65110-04-5

Basic information

• Product Name: 1,4-Dioxaspiro[4.5]deca-6,9-diene-2,8-dione, 3,3-dimethyl-
• CAS NO: 65110-04-5
• Molecular Formula: C10H10O4
• Molecular Weight: 194.187
• Mol File: 65110-04-5.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 1,4-Dioxaspiro[4.5]deca-6,9-diene-2,8-dione, 3,3-dimethyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-Dioxaspiro[4.5]deca-6,9-diene-2,8-dione, 3,3-dimethyl-(65110-04-5)
• EPA Substance Registry System: 1,4-Dioxaspiro[4.5]deca-6,9-diene-2,8-dione, 3,3-dimethyl-(65110-04-5)

Safety Data

• Hazardous Substances Data: 65110-04-5(Hazardous Substances Data)

Upstream product

• 67-56-1 methanol 
• 17509-54-5 α-(4-methoxyphenoxy)-2-methylpropionic acid 

Relevant articles and documents

Electrochemically-induced spirolactonization of α-(methoxyphenoxy)alkanoic acids into quinone ketals

Anodic oxidation of two series of α-(2)- and α-(4-methoxyphenoxy)alkanoic acids were studied both at the analytical and preparative scales in order to delineate mechanistic aspects of electrochemically induced spirolactonization and to develop synthetically useful orthoquinone bis- and monoketals. Although α-monomethylated carboxylic acids and acetic acid derivatives do not undergo any spiroannulation, α-dimethylated carboxylic acids furnished spirolactones in high yields. A gem-dimethyl effect is invoked to explain these differences in cyclization capacity. Electrooxidation conditions can be selected to furnish either quinone spirolactone bis- or monoketals. Chemoselective monohydrolysis of bisketals can also be accomplished in a stepwise fashion to furnish the corresponding spirolactone monoketals, but the ortho compound unfortunately dimerized in situ via a Diels-Alder process. An ECEC pathway is proposed to rationalize the observed spirolactonizations on the basis of cyclic voltammetry analyses.