Nashrieh Shimi va Mohandesi Shimi Iran

Nashrieh Shimi va Mohandesi Shimi Iran

Investigation of the Effect of Solvent Solvatochromic Parameters on the Kinetics of the Competitive Hydrogenation Reaction of Carbon-Carbon and Carbon-Oxygen Double Bonds in the Acrolein Molecule on Platinum Catalyst

Document Type : Research Article

Authors
Mohammad Khodadadi Moghaddam
Sahar Mohajeri
Department of Chemistry, Ardabil Branch, Islamic Azad University, Ardabil, I.R. IRAN
Abstract
In the present study, the relationship between the kinetics of the catalytic hydrogenation reaction of acrolein and the solvatochromic properties of the solvent has been investigated. Acrolein, with only three carbons, is the smallest β-α unsaturated molecule and has a carbon-carbon and carbon-oxygen double bond (aldehyde functional group) on one molecule. The hydrogenation of acrolein produces the products allyl alcohol, propanal, and 1-propanol, depending on the type of hydrogen addition to the starting material molecule. The results of the present study show that increasing the polarity/polarizability (*π) of the solvent used in the hydrogenation reaction increases the rate constant of acrolein consumption and 1-propanol production, but decreases the rate constant of allyl alcohol production. The reason for this is due to the effect of solvent polarity on the adsorption and desorption of the aforementioned molecules from the catalyst surface. On the other hand, the rate constant of propanal production, another product of the acrolein hydrogenation reaction, is directly related to the hydrogen bonding strength (α) of the solvent and increases with increasing this parameter. This is due to the ability of solvents with high hydrogen bonding strength to interact with the oxygen of the carbonyl group of the acrolein molecule and prevent its hydrogenation.
Keywords
Heterogeneous catalytic hydrogenation
Solvatochromic parameters
Solvent effect
Competitive hydrogenation

Subjects

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