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To absorb hydrogen, the dehydrated form of LOHC (an unsaturated, mostly aromatic compound) reacts with the hydrogen in a hydrogenation reaction. The hydrogenation is an exothermic reaction and is carried out at elevated pressures (approx. 30-50 bar) and temperatures of approx. 150-200°C in the presence of a catalyst.
A high reaction temperature and low carbon monoxide pressure favors the isomerization of the Markovnikov product to the thermodynamically more stable β-isomer, which leads to the n-aldehyde. Low temperatures and high carbon monoxide pressure and an excess of phosphine, which blocks free coordination sites, can lead to faster hydroformylation ...
For example, the addition of hydrogen to ethene has a Gibbs free energy change of -101 kJ·mol −1, which is highly exothermic. [11] In the hydrogenation of vegetable oils and fatty acids, for example, the heat released, about 25 kcal per mole (105 kJ/mol), is sufficient to raise the temperature of the oil by 1.6–1.7 °C per iodine number drop.
Because the hydrogen abstraction is radical, any chiral configuration at the δ-carbon racemizes. [14] The reaction also has a quite large hydrogen isotope effect: in the decomposition of 10, the ratio of 1,2-dimethylpyrrolidine 11 and 1,2-dimethylpyrrolidine-2-d 12 (determined by combustion and IR spectra) suggests k H ⁄ k D ≈ 3.42–3.54.
Transfer hydrogenation usually occurs at mild temperature and pressure conditions using organic or organometallic catalysts, many of which are chiral, allowing efficient asymmetric synthesis. It uses hydrogen donor compounds such as formic acid, isopropanol or dihydroanthracene, dehydrogenating them to CO 2, acetone, or anthracene respectively. [1]
Most metal surface reactions occur by chain propagation in which catalytic intermediates are cyclically produced and consumed. [8] Two main mechanisms for surface reactions can be described for A + B → C. [2] Langmuir–Hinshelwood mechanism: The reactant molecules, A and B, both adsorb to the catalytic surface. While adsorbed to the surface ...
It is the microscopic reverse of oxidative addition, and is often the product-forming step in many catalytic processes. Since oxidative addition and reductive elimination are reverse reactions, the same mechanisms apply for both processes, and the product equilibrium depends on the thermodynamics of both directions. [1] [2]
Hydrogenolysis is a chemical reaction whereby a carbon–carbon or carbon–heteroatom single bond is cleaved or undergoes lysis (breakdown) by hydrogen. [1] The heteroatom may vary, but it usually is oxygen, nitrogen, or sulfur. A related reaction is hydrogenation, where hydrogen is added to the molecule, without cleaving bonds. Usually ...