Abstract

1. By the reaction of 3-(ethylthio)-3-methyl-5-(2,6,6-trimethyl-1-cyclohexen-1-yl)-4-pentenal diethyl monothioacetal (I) with mercuric chloride and ethanol, 5-ethoxy-3-methyl-5-(2,6,6-trimemyl-1-cyclohexen-1-yl)-3-pentenal diethyl acetal (II) was formed. Heating (II) with glacial acetic acid gave a mixture of 3-methyl-5-(2,6,6-trimethyl-2-cyclohexen-1-ylidene)-3-pentenals, which were characterized as their 2,4-dinitrophenylhydrazones. Under the action of dilute mineral acid,(II) is converted into a keto aldehyde, whose structure was proved by the preparation of a disemicarbazone and a bis(2,4-dinitrophenylhydrazone) from it. 2. By the reaction of 3-(ethylthio)-3-methyl-5-(2,6,6-trimethyl-2-cyclohexen-1-yl)-4-pentenal diethyl monothioacetal with mercuric chloride and ethanol,and the subsequent heating of the resulting triethoxy compound with glacial acetic acid,isomers of 3-methyl-5-(2,6,6-trimethyl-2-cyclohexen-1-yl)-2,4-pentadienal were formed and were isolated as their 2,4-dinitrophenylhydrazones.

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