Collier, Willard E. published the artcileAlkaline hydrolysis of nonphenolic β-O-4 lignin model dimers. Further studies of the substituent effect on the leaving phenoxide, Recommanded Product: 1-(3,4-Dimethoxyphenyl)-2-phenoxyethanol, the publication is Holzforschung (1996), 50(5), 420-424, database is CAplus.
Reaction rates and activation parameters for the alk. hydrolysis of nonphenolic β-O-4 lignin models [2-(4-substituted-phenoxy)-1-(3,4-dimethoxyphenyl)ethanol] were compared to 2-methoxylated B-ring analogs run earlier. The Hammett plot with the best fit used σ– values to give a ρ of 1.9 ± 0.2, while the 2-methoxyl-substituted compounds had a ρ of 2.3 ± 0.3. Compounds with a methoxyl group at the ortho position of the leaving phenoxide ion hydrolyzed slightly faster than the nonmethoxylated analogs, indicating that the 2-methoxy group is a weak electron withdrawer. The strong electron-withdrawing 4-CHO and 4-CF3 substituents gave significantly different activation parameters than the unsubstituted compound Experiments with O-labeled water suggested that the earlier proposed SNAr mechanism for the alk. hydrolysis of strong electron-withdrawing compounds is not correct. It appears that all nonphenolic β-O-4 dimers are hydrolyzed by a neighboring group mechanism.
Holzforschung published new progress about 183303-74-4. 183303-74-4 belongs to ethers-buliding-blocks, auxiliary class Benzene,Alcohol,Ether, name is 1-(3,4-Dimethoxyphenyl)-2-phenoxyethanol, and the molecular formula is C16H18O4, Recommanded Product: 1-(3,4-Dimethoxyphenyl)-2-phenoxyethanol.
Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem