Oxidative degradation of wood. V. Identification of noncarboxylic aromatic products of alkaline nitrobenzene oxidation was written by Naveau, H. P.;Wu, Y. T.;Brink, D. L.;Merriman, M. M.;Bicho, J. G.. And the article was included in Tappi in 1972.Formula: C11H16O3 This article mentions the following:
Several compds, with reduced side chains, e.g. methylated vanillyl alc., dihydroconiferyl alc., and 5-hydroxymethylvanillin, were isolated by sequential methylation and extraction of the products from the alk. PhNO2 oxidation of white fir wood meal. Alk. hydrolysis of lignin structures, such as guaiacylglycerol β-aryl ether and others, probably gave intermediates which formed the above products. Alk. degradation occurred simultaneously with PhNO2 oxidation The sequential methylation gave carboxy-free and carboxy-containing fractions; further separation into compounds containing, or free of, the aldehyde function simplified gas chromatog. In the experiment, the researchers used many compounds, for example, 3-(3,4-Dimethoxyphenyl)propan-1-ol (cas: 3929-47-3Formula: C11H16O3).
3-(3,4-Dimethoxyphenyl)propan-1-ol (cas: 3929-47-3) belongs to ethers. Ether is less polar than esters, alcohols or amines because of the oxygen atom that is unable to participate in hydrogen bonding due to the presence of bulky alkyl groups on both sides of the oxygen atom. But ether is more polar than alkenes. Ethers feature bent C–O–C linkages. In dimethyl ether, the bond angle is 111° and C–O distances are 141 pm. The barrier to rotation about the C–O bonds is low. The bonding of oxygen in ethers, alcohols, and water is similar. In the language of valence bond theory, the hybridization at oxygen is sp3.Formula: C11H16O3
Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem