Nitrile Gloves

Nitrile gloves are disposable protective gloves made from synthetic nitrile rubber, offering a flexible barrier between the wearer’s skin and chemicals, biological materials, and laboratory contaminants. Their acrylonitrile-butadiene polymer network provides elasticity and helps resist penetration by many oils, solvents, and aqueous solutions, although protection depends on the specific chemical, glove thickness, contact time, and manufacturer data. In chemistry laboratories, nitrile gloves support safer handling, weighing, and transfer of reagents while reducing skin contact and cross-contamination. They are latex-free, making them useful where natural rubber latex sensitivity is a concern, but they must be replaced after damage or chemical breakthrough.

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JoVE Core - Organic Chemistry

Preparation of Nitriles

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2023

One of the common methods to prepare nitriles is the dehydration of amides. This method requires strong dehydrating agents like phosphorous pentoxide or boiling acetic anhydride for converting amides to nitriles. Another reagent namely, thionyl chloride also accomplishes the dehydration of amides, where amide acts as a nucleophile. The first step of the mechanism involves the nucleophilic attack by the amide on the thionyl chloride to form an intermediate. In the next step, the electron pairs...

Nitriles to Carboxylic Acids: Hydrolysis

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2025

Nitriles undergo acid-catalyzed hydrolysis or base-catalyzed hydrolysis to form a carboxylic acid. These reactions proceed via an amide intermediate. The acid-catalyzed mechanism involves the protonation of the nitrogen atom to make the carbon atom more susceptible to nucleophilic attack. The second step involves the nucleophilic attack by water on the nitrile carbon atom. Subsequently, deprotonation of the oxygen atom gives a tautomeric form of an amide, and protonation of the nitrogen forms...

IR Frequency Region: Alkyne and Nitrile Stretching

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2024

Both alkyne (C≡C) and nitrile (C≡N) functional groups contain triple bonds and show stretching absorptions around the wavenumber range of 2100 to 2300 cm−1 in the diagnostic region of the IR spectra. Comparing the stretching vibrational frequency of C≡C triple bonds with that of double and single bonds, it is evident that C≡C triple bonds exhibit a higher stretching frequency than C=C double and C–C single bonds. Similarly, the C≡N triple bond exhibits higher stretching absorption than the C=N...

Nitriles to Ketones: Grignard Reaction

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2025

Organomagnesium halides, commonly known as Grignard reagents, convert nitriles to ketones and proceed through a nucleophilic acyl substitution. Nitriles react with a Grignard reagent, followed by an aqueous acid, to yield ketones. The reaction introduces a new carbon–carbon bond. The alkyl–magnesium bond in the Grignard reagent is highly polar, so the alkyl carbon develops a carbanionic character and acts as a nucleophile. The mechanism begins with a nucleophilic attack by the Grignard reagent...

Preparation of Aldehydes and Ketones from Nitriles and Carboxylic Acids

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2023

Although it is possible to reduce a carboxylic acid to an aldehyde, strong reducing agents, like lithium aluminum hydride (LAH), prohibit a controlled reduction, instead causing the generated aldehyde to instantly over-reduce to a primary alcohol. Reducing carboxylic acid derivatives like acyl chlorides (RCOCl), esters (RCO2R′), and nitriles (RCN) using milder aluminum hydride agents like lithium tri-tert-butoxyaluminum hydride [LiAlH(O-t-Bu)3] and diisobutylaluminum hydride [DIBAL-H] allows...

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