There are three dioxane isomers: 1,2-dioxane, 1,3-dioxane, and 1,4-dioxane. One of these acts like an ether and is an excellent solvent for Grignard reactions. Another one is potentially explosive when heated. The third one quickly hydrolyzes in dilute acid. Show which isomer acts like a simple ether, and then explain why one of them is potentially explosive.
Show how you would accomplish the following syntheses.
(c) benzene → p-methoxybenzaldehyde
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Concetti chiave
Electrophilic Aromatic Substitution (EAS)
Ortho/Para Directing Groups
Formylation of Aromatic Compounds
There are three dioxane isomers: 1,2-dioxane, 1,3-dioxane, and 1,4-dioxane. One of these acts like an ether and is an excellent solvent for Grignard reactions. Another one is potentially explosive when heated. The third one quickly hydrolyzes in dilute acid. Propose a mechanism for the acid hydrolysis of the third isomer.
Show how you would accomplish the following syntheses.
(a) benzene → n-butylbenzene
Show how you would accomplish the following syntheses.
(b) benzonitrile → propiophenone
The Wittig reaction is useful for placing double bonds in less stable positions. For example, the following transformation is easily accomplished using a Wittig reaction.
(a) Show how you would use a Wittig reaction to do this.
(b) Show how you might do this without using a Wittig reaction, and then explain why the Wittig reaction is a much better synthesis.
Show how you would accomplish the following syntheses.
(d)
