Benzene Hydrogenation

Benzene hydrogenation is the catalytic addition of hydrogen to benzene, converting its aromatic six-membered ring into cyclohexane and illustrating how aromatic stability influences chemical reactivity. Under elevated hydrogen pressure and temperature, a metal catalyst activates H₂ on its surface, allowing hydrogen atoms to add progressively to the carbon ring until its three π bonds are reduced. This reaction is important in Chemistry for studying catalytic hydrogenation, reaction energetics, and selectivity. It also supports industrial cyclohexane production, supplying a precursor for nylon intermediates, and helps reduce aromatic compounds in hydrocarbon streams.

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JoVE Core - Organic Chemistry

Reduction of Benzene to Cyclohexane: Catalytic Hydrogenation

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2025

Unlike the easy catalytic hydrogenation of an alkene double bond, hydrogenation of a benzene double bond under similar reaction conditions does not take place easily. For example, in the reduction of stilbene, the benzene ring remains unaffected while the alkene bond gets reduced. Hydrogenation of an alkene double bond is exothermic and a favorable process. In contrast, to hydrogenate the first unsaturated bond of benzene, an energy input is needed; that is, the process is endothermic. This is...

Hydrogenation

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2023

Source: Vy M. Dong and Zhiwei Chen, Department of Chemistry, University of California, Irvine, CA This experiment will demonstrate the hydrogenation of chalcone as an example of an alkene hydrogenation reaction (Figure 1). In this experiment, palladium on carbon (Pd/C) will be used as a heterogeneous catalyst for the process. A balloon will be used to supply the hydrogen atmosphere. Figure 1: Diagram showing the hydrogenation of chalcone to 3-phenylpropiophenone.

Catalytic Reactor: Hydrogenation of Ethylene

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2023

Source: Kerry M. Dooley and Michael G. Benton, Department of Chemical Engineering, Louisiana State University, Baton Rouge, LA The hydrogenation of ethylene (C2H4) to ethane (C2H6) has often been studied as a model reduction reaction in characterizing new metal catalysts.1-2 While supported nickel is not the most active metal catalyst for this reaction, it is active enough that reaction can take place at < 200°C. The reaction typically involves adsorbed, dissociated hydrogen (H2) reacting...

Hydrogen Bonds

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2025

A hydrogen bond is formed when a weakly positive hydrogen atom already bonded to one electronegative atom (for example, the oxygen in the water molecule) is attracted to another electronegative atom from another polar molecule, such as water (H2O), hydrogen fluoride (HF), or ammonia (NH3). The huge electronegativity difference between the H atom (2.1) and the atom to which it is bonded (4.0 for an F atom, 3.5 for an O atom, or 3.0 for an N atom), combined with the very small size of an H atom...

Hydrogen Bonds

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2026

Hydrogen BondsHydrogen bonds are weak attractions between atoms that have formed other chemical bonds. One of these atoms is electronegative, like oxygen, and has a partial negative charge. The other is a hydrogen atom that has bonded with another electronegative atom and has a partial positive charge.Hydrogen Bonds Control the World!Because hydrogen has very weak electronegativity when it binds with a strongly electronegative atom, such as oxygen or nitrogen, electrons in the bond are...

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