What is the product of a Diels-Alder reaction with anthracene and maleic anhydride?

In this experiment you will learn how to use the Diels-Alder reaction to form a bridged polycyclic anhydride. Two solids – anthracene and maleic anhydride – will be dissolved in xylene and refluxed. The product 9,10-dihydroanthracene-9,10-α,β-succinic anhydride will be recovered and isolated by vacuum filtration.

Is maleic anhydride used in Diels-Alder reaction?

A particularly rapid Diels-Alder reaction takes place between cyclopentadiene and maleic anhydride. In general, Diels-Alder reactions proceed fastest with electron-donating groups on the diene (eg. alkyl groups) and electron-withdrawing groups on the dienophile.

Why is maleic anhydride a reactive dienophile in Diels Alder reactions?

In terms of activation, notice that maleic anhydride is a highly reactive dienophile, due to the presence of two electron- withdrawing carbonyl substituents.

Is anthracene a diene or dienophile?

Anthracene acts as the diene and maleic anhydride functions as the dienophile. Xylene (dimethylbenzene) is used as a high boiling temperature solvent so that the reaction will proceed quickly .

What is the formula of anthracene?

C14H10
Anthracene/Formula
Anthracene is a solid polycyclic aromatic hydrocarbon (PAH) of formula C14H10, consisting of three fused benzene rings. It is a component of coal tar.

Which reagents is use from 9 10 dihydro anthracene from anthracene?

9,10-Dihydro-anthracene-9,10-α,β-succinic anhydride 3 has been synthesized by reaction of anthracene 1 and maleic anhydride 2 (Scheme 1) under conventional heating 38.

Why xylene is added in Diels-Alder reaction?

General Diels-Alder Reaction: A conjugated “diene” reacts with a “dienophile” to produce a cyclohexene ring. Xylene (dimethylbenzene) is used as a high-boiling solvent so that the reaction will work fast enough to complete conveniently.

Is anthracene a conjugated diene?

Being an easily available conjugated π-electron-rich carbocyclic system, anthracene (1a) has been widely exploited as a classic diene in Diels–Alder reactions wherein its chemical reactivity and transformational effectiveness are subsidized by the partial loss of aromaticity.