reactions. When an olefin of high reactivity is reacted with an olefin of lower reactivity (sterically bulky, electron-deficient, etc.), selective cross metathesis can be achieved using feedstock stoichiometries as low as 1:1. By employing a metathesis catalyst with the appropriate activity, selective cross metathesis reactions can be achieved with a wide variety of electron-rich, electron-deficient, and sterically bulky olefins. Application of this model has allowed for the prediction and development of selective cross metathesis reactions, culminating in unprecedented three-component intermolecular cross metathesis reactions.