Guaiacol derivatives

Catechol and Guaiacol Derivatives. The only diphenol in Table I behaved as two separate monophenols. Catechols also generally react as diphenols, i.e., they produce twice the 765 nm absorbing color with F-C reagent as does a typical monophenol. Table II shows molar extinc-... 

Thus, a-carbonyl syringols can be oxidized to relatively stable phenoxy radicals in contrast to guaiacol derivatives. The latter probably dimerize... 

Figure 7. Dimerization (o-carbon-o-carbon coupling) of p-alkylated guaiacol derivatives...

Riedel A process for making vanillin from guaiacol derived from catechol. Invented by J.D. Riedel in 1932. 

Guaiacol derives its name from the fact that it is obtained by the distillation of a resin known as guaiac. It is also similarly obtained from beech wood. It yields a neutral ester with carbonic acid. 

The mechanism of action is unknown. Other guaiacol derivatives... 

Kirste A, Schnakenburg G, Waldvogel SR (2011) Anodic coupling of guaiacol derivatives on borrai-doped diamond electrodes. Org Lett 13(12) 3126-3129... 

An azo coupling reaction of monatomic phenols with diazotized 4-nitroaniline has been investigated. By HPLC, NMR, elemental analysis, UV and IR spectroscopy it has been shown that the azo derivatives of o-guaiacol, o- and m-cresols interact with an excess of diazonium in pH interval of 4,5-9,5 and form corresponding 4,4-di(4-nitrophenylazo)-2,5-cyclohexadien-1 -ones. 

HPLC method with amperometric detection was applied for detenuination of phenols in sea sediment and some dmg preparation. Peaks of phenol, guaiacol, cresols, hydroquinon and resorcinol were identified on chromatogram of birch tai. The HPLC method with electrochemical detectors was used for detenuination of some drug prepai ation of aminophenol derivate. So p-acetaminophenol (paracetamol) was determined in some drug. 

The method allowed the authors to characterise a pine pitch (viscous tar derived from the distillation of wood of pine trees). The main constituents detected by headspace SPME result from the pyrolysis of the lignin, guaiacol (11) and its p-w-alkyl derivatives [methyl... 

The first sample, dating from the Ptolemaic period ( 300 BC), was found in a container from a tomb from Fayoum. The volatile compounds observed in this sample (see Table 10.1, column 11) were very similar to those of pine pitch. The two chromatograms are presented in Figure 10.21. The major compounds are guaiacol (11) and its para-n-alkyl derivatives (24, 35, 43) and the degradation products of diterpenic acids 19-norabieta-8,l 1,13-triene (95), 18-norabieta-8,11,13-triene (100), 10,18-bisnorabieta-5,7,9(10),ll,13-pentaene (102), retene (105) and methyldehydroabietate (106). The major compounds observed after... 

In contrast, the HRP-catalyzed kinetic resolution of racemic secondary hydroperoxides in the presence of guaiacol afford the hydroperoxides and their alcohols in high enantiomeric excesses (Eq. 3) [69]. In the case of the aryl alkyl-substituted hydroperoxides and cyclic derivatives (Table 4, entries 1 -3,6-10), HRP preferentially accepts the (R)-enantiomers as substrates with concurrent formation of the (R)-alcohols the (S)-hydroperoxides are left behind, further-... 

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