Carbonyl Hydration

Carbonyl hydration is the reversible addition of water to a carbonyl compound, such as an aldehyde or ketone, to form a geminal diol, a molecule bearing two hydroxyl groups on one carbon atom. The reaction occurs when water attacks the electrophilic carbonyl carbon, producing a tetrahedral intermediate; proton transfer then gives the diol, with acid or base catalysis accelerating the process and the equilibrium depending on substituent effects and solution conditions. Understanding carbonyl hydration helps explain reactivity in aqueous organic chemistry, supports interpretation of reaction mechanisms, and provides a foundation for analyzing carbonyl transformations in chemical synthesis and biological systems.

Carbonyl Hydration - Related Videos

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JoVE Core - Civil Engineering
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Hydration of Cement

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2024

Hydration of cement is a chemical reaction between cement particles and water. This process occurs primarily through two mechanisms: through-solution and topochemical. In the through-solution process, anhydrous compounds dissolve into their constituents, hydrates form in the solution, and then precipitate from the supersaturated solution. The topochemical process involves solid-state reactions at the cement particle surface. The through-solution process dominates the topochemical process at the...

Education

JoVE Core - Chemistry

Aqueous Solutions and Heats of Hydration

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2020

Water and other polar molecules are attracted to ions. The electrostatic attraction between an ion and a molecule with a dipole is called an ion-dipole attraction. These attractions play an important role in the dissolution of ionic compounds in water. When ionic compounds dissolve in water, the ions in the solid separate and disperse uniformly throughout the solution because water molecules surround and solvate the ions, reducing the strong electrostatic forces between them. This process...

Research

JoVE Journal - Chemistry

Determination of Carbonyl Functional Groups in Bio-oils by Potentiometric Titration: The Faix Method

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Cited by 5 •

2017

Here we present a potentiometric titration technique for accurately quantifying carbonyl compounds in pyrolysis bio-oils.

Alcohols from Carbonyl Compounds: Reduction

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2025

Reduction is a simple strategy to convert a carbonyl group to a hydroxyl group. The three major pathways to reduce carbonyls to alcohols are catalytic hydrogenation, hydride reduction, and borane reduction. Catalytic hydrogenation is similar to the reduction of an alkene or alkyne by adding H2 across the pi bond in the presence of transition metal catalysts like Raney Ni, Pd–C, Pt, or Ru. Aldehydes and ketones can be reduced by this method, often under mild to moderate heat (25–100°C) and...

Nucleophilic Addition to the Carbonyl Group: General Mechanism

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2023

The carbonyl carbon in an aldehyde or ketone is the site of a nucleophilic attack due to its electron-deficient nature. Depending on the strength of the incoming nucleophile, the reaction occurs via different mechanistic pathways. A stronger nucleophile can directly attack the electrophilic center, the carbonyl carbon. The HOMO orbital of the nucleophile interacts with the LUMO (π* antibonding) orbital present on the carbonyl carbon. This interaction breaks the π bond and shifts the π bonding...

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