Catalytic synthesis of homoallyloxyalcohols and 1,2-bis(homoallyloxy)ethanes through ring-opening allylation of cyclic acetals with allylsilanes over solid acids was written by Motokura, Ken;Yoneda, Hirokazu;Miyaji, Akimitsu;Sakamoto, Yasuharu;Baba, Toshihide. And the article was included in Catalysis Science & Technology in 2011.Formula: C4H7ClO2 This article mentions the following:
Ring-opening allylation of cyclic acetals with allylsilanes afforded silyl ethers using a silica-alumina catalyst. For example, the reaction of 2-phenyl-1,3-dioxolane with allyltrimethylsilane gave the corresponding silyl ether in 83% yield. After the allylation, addition of water to the reaction mixture allowed hydrolysis of the silyl ether to afford the homoallyloxyalc. in 77% yield based on the acetal used. The reaction pathway of the silica-alumina-catalyzed allylation was examined Solid-state 13C and 29Si NMR analyses revealed the generation of SiMe3 groups on the silica-alumina surface. The part of the (surface)-O-SiMe3 groups was found to be an active site for the allylation reaction. During the silica-alumina-catalyzed allylation, a small amount of 1,2-bis(homoallyloxy)ethane formed as a co-product. The selectivity toward the 1,2-bis(homoallyloxy)ethane increased from 7% to 60% using H+-montmorillonite instead of silica-alumina. Detailed reaction pathways for the syntheses of 1,2-bis(homoallyloxy)ethanes were also investigated. In the experiment, the researchers used many compounds, for example, 2-Chloromethyl-1,3-dioxolane (cas: 2568-30-1Formula: C4H7ClO2).
2-Chloromethyl-1,3-dioxolane (cas: 2568-30-1) belongs to dioxole derivatives. Dioxoles, particularly fluorinated dioxoles, are used as co-monomers to make polymers that find use in forming protective coatings for chemical resistance. Dioxole functionalized metal-organic frameworks have also been recently reported.Formula: C4H7ClO2
Referemce:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem