30828-19-4

Upstream product

• 30828-17-2 bromoacetaldehyde di-isopropyl acetal 
• 75-35-4 1,1-Dichloroethylene 
• 67-63-0 isopropyl alcohol 
• 69814-62-6 2-chloro-1,1-diisopropoxy-ethane 

Downstream Products

• 13133-96-5 4-hydroxy-4-methyl-3-phenylpentanoic acid γ-lactone 
• 92927-63-4 (4R^*, 5S^*)-dihydro-5-methyl-4-phenyl-2(3H)-furanone 

Relevant academic research and scientific papers

Solid-liquid phase transfer catalytic method for the preparation of acyclic and cyclic ketene acetals

Solid-liquid phase transfer catalytic elimination reaction for the preparation of acyclic and cyclic ketene acetals has been developed.

13C NMR study of the structures of some acyclic and cyclic ketene acetals

A 13C NMR study of the spatial structures of some acyclic and cyclic ketene acetals (for example, ketene dimethyl acetal and 2-methylene-1,3-dioxolane) has been carried out. The conclusions obtained are based on observation of the effect of structural changes on the 13C NMR chemical shift of the β carbon on the ketene moity. Since the extent of p-π conjugation and hence the 13C chemical shift of this carbon depend on the spatial orientation of the alkoxy groups about the O-C(sp2) bonds, the shift concerned may be used as a measure of the planarity of the system. The most stable retamers of ketene dimethyl acetal are s-cis,s-cis (planar) and s-cis,gauche (slightly nonplanar), in the order of decreasing stability. For ketene dialkyl acetals, the relative stability of the planar s-cis,s-cis form decreases with increasing bulkiness of the alkyl groups, but at least for primary and secondary alkyl groups, the s-cis,s-cis rotamer appears to be the most favored species. The conformations of 5- to 8-membered cyclic ketene acetals are discussed and compared with those of the corresponding cyclic vinyl ethers and hydrocarbons.