41564-97-0

Upstream product

• 186581-53-3 diazomethane 
• 69887-40-7 1,2-bis(4-hydroxy-3-methoxyphenyl)propane-1,3-diol 
• 120-14-9 3,4-dimethoxy-benzaldehyde 
• 18066-68-7 ethyl 3,4-dimethoxyphenylacetate 
• 1131-62-0 1-(3,4-dimethoxyphenyl)ethanone 

Downstream Products

• 18513-98-9 3,4,3',4'-Tetramethoxystilben 
• 93-07-2 Veratric acid 
• 306776-12-5 1,2-bis(3,4-dimethoxyphenyl)-3-hydroxy-1-propanone 
• 37803-48-8 β-oxo-β-(3,4-dimethoxyphenyl)-ethanol 
• 120-14-9 3,4-dimethoxy-benzaldehyde 
• 4136-21-4 p-methoxybenzoylmethanol 
• 123-11-5 4-methoxy-benzaldehyde 
• 100-52-7 benzaldehyde 
• 582-24-1 1-phenyl-2-hydroxyethanone 

Relevant academic research and scientific papers

Toward the oxidative deconstruction of lignin: Oxidation of β-1 and β-5 linkages

There have been numerous reports on methods for the oxidative cleavage of β-O-4 linkages in lignin model compounds, but relatively few reports of how those methods affect other linkages that are present in lignin. We have investigated the effect of several of these oxidation methods on the β-1 and the β-5 lignin linkages, using four β-1 and β-5 model compounds. We observed that direct oxidative cleavage of C-C bonds occurs in metal-catalyzed TEMPO oxidation systems and with iron porphyrin oxidations, neither of which had we observed in similar oxidations on β-O-4 models. The β-5 linkage proved to be largely resistant to all of these oxidative systems, but the dihydrofuran ring in the β-5 model 3 was opened when treated with KMnO4 at elevated temperature. Most promising was the oxidation of 2 with DDQ, which produced the benzylic ketone in high yield (84%), as it does in reactions with β-O-4 models. This reaction exhibits selectivity for the benzylic position as well as compatibility with phenols, characteristics that are highly desirable for a two-step, benzylic oxidation/Baeyer-Villiger route for cleavage of lignin.

Photochemical and enzymatic SET promoted C-C bond cleavage reactions of lignin β-1 model compounds containing varying number of methoxy substituents on their arene rings

Abstract In the current study, 1,2-diarylpropan-1,3-diols, containing varying numbers of methoxy substituents that mimic β-1 type units in lignins, were prepared and subjected to photochemical and enzymatic SET oxidative C-C bond cleavage reactions to explore how product distributions and reactivity profiles depend on the numbers and positions of arene ring methoxy-substituents. For this purpose, product distributions of SET-promoted photochemical reactions of the β-1 model compounds and the characteristics of lignin peroxidase catalyzed bond cleavage reactions of these substances were explored. The results show that both the photochemical and enzymatic reactions, which are known to occur by initial SET to form arylpropanoid cation radicals, generate predominantly aldehydes and β-hydroxyketones through cation radical C1-C2 bond cleavage pathways. In addition, analysis of the relative quantum efficiencies of the SET photochemical processes shows that they do not depend greatly on the numbers and positions of arene ring methoxy substituents of the β-1 model compounds.

PHENOLIC COMPOUNDS FROM ROOTS OF URTICA DIOICA

Root extracts from Urtica dioica were separated into several classes of compounds by extraction with organic solvents at different pH values.The phenolic fraction was analysed by GC-MS after trimethylsilylation.This procedure allowed the identification of 18 phenolic compounds as well as the detection of eight lignans.The occurrence of some of these substances in this plant was previously unknown.