69924-30-7

Upstream product

• 67-47-0 5-hydroxymethyl-2-furfuraldehyde 

Downstream Products

• 1003-38-9 2,5-dimethyltetrahydrofuran 
• 104-80-3 tetrahydrofuran-2,5-dimethanol 
• 625-86-5 2,5-dimethylfuran 
• 110-13-4 2,5-hexanedione 
• 37493-29-1 5-methyltetrahydro-2-furaldehyde 
• 3857-25-8 2-hydroxymethyl-5-methylfuran 
• 1883-75-6 2,5-bis-(hydroxymethyl)furan 
• 287-92-3 Cyclopentane 

Relevant academic research and scientific papers

Total hydrogenation of furfural and 5-hydroxymethylfurfural over supported Pd-Ir alloy catalyst

Hydrogenation of aqueous furfural was conducted with SiO 2-suported palladium-based bimetallic catalysts. The combination of palladium and iridium gave the best performance for the total hydrogenation to tetrahydrofurfuryl alcohol. Higher H2 pressure and lower reaction temperature were advantageous to suppress side reactions. The synergy between Pd and Ir in the hydrogenation catalysis is most remarkable for substituted furans as substrates. Furfural was first converted into furfuryl alcohol, which was further converted to tetrahydrofurfuryl alcohol. A small amount of tetrahydrofurfural was formed in the first step (～20% selectivity), and the subsequent hydrogenation of tetrahydrofurfural was much slower. The combined yield of tetrahydrofurfuryl alcohol and tetrahydrofurfural reached 98%. The yield of tetrahydrofurfuryl alcohol reached 94% with larger amount of catalyst. Total hydrogenation of 5-hydroxymethylfurfural was also possible using Pd-Ir/SiO2 catalyst. The performance of Pd-Ir/SiO2 catalyst was slightly changed by repeated uses, and the used catalyst can be regenerated by calcination and reduction at 573 K. Characterization results showed that Pd-Ir alloy particles with size of ≤4 nm were formed on the catalyst. Addition of Ir much increased the TOF values as compared with Pd/SiO2 with similar particle size, especially for C = O hydrogenation. One factor of higher activity of Pd-Ir/SiO2 than Pd/SiO2 can be the change of adsorption mode: Ir atom on the surface promotes the adsorption at C = O site, whereas the Pd surface strongly interacts with furan ring.

Selective hydrogenation of aromatic furfurals into aliphatic tetrahydrofurfural derivatives

Tetrahydrofurfural (THFF) and 5-hydroxymethyltetrahydro-2-furaldehyde (5-HMTHFF) are important chemicals. Synthesis of THFF and 5-HMTHFF from the selective hydrogenation of furfural (FF) and 5-hydroxymethylfurfural (HMF) is highly desirable. However, it is a great challenge to hydrogenate furanyl rings while keeping CO intact. Herein, we found that Pd/LDH-MgAl-NO3 could efficiently catalyze the hydrogenation of FF to THFF and HMF to 5-HMTHFF in water. At near complete conversion of FF and HMF, the selectivities of THFF and 5-HMTHFF could reach 92.6% and 83.7%, respectively. A series of control experiments showed that both the LDH-MgAl-NO3 support and water solvent played an important role in the unusual performance of the catalytic system. The hydrogenation of the furanyl ring occurred on the surface of Pd. Water prohibited the hydrogenation of the CO group, and the special nature of LDH-MgAl-NO3 prevented hydrogenation of the CO group on the support by the hydrogen spillover. Thus, the furanyl ring was selectively hydrogenated, and high selectivity of the desired product was successfully achieved. As far as we know, efficient hydrogenation of FF to THFF or HMF to 5-HMTHFF has not been reported. This work opens the way to selectively hydrogenate the furanyl ring while keeping CO in the same molecule unchanged. This journal is

Tetrahydrofuran compound, as well as hydrogenation catalyst and method of manufacturing same

PROBLEM TO BE SOLVED: To provide a method for producing a tetrahydrofuran compound from a furan compound at high reaction rate in high yield and in highly selective manner even under low temperature.SOLUTION: There is provided a method for producing a tetrahydrofuran compound, the method comprising a step of bringing a furan compound having a specific substituent into contact with hydrogen to obtain a tetrahydrofuran compound represented by general formula (2) in the presence of a catalyst obtained by mixing a palladium compound with a metallic compound having at least one metal element belonging to groups V to IX on the periodic table as constituent elements and subjecting to reduction treatment. In the formula (2), Rrepresents a hydrogen atom, an alkyl group having 1 to 5 carbon atoms or hydroxymethyl group, and Rand Reach independently represent a hydrogen atom or an alkyl group having 1 to 5 carbon atoms.