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Preparation of Amines: Reduction of Oximes and Nitro Compounds

Preparation of Amines: Reduction of Oximes and Nitro Compounds

Oximes can be reduced to primary amines using catalytic hydrogenation, hydride reduction, or sodium metal reduction. The reduction of aliphatic and aromatic nitro compounds to primary amines takes place by either catalytic hydrogenation or by using active metals like Fe, Zn, and Sn in the presence of an acid.
Though catalytic hydrogenation can reduce nitrobenzenes, the reduction is nonselective in the presence of other functional groups. For instance, if nitrobenzene contains an aldehyde group,...

Diazonium Group Substitution: –OH and –H

Diazonium Group Substitution: –OH and –H

Nitrous acid, a weak acid, is prepared in situ via the reaction of sodium nitrite with a strong acid under cold conditions. This nitrous acid prepared in situ reacts with primary arylamines to form arenediazonium salts. Such reactions are known as diazotization reactions. As shown in Figure 1, the formation of arenediazonium salts begins with the decomposition of nitrous acid in an acidic solution to give nitrosonium ions.

Phase I Reactions: Reductive Reactions

Phase I Reactions: Reductive Reactions

Phase I biotransformation reductive reactions are chemical processes that modify drugs by introducing or revealing polar functional groups via reduction. Enzymes called reductases catalyze these reactions, playing a pivotal role in drug metabolism by transforming lipophilic drugs into more polar, water-soluble metabolites for easy excretion. An essential type of reductive reaction is the carbonyl group reduction, where aldehydes and ketones are reduced to alcohols. An example is the...

Aryldiazonium Salts to Azo Dyes: Diazo Coupling

Aryldiazonium Salts to Azo Dyes: Diazo Coupling

The reaction of weakly electrophilic aryldiazonium (also called arenediazonium) salts with highly activated aromatic compounds leads to the formation of products with an —N=N— link, called an azo linkage. This reaction, presented in Figure 1, is known as diazo coupling and occurs without the loss of the nitrogen atoms of the aryldiazonium salt. Highly activated aromatic compounds such as phenols or arylamines favor the diazo coupling reaction. The coupling generally occurs at the para position.

Redox Titration: Other Oxidizing and Reducing Agents

Redox Titration: Other Oxidizing and Reducing Agents

Besides iodine, other oxidizing or reducing agents can serve as titrants in redox titrations. Common oxidizing titrants include KMnO4, cerium(IV), and K2Cr2O7. The choice of oxidizing titrants depends on factors like stability, cost, analyte strength, and reaction rate between the analyte and titrant. KMnO4 is a strong oxidizing titrant that reduces from Mn(VII) to Mn(II) in a highly acidic solution, simultaneously oxidizing the analyte to a higher oxidation state. In this case, KMnO4 acts as a...

Aldehydes and Ketones to Alkanes: Wolff–Kishner Reduction

Aldehydes and Ketones to Alkanes: Wolff–Kishner Reduction

Wolff–Kishner reduction involves converting aldehydes and ketones to alkanes using hydrazine and a base. The reaction converts a carbonyl group to a methylene group. The method was independently discovered by N. Kishner in 1911 and L. Wolff in 1912. The reduction is carried out in high-boiling solvents such as ethylene glycol and diethylene glycol because heat is required to deprotonate the N–H proton in one of the reaction steps.

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Related Experiment Video

Updated: Jun 28, 2026

A Direct, Regioselective and Atom-Economical Synthesis of 3-Aroyl-N-hydroxy-5-nitroindoles by Cycloaddition of 4-Nitronitrosobenzene with Alkynones

A Direct, Regioselective and Atom-Economical Synthesis of 3-Aroyl-N-hydroxy-5-nitroindoles by Cycloaddition of 4-Nitronitrosobenzene with Alkynones

Published on: January 21, 2020

Reduction and determination of dixanthogens.

¹Department of Chemistry Indian Institute of Technology New Delhi-29, India.

|June 1, 1971

Summary

A new method simplifies dixanthogen reduction and determination using zinc amalgam. This technique accurately quantifies dixanthogen via xanthate formation and subsequent titration or spectrophotometry.

Area of Science:

Analytical Chemistry
Environmental Chemistry

Background:

Dixanthogen is a key chemical intermediate in various industrial processes.
Accurate determination of dixanthogen is crucial for process control and environmental monitoring.
Existing methods for dixanthogen analysis can be complex or lack sensitivity.

Purpose of the Study:

To develop a convenient and accurate method for the reduction and determination of dixanthogen.
To establish a reliable analytical technique applicable to various sample matrices, including flotation liquors.

Main Methods:

Quantitative reaction of dixanthogen with zinc amalgam to form xanthate.
Determination of xanthate using iodine titration, potentiometric titration with silver nitrate, or spectrophotometry at 310 mmu.
Analysis of dixanthogen in mixtures with xanthate through differential titration (with and without reduction).

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A Direct, Early Stage Guanidinylation Protocol for the Synthesis of Complex Aminoguanidine-containing Natural Products

A Direct, Early Stage Guanidinylation Protocol for the Synthesis of Complex Aminoguanidine-containing Natural Products

Published on: September 9, 2016

Main Results:

The developed method provides a convenient and quantitative approach for dixanthogen determination.
The method is effective for analyzing dixanthogen in the presence of xanthate.
Higher dixanthogens and flotation liquors can also be analyzed using this technique.

Conclusions:

A robust and versatile analytical method for dixanthogen has been successfully developed.
This method offers improved convenience and accuracy for dixanthogen quantification in industrial and environmental samples.
The technique facilitates better process monitoring and environmental assessment related to dixanthogen usage.