76788-37-9

Basic information

• Product Name: 1,3-Propanediol, 1-(3,4-dimethoxyphenyl)-
• CAS NO: 76788-37-9
• Molecular Formula: C11H16O4
• Molecular Weight: 212.246
• Mol File: 76788-37-9.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 1,3-Propanediol, 1-(3,4-dimethoxyphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-Propanediol, 1-(3,4-dimethoxyphenyl)-(76788-37-9)
• EPA Substance Registry System: 1,3-Propanediol, 1-(3,4-dimethoxyphenyl)-(76788-37-9)

Safety Data

• Hazardous Substances Data: 76788-37-9(Hazardous Substances Data)

Upstream product

• 18523-76-7 (E)-3',4'-dimethoxycinnamyl alcohol 
• 70570-23-9 (Z)-3-(3,4-dimethoxyphenyl)-2-propen-1-ol 
• 58045-88-8 3,4-dimethoxycinnamaldehyde 
• 4687-37-0 ethyl 3,4-dimethoxybenzoylacetate 
• 1131-62-0 1-(3,4-dimethoxyphenyl)ethanone 
• 10535-17-8 1-(3,4-dimethoxyphenyl)-2-(methoxyphenoxy)propane-1,3-diol 
• 10548-77-3 1-(3,4-dimethoxyphenyl)-3-hydroxy-2-(2-methoxyphenoxy)propan-1-one 
• 139017-17-7 (R)-4-(3,4-Dimethoxy-phenyl)-1-oxa-5-sila-spiro[4.5]decane 

Downstream Products

• 4497-40-9 3,4-dimethoxy-cinnamaldehyde 
• 120-14-9 3,4-dimethoxy-benzaldehyde 
• 104397-78-6 1-(3,4-dimethoxyphenyl)-3-hydroxypropan-1-one 

Relevant articles and documents

Selective C-O Bond Cleavage of Lignin Systems and Polymers Enabled by Sequential Palladium-Catalyzed Aerobic Oxidation and Visible-Light Photoredox Catalysis

Lignin, which is a highly cross-linked and irregular biopolymer, is nature's most abundant source of aromatic compounds and constitutes an attractive renewable resource for the production of aromatic commodity chemicals. Herein, we demonstrate a practical and operationally simple two-step degradation approach involving Pd-catalyzed aerobic oxidation and visible-light photoredox-catalyzed reductive fragmentation for the chemoselective cleavage of the β-O-4 linkage - the predominant linkage in lignin - for the generation of lower-molecular-weight aromatic building blocks. The developed strategy affords the β-O-4 bond cleaved products with high chemoselectivity and in high yields, is amenable to continuous flow processing, operates at ambient temperature and pressure, and is moisture- and oxygen-tolerant.

Facile and selective hydrogenolysis of β-O-4 linkages in lignin catalyzed by Pd-Ni bimetallic nanoparticles supported on ZrO2

The β-O-4 linkage in lignin can be selectively cleaved by Pd-Ni bimetallic nanoparticles supported on ZrO2 using hydrogen gas as the hydrogen donor under ambient pressure and neutral conditions. Conspicuous enhancement in activity is observed compared with single nickel and palladium catalysts based on the results of experiments and characterization. Moreover, hydrogenation of the produced phenols is tuned by adjusting the amount of NaBH4. The catalyst can be reused over ten times in the model reaction and over five times in the hydrogenolysis of lignin without an obvious change in activity and selectivity.

Asymmetric catalysis. Production of chiral diols by enantioselective catalytic intramolecular hydrosilation of olefins

Rhodium(I) chiral diphosphine complexes efficiently and rapidly catalyze the intramolecular hydrosilation of silyl ethers derived from allylic alcohols. The efficiency and rates of intramolecular hydrosilations were determined for a variety of silyl and olefin substituents. The catalysts were found to tolerate a wide variety of silyl substituents, although terminal alkyl olefin substituents were found to retard catalysis. Terminal aryl olefin substituents were found to be hydrosilated efficiently and at reasonable rates. One of the chiral catalysts is highly enantioselective for terminal aryl olefin substituents. Almost quantitative ee's are obtained. Moreover, the ee's are only slightly sensitive to aryl and olefin substituents, suggesting that this enantioselective catalysis can provide a wide range of chiral species. Oxidative cleavage of the hydrosilation products gives chiral diols.