7382-59-4

Basic information

• Product Name: GUAIACYLGLYCEROL-BETA-GUAIACYL ETHER
• Synonyms: 1-(4-hydroxy-3-Methoxyphenyl)-2-(2-Methoxyphenoxy)propane-1,3-diol;Guaiacylglycerol-βGuaiacyl glycero-β-guaiacyl ether;GUAIACYLGLYCEROL-BETA-GUAIACYL ETHER;1-(4-HYDROXY-3-METHOXYPHENYL)-2-(2-METHOXYPHENOXY)-1,3-PROPANEDIOL;-guaiacyl ether;Guaiacylglycerol-§GUAIACYLGLYCEROL-BETA-GUAIACYL ETHER 99+%
• CAS NO: 7382-59-4
• Molecular Formula: C₁₇H₂₀O₆
• Molecular Weight: 320.34
• Mol File: 7382-59-4.mol
• Article Data: 17

Chemical Properties

• Melting Point: 100 °C
• Boiling Point: 553.5 °C at 760 mmHg
• Flash Point: 288.6 °C
• Appearance: /
• Density: 1.282 g/cm³
• Vapor Pressure: 4.35E-13mmHg at 25°C
• Refractive Index: 1.595
• PKA: 9.91±0.31(Predicted)
• CAS DataBase Reference: GUAIACYLGLYCEROL-BETA-GUAIACYL ETHER(CAS DataBase Reference)
• NIST Chemistry Reference: GUAIACYLGLYCEROL-BETA-GUAIACYL ETHER(7382-59-4)
• EPA Substance Registry System: GUAIACYLGLYCEROL-BETA-GUAIACYL ETHER(7382-59-4)

Safety Data

• Hazard Codes: N
• Statements: 50
• Safety Statements: 61
• Hazardous Substances Data: 7382-59-4(Hazardous Substances Data)

Usage

General Description

Guaiacylglycerol-beta-guaiacyl ether, also known as GGE, is a naturally occurring chemical compound found in lignin, a complex polymer that provides structural support to plants. GGE is derived from guaiacyl units, which are components of lignin, and is formed through the linking of two guaiacyl units with a glycerol molecule. Guaiacylglycerol-beta-guaiacyl ether is of interest to the scientific community due to its potential as a renewable and sustainable source of chemicals and materials. GGE has been studied for its potential applications in the development of biodegradable plastics, adhesives, and other industrial products. Additionally, GGE has attracted attention for its antioxidant properties, making it a possible candidate for use in anti-aging and skincare products. Research on GGE continues to explore its potential as a valuable resource for a variety of industrial and consumer applications.

InChI:InChI=1/C17H20O6/c1-21-13-5-3-4-6-14(13)23-16(10-18)17(20)11-7-8-12(19)15(9-11)22-2/h3-9,16-20H,10H2,1-2H3

Upstream product

• 1835-11-6 4-benzyloxy-3-methoxyacetophenone 
• 69638-06-8 α-bromo-3-methoxy-4-hydroxyacetophenone 
• 22317-35-7 1-(4-hydroxy-3-methoxyphenyl)-2-(2-methoxyphenoxy)ethan-1-one 
• 22317-34-6 β-hydroxy-α-(2-methoxyphenoxy)4-hydroxy-3-methoxypropiophenone 
• 1878-85-9 (2-methoxyphenoxy)acetic acid 
• 91471-08-8 3-methoxy-4-(tetrahydropyran-2-yloxy)benzaldehyde 
• 13078-21-2 ethyl 2-(2-methoxyphenoxy)acetate 
• 2426-87-1 3-methoxy-4-(phenylmethoxy)benzaldehyde 
• 58497-34-0 Ethyl β-hydroxy-3-methoxy-α-(2-methoxyphenoxy)-4-(phenylmethoxy)benzenepropanoate 
• 156482-49-4 methyl 3-(4-(benzyloxy)-3-methoxyphenyl)-3-oxopropanoate 
• 22400-03-9 1-(4-(benzyloxy)-3-methoxyphenyl)-2-(2-methoxyphenoxy)propane-1,3-diol 
• 227300-29-0 2-(2-methoxyphenoxy)-1-phenylpropane-1,3-diol 
• 121-33-5 vanillin 
• 90-05-1 2-methoxy-phenol 

Downstream Products

• 19826-67-6 trans-4-Hydroxy-3-methoxy-styrol-ω-sulfonsaeure-methylester 
• 10535-17-8 erythro-1-(3,4-dimethoxyphenyl)-2-(2-methoxyphenoxy)propane-1,3-diol 
• 7572-98-7 threo-1-(3,4-dimethoxyphenyl)-2-(2-methoxyphenoxy)propane-1,3-diol 
• 2196-18-1 3-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-1-propanone 
• 90-05-1 2-methoxy-phenol 
• 498-02-2 1-(3-methoxy-4-hydroxyphenyl)ethanone 
• 1173194-43-8 C₂₄H₂₆O₁₀ 
• 2785-87-7 2-methoxy-4-n-propylphenol 
• 110-82-7 cyclohexane 
• 2785-89-9 4-Ethylguaiacol 
• 22317-34-6 β-hydroxy-α-(2-methoxyphenoxy)4-hydroxy-3-methoxypropiophenone 
• 121-34-6 3-methoxy-4-hydroxybenzoic acid 
• 121-33-5 vanillin 
• 2426-87-1 3-methoxy-4-(phenylmethoxy)benzaldehyde 

Relevant articles and documents

Are quinone methides responsible for yellowing of paper in light?

Irradiation of tetrahydrofuran solutions of quinone methide 1 at 350 nm resulted in the formation of yellow oligomeric products and guaiacol. The rate constants determined for the disappearance of the starting compound and those of guaiacol formation show

Iridium-catalysed primary alcohol oxidation and hydrogen shuttling for the depolymerisation of lignin

Lignin is a potentially abundant renewable resource for the production of aromatic chemicals, however its selective depolymerisation is challenging. Here, we report a new catalytic system for the depolymerisation of lignin to novel, non-phenolic monoaromatic products based on the selective β-O-4 primary alcohol dehydrogenation with a Cp?Ir-bipyridonate catalyst complex under basic conditions. We show that this system is capable of promoting the depolymerisation of model compounds and isolated lignins via a sequence of selective primary alcohol dehydrogenation, retro-aldol (Cα-Cβ) bond cleavage and in situ stabilisation of the aldehyde products by transfer (de)hydrogenation to alcohols and carboxylic acids. This method was found to give good to excellent yields of cleavage products with both etherified and free-phenolic lignin model compounds and could be applied to real lignin to generate a range of novel non-phenolic monomers including diols and di-acids. We additionally show, by using the same catalyst in a convergent, one-pot procedure, that these products can be selectively channelled towards a single di-acid product, giving much simpler product mixtures as a result.

Method for synthesizing guaiacyl glycerol-beta-guaiacyl ether from lignin beta-O-4 linkage dimer model compound

The invention provides a method for synthesizing guaiacyl glycerol-beta-guaiacyl ether from a lignin beta-O-4 linkage dimer model compound. The content of beta-O-4 linkages in all linkages of lignin is highest and about 40-60%, so research of the beta-O-4 linkage lignin model compound plays an important role in research of the structure of lignin and the reaction mechanism of lignin in reaction. The method is simple, reaction conditions are mild, the yield is high, and the production period is short.