668462-09-7

Usage

Molecular structure

The compound contains a cyclohexadiene-1,4-dione ring with an acetyloxy-methyl group attached at position 2 and a hydroxymethyl group attached at position 5.

Usage

It is often used as a building block in organic synthesis, specifically in the production of pharmaceuticals and agrochemicals.

Potential applications

The compound has potential applications in the development of antiviral and anticancer drugs, as well as in the synthesis of natural products.

Safety

It is important to handle 2,5-Cyclohexadiene-1,4-dione, 2-[(acetyloxy)methyl]-5-(hydroxymethyl)- (9CI) with care and to follow proper safety protocols when working with it in a laboratory setting.

Upstream product

• 67-56-1 methanol 
• 52251-27-1 1,4-bis(acetoxymethyl)-2,5-dimethoxybenzene 

Relevant academic research and scientific papers

Anodic Oxidation of Mono- and Disubstituted 1,4-Dimethoxybenzenes

The electrochemical oxidation of mono- and disubstituted 1,4-dimethoxybenzene derivatives with zero, one, and two benzylic CH2X groups (X = OAc, Cl, OH) (5a-c and 6a-c) has been carried out by using both constant-current and controlled-potential techniques in methanol and in the presence of different electrolytes and working electrodes. Constant-current electrolysis in KOH-methanol solutions yielded mostly the corresponding 1,4-quinone derivatives from 5a-c and 6b, whereas the disubstituted 1,4-dimethoxybenzenes 6a,c underwent side-chain oxidation to form 2,5-dimethoxyterephthalaldehydes. Upon alteration of the medium from the commonly used basic KOH-methanol to neutral LiClO4-methanol, a new spectrum of products was achieved in most cases, involving novel coupling products from monosubstituted substrates and quinone derivatives from disubstituted ones. Controlled-potential oxidation at the glassy carbon anodes and in a neutral LiClO4-methanol medium led to more complex mixtures of products, namely, polymers and new coupling products from monosubstituted substrates and quinones and side-chain oxidation (or substitution) products from the disubstituted ones. Three new coupling products were isolated and characterized by X-ray measurements.