Proxies for land plant biomass: closed system pyrolysis of some methoxyphenols

Methoxyphenols can be used as proxies for terrestrial biomass when investigating the chemical changes in lignin during hydrothermal alteration. The closed system microscale pyrolysis of 2-methoxyphenol (2-MOP) and 2,6-dimethoxyphenol (2,6-DMP), in the presence of water vapour, has been studied in borosilicate glass vessels. 2-MOP was heated isothermally at temperatures of 330°C for 96 h and 2,6-DMP was heated isothermally at 300°C for 118 h. Pyrolysis of the model compound 2-MOP gave a simple product distribution which was composed mainly of 1,2-dihydroxybenzene with lower amounts of 2-methylphenol and phenol. The prominent reaction products from heating 2,6-DMP were 1,2-dihydroxy-6-methoxybenzene and 2-methoxy-6-methylphenol, with minor amounts of 2-MOP, 1,2-dihydroxybenzene and 2-methylphenol. The decreasing amounts of 2,6-DMP with heating time and the concomitant increase in the amounts of 1,2-dihydroxy-6-methoxybenzene suggested that demethylation had occurred.