Треогваиацилглицерин

Description

Treoguaiacylglycerol is a phenylpropanoid with the composition C10H14O5, a threo-diastereomer of 1-(4-hydroxy-3-methoxyphenyl)propane-1,2,3-triol. The aromatic core carries one methoxy group and one hydroxyl group—guaiacyl substitution (G-type). Guaiacyl units form the basis of softwood lignin. The compound serves as a model substance for studying the structure of lignin and its cleavage reactions: the side chain with three hydroxyls reproduces the arylglycerol fragment, through which β-O-4 bonds are formed in the polymer.

Basic Attributes

• CAS No: 27391-16-8
• Chemical formula: C10H14O5
• Molecular Weight: 214.21500
• Exact weight: 214.084122
• PSA specifications: 90.15000
• XLogP3: -1.48

Physico-chemical characteristics

• Density: 1.4 ± 0.1 g/cm³
• Boiling point: 483.7 ± 45.0 °C at 760 mm Hg. Art.
• Flash point: 246.3 ± 28.7 °C
• Refractive index: 1.608

Difference from syringyl analogue

The guaiacyl ring contains one methoxy group, and the syringyl ring contains two. The difference in one methoxy group changes the reactivity of the phenolic ring and determines the different course of delignification of coniferous and deciduous wood. These differences are studied using a pair of model compounds—guaiacyl- and syringylglycerol.

Scope of application

• model compound of softwood lignin
• standard for the chromatographic determination of lignin destruction products
• substrate in studies of chemical and enzymatic degradation of lignin
• reference substance in phytochemical analysis

Storage and handling

Keep the container tightly closed, the room is dry and cool, exclude light: the phenolic fragment and three alcohol groups are prone to oxidation. Hazard classification and transport codes are not given in the product data sheet.