169229-45-2

Usage

Structure

A methyl ester derivative of 5-methoxy-3,4-dioxo-1,5-cyclohexadiene-1-carboxylic acid

Functional groups

Ester, carbonyl, and aromatic ring

Appearance

Unknown, but likely a solid or liquid depending on the conditions

Solubility

Likely soluble in organic solvents such as ethanol, methanol, and acetone

Reactivity

Can undergo reactions such as hydrolysis, esterification, and nucleophilic addition

Uses

Key intermediate in the synthesis of various pharmaceuticals and organic compounds

Applications

Used in chemical and pharmaceutical research for the development of new drugs and materials

Importance

Important building block for the synthesis of complex organic molecules

Safety

Unknown, but should be handled with care due to its reactivity and potential toxicity.

Upstream product

• 3934-86-9 methyl 3,4-dihydroxy-5-methoxybenzoate 

Downstream Products

• 182183-12-6 3,4-Dihydroxy-2-(2-hydroxy-3-methoxy-5-methoxycarbonyl-phenoxy)-5-methoxy-benzoic acid methyl ester 
• 4497-40-9 3,4-dimethoxy-cinnamaldehyde 
• 3934-86-9 methyl 3,4-dihydroxy-5-methoxybenzoate 
• 182183-07-9 3,4-dimethoxy-5-phenoxy-benzoic acid methyl ester 

Relevant academic research and scientific papers

Incorporation of catechyl monomers into lignins: Lignification from the non-phenolic end: Via Diels-Alder cycloaddition?

Canonical lignification occurs via the coupling of phenolic radicals, in which chain extension can occur only from phenolic ends of growing polymer chains. Radical coupling of catechyl monomers, including caffeyl and 5-hydroxyconiferyl alcohols, gives ris

Galloyl-derived orthoquinones as reactive partners in nucleophilic additions and Diels-Alder dimerizations: A novel route to the dehydrodigalloyl linker unit of agrimoniin-type ellagitannins

Orthochloranil-mediated oxidation of galloyl monoethers furnishes the derived orthoquinones in excellent yield. These reactive electrophiles participate in a variety of nucleophilic addition reactions with heteroatomic and carbanionic partners. In addition, Lewis acid-mediated dimerization of the orthoquinones provides an efficient route to dehydrodigalloyl-type diaryl ether units characteristic of several ellagitannin natural products. The implications for ellagitannin biosynthesis and gallotannin-protein covalent attachment are discussed.