4361-22-2

Upstream product

• 20649-40-5 (E)-4-(3-hydroxyprop-1-enyl)phenol 
• 10210-17-0 3-(4-hydroxyphenyl)propan-1-ol 
• 23795-02-0 3-(4-hydroxy-phenyl)-propionic acid ethyl ester 
• 160651-07-0 3-(4-hydroxycyclohexyl)propionic acid ethyl ester 

Downstream Products

• 160651-08-1 3-(4-oxocyclohexyl)propionaldehyde 
• 77866-58-1 trans-4-propylcyclohexanol 
• 98790-22-8 cis-4-Propylcyclohexanol 
• 4883-70-9 3-(4-oxocyclohexyl)propanoic acid 

Relevant academic research and scientific papers

Flexible NiCo-based catalyst for direct hydrodeoxygenation of guaiacol to cyclohexanol

The catalytic hydrodeoxygenation (HDO) of lignin-derived phenols is an important step for bio-oil upgrading. Herein, a novel HDO system was established in the presence of nitrogen, instead of traditional hydrogen. A series of CNT-supported Ni-based catalysts was prepared and introduced in the HDO of guaiacol and other lignin-derived phenolic compounds. The bimetallic NiCo/CNT catalysts exhibited better catalytic performance during the HDO reaction, in comparison with monometallic Ni/CNT and Co/CNT catalysts. Among these catalysts, the (15 + 5)% NiCo/CNT catalyst afforded the highest guaiacol conversion (up to 100%) with cyclohexanol as the main product in isopropanol. The effects of process parameters on guaiacol conversion and product distribution were studied in detail, finding that the presence of nitrogen could help to suppress the generation of byproducts, while the presence of hydrogen would facilitate the occurrence of side reactions. The HDO reaction of guaiacol occurred possibly in two consecutive steps: the demethoxylation of guaiacol to phenol and the further hydrogenation of the aromatic ring to cyclohexanol.

On the Reactivity of Dihydro-p-coumaryl Alcohol towards Reductive Processes Catalyzed by Raney Nickel

There are several established approaches for the reductive fractionation of lignocellulose (e.g., “catalytic upstream biorefining” and “lignin-first” approaches) that lead to a lignin oil product that is composed primarily of dihydro-p-monolignols [e.g., 4-(3-hydroxypropyl)-2-methoxyphenol and 4-(3-hydroxypropyl)-2,6-dimethoxyphenol]. Although effective catalytic methods have been developed to perform reductive or deoxygenative processes on the lignin oil, the influence of the 3-hydroxypropyl substituent on catalyst activity has previously been overlooked. Herein, to better understand the reactivity of the depolymerized lignin oil obtained from catalytic upstream biorefining processes, dihydro-p-coumaryl alcohol was selected as a model compound. Hydrogenation of this species in the presence of Raney Ni with molecular hydrogen led to ring saturation (100 % selectivity) in the absence of hydrodeoxygenation, whereas under hydrogen-transfer conditions with 2-propanol, hydrogenation occurred (≈55 % selectivity) simultaneously with hydrodeoxygenation (≈40 % selectivity). In a broader context, this study sheds light not only on the reactivity of dihydro-p-monolignols but also on the intricacies of the catalytic upstream biorefining reaction network in which these species are revealed to be key intermediates in the formation of less-functionalized p-alkylphenols.

Organocatalytic entry to chiral bicyclo[3.n.1]alkanones via direct asymmetric intramolecular aldolization

(Chemical Equation Presented) The facile stereoselective syntheses of endo-8-hydroxybicyclo[3.3.1]nonan-2-one and encto-7-hydroxybicyclo[3.2.1]octan- 2-one, featuring an α-amino acid catalyzed intramolecular aldolization of σ-symmetric substrates, are des