1004-29-1Relevant articles and documents
Tailor-made biofuel 2-butyltetrahydrofuran from the continuous flow hydrogenation and deoxygenation of furfuralacetone
Strohmann, Marc,Bordet, Alexis,Vorholt, Andreas J.,Leitner, Walter
, p. 6299 - 6306 (2019)
In this work, we present the first continuous flow process to produce the tailored biofuel 2-butyltetrahydrofuran from renewable resources. In a two-step approach lignocellulose-derived furfuralacetone is first hydrogenated and then deoxygenated over commercial catalysts to form the desired product. Both reactions were studied independently in batch conditions. The transition to a continuous flow system was done and various parameters were tested in the miniplant. Both reactions were performed in a two-reactor-concept approach to yield the desired 2-butyltetrahydrofuran in a high yield directly from furfuralacetone.
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Micovic et al.
, p. 2279,2286 (1964)
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SELECTIVITY OF TETRAHYDROFURAN FORMATION FROM UNACTIVATED ALIPHATIC ALCOHOLS BY THE BROMINE-SILVER-SALT REACTION
Roscher, Nina Matheny,Shaffer, D. Kent
, p. 2643 - 2650 (1984)
Studies of the bromine-silver carbonate reaction with aliphatic alcohols in which intramolecular δ-H competition is possible are generally quite specific.Loss of a tertiary δ- hydrogen occurs preferentially from both tertiary and secondary aliphatic alcohols to yield the most highly substituted cyclic ether.For example, 2,5-dimethyl-2-octanol yields only 2,2,5-trimethyl-5-propyltetrahydrofuran as the cyclic ether product; 2-methyl-2-isopentyltetrahydrofuran is not detected.
Energy-efficient production of 1-octanol from biomass-derived furfural-acetone in water
Xia, Qineng,Xia, Yinjiang,Xi, Jinxu,Liu, Xiaohui,Wang, Yanqin
, p. 4411 - 4417 (2015)
An energy-efficient catalytic system for the one-pot production of 1-octanol from biomass-derived furfural-acetone (FFA) under mild conditions in water was developed, by sequential hydrogenation/hydrogenolysis over a hydrophilic Pd/NbOPO4 catalyst. A strategy of creating an intentional "phase problem" has been employed to prevent the over-hydrogenolysis of 1-octanol into n-octane and therefore increased the selectivity to 1-octanol. The effects of reaction conditions as well as a variety of noble-metal loaded bifunctional catalysts have been systematically investigated to maximize the yield of 1-octanol. Moreover, the addition of liquid acids to the catalytic system further enhanced the selectivity towards the formation of 1-octanol. There is a strong correlation between the acid strength of an acidic additive and the sum yield of 1-octanol and octane. With the addition of TfOH, the highest yield of 1-octanol (62.7%) was obtained from one-pot conversion of biomass-derived FFA over Pd/NbOPO4.
Selective Hydrogenation and Hydrodeoxygenation of Aromatic Ketones to Cyclohexane Derivatives Using a Rh&at;SILP Catalyst
Bordet, Alexis,Emondts, Meike,Leitner, Walter,Moos, Gilles
supporting information, p. 11977 - 11983 (2020/06/02)
Rhodium nanoparticles immobilized on an acid-free triphenylphosphonium-based supported ionic liquid phase (Rh&at;SILP(Ph3-P-NTf2)) enabled the selective hydrogenation and hydrodeoxygenation of aromatic ketones. The flexible molecular approach used to assemble the individual catalyst components (SiO2, ionic liquid, nanoparticles) led to outstanding catalytic properties. In particular, intimate contact between the nanoparticles and the phosphonium ionic liquid is required for the deoxygenation reactivity. The Rh&at;SILP(Ph3-P-NTf2) catalyst was active for the hydrodeoxygenation of benzylic ketones under mild conditions, and the product distribution for non-benzylic ketones was controlled with high selectivity between the hydrogenated (alcohol) and hydrodeoxygenated (alkane) products by adjusting the reaction temperature. The versatile Rh&at;SILP(Ph3-P-NTf2) catalyst opens the way to the production of a wide range of high-value cyclohexane derivatives by the hydrogenation and/or hydrodeoxygenation of Friedel–Crafts acylation products and lignin-derived aromatic ketones.