Diols

Diols are organic compounds that contain two hydroxyl groups (-OH), making them an important class of alcohols in chemistry. Their hydroxyl groups increase polarity and enable hydrogen bonding with surrounding molecules, while their locations on the carbon skeleton influence properties and reactions such as esterification, oxidation, and intramolecular transformations. Diols serve as solvents, humectants, and building blocks for polymers, including polyesters and polyurethanes; ethylene glycol also functions as an antifreeze component because its aqueous solutions have depressed freezing points. Studying diols connects molecular structure to physical behavior, reactivity, and industrial material design.

Diols - Related Videos

Research

JoVE Journal - Chemistry

Retropinacol/Cross-pinacol Coupling Reactions - A Catalytic Access to 1,2-Unsymmetrical Diols

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Cited by 1 •

2014

A novel account for the synthesis of unsymmetrical 1,2-diols based on a retropinacol/cross-pinacol coupling mechanism is described. Due to the catalytic execution of this reaction a considerable improvement compared to conventional cross-pinacol couplings is achieved.

Education

JoVE Core - Organic Chemistry

Preparation of Diols and Pinacol Rearrangement

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2023

Compounds bearing two hydroxyl groups are known as diols. When the hydroxyl groups are located on adjacent carbon atoms, the diols are called vicinal diols or glycols. Under acidic conditions, vicinal diols undergo a specific reaction called pinacol rearrangement. The reaction begins with transferring a proton from the acid catalyst to one of the hydroxyl groups, producing an oxonium ion. In the second step, the oxonium ion loses H2O, forming a tertiary carbocation intermediate. In the...

Vicinal Diols via Reductive Coupling of Aldehydes or Ketones: Pinacol Coupling Overview

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2023

Wilhelm Rudolph Fittig discovered the pinacol coupling reaction in 1859. It is a radical dimerization reaction and involves the reductive coupling of aldehydes or ketones in the presence of hydrocarbon solvent to yield vicinal diols. The radical reaction is initiated by a single electron transfer from metals like sodium and magnesium to a spin-paired molecule like aldehydes or ketones to generate a ketyl—a radical anion. The ketyl has a radical character on the carbon atom and a charge on the...

Regioselective O-Glycosylation of Nucleosides via the Temporary 2',3'-Diol Protection by a Boronic Ester for the Synthesis of Disaccharide Nucleosides

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Cited by 3 •

2018

Here, we present protocols for the synthesis of disaccharide nucleosides by the regioselective O-glycosylation of ribonucleosides via a temporary protection of their 2',3'-diol moieties utilizing a cyclic boronic ester. This method applies to several unprotected nucleosides such as adenosine, guanosine, cytidine, uridine, 5-methyluridine, and 5-fluorouridine to give corresponding disaccharide nucleosides.

Periodic Acid Schiff or PAS Staining: A Method to Assess the Structural Deformities of Glomerulus

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2023

In this video, we describe the protocol for performing Periodic Acid Schiff (PAS) stain to assess the structural anomalies in the kidney glomerulus. The PAS staining method enables appropriate evaluation of the glomerulus pathophysiology.

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