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Cyanogen

Also known as oxalonitrile, Ethanedinitrile, Dicyanogen, Carbon nitride

Cyanogen, or oxalonitrile, is a highly hazardous molecular compound with formula C2N2 and molecular weight 52.03. Miilex Chemicals presents it for specialist chemical research and carefully controlled applications where its reactivity and toxicity are fully assessed.

Inorganic and small-molecule chemicals Cyanogen compounds and reactive nitriles
C₂N₂
C₂N₂

Product identity

CAS number
460-19-5
Molecular formula
C2N2
Molecular weight
52.03 g/mol
Category
Inorganic and small-molecule chemicals
Subcategory
Cyanogen compounds and reactive nitriles
Common aliases
oxalonitrile, Ethanedinitrile, Dicyanogen

Product overview

What is Cyanogen?

Cyanogen, also known as oxalonitrile, is a small molecular compound with the formula C2N2 and molecular weight 52.03. Its CAS number is 460-19-5. The molecule contains two carbon atoms joined through a carbon-carbon bond, with each carbon attached to a nitrile group. Other recognized names include ethanedinitrile, dicyanogen, carbon nitride, and nitriloacetonitrile. It is distinct from cyanide salts and cyanogenic natural products.

Cyanogen is a highly reactive and acutely hazardous substance whose behaviour requires specialist controls. It is commonly encountered as a volatile molecular material rather than an ordinary solid commodity, and its physical state depends on temperature and pressure. The molecule can participate in addition, substitution, oxidation, and reduction chemistry, while decomposition or reaction with incompatible materials may create further hazards. Its toxicity makes exposure prevention fundamental.

Established chemical interest in cyanogen centres on laboratory research, reaction studies, analytical work, and its role as a reactive intermediate or precursor in selected synthetic pathways. It may also appear in discussions of nitrile chemistry, combustion, atmospheric reactions, and historical photochemical systems. These contexts do not imply broad suitability: any proposed use requires a competent technical assessment, appropriate containment, and compliance with applicable local requirements.

Selection of cyanogen should begin with the intended reaction or analytical objective, then consider volatility, acute toxicity, compatibility, concentration, containment, and methods for detecting or controlling releases. A closely related compound may offer a safer or more manageable route, particularly where the nitrile functionality rather than cyanogen itself is required. Particular attention is warranted for reaction scale, temperature, pressure, by-products, and the capabilities of the receiving facility.

Technical profile

Product properties

Review the product identity and general physical profile before specifying the grade required for your operation.

IUPAC name
oxalonitrile
Category
Inorganic and small-molecule chemicals
Subcategory
Cyanogen compounds and reactive nitriles
Molecular formula
C2N2
Molecular weight
52.03 g/mol

Uses and markets

Applications and industries

The correct product specification depends on the intended process, grade requirements and operating conditions.

Detailed product information

Detailed Cyanogen product information

Molecular structure and reactivity

Cyanogen is the symmetrical nitrile compound C2N2, also called oxalonitrile or ethanedinitrile. Its paired nitrile groups create a compact, electron-deficient structure that supports distinctive reaction chemistry. Cyanogen may participate in addition and redox processes, and its behaviour can change substantially with temperature, pressure, concentration, and the surrounding chemical environment.

Unlike many stable laboratory reagents, cyanogen demands assessment as both a reactive molecule and a severe toxic hazard. Reaction planning should account for possible decomposition, secondary products, and incompatibilities rather than focusing only on the intended transformation. Specialist analytical methods can help establish whether cyanogen is present, consumed, or replaced by reaction products.

Controlled laboratory applications

Cyanogen is most plausibly encountered in tightly controlled research involving nitrile reactivity, reaction mechanisms, spectroscopy, or the preparation of selected derivatives. Its use is inherently context-dependent: a procedure suitable for trace analytical investigation may not translate safely to preparative work. Facilities should evaluate containment, detection, emergency controls, and trained personnel before considering any experiment.

For analytical work, cyanogen’s volatility and toxicity can complicate sampling and measurement. Method design may therefore require closed handling, carefully selected materials, validated detection conditions, and controls that distinguish parent cyanogen from related nitriles or decomposition products. The appropriate method depends on the matrix, concentration range, reaction history, and laboratory capabilities.

Cyanogen compared with related compounds

Cyanogen differs from hydrogen cyanide and inorganic cyanide salts in structure, volatility, and reaction behaviour. It is a neutral dinitrile molecule rather than a hydrogen-containing acid or an ionic salt. These distinctions influence transport through systems, phase behaviour, analytical response, and the products formed during hydrolysis, reduction, oxidation, or nucleophilic attack.

Cyanogen also should not be treated as interchangeable with cyanogen bromide. Cyanogen bromide is a halogenated reagent with different physical properties, reactivity patterns, and handling implications. Substituting one for the other can alter reaction stoichiometry, by-products, exposure pathways, and analytical interpretation. Chemical selection should therefore be based on the required transformation, not on a shared name element.

Formulation and process assessment

Cyanogen is generally considered a specialised reactive material rather than a broadly formulated ingredient. Any process concept involving it should examine phase control, pressure effects, material compatibility, heat release, and the fate of unreacted material. Small changes in equipment geometry or operating conditions may influence residence time, concentration, and the potential for hazardous accumulation.

A technical assessment should also distinguish cyanogen’s intrinsic properties from the suitability of a particular preparation or delivery format. Purity, stabilisation, matrix effects, and analytical detectability can affect reaction outcomes, but no assumption should be made without product-specific information. Where the same chemistry can be achieved with a less hazardous precursor, comparative evaluation may be prudent.

Frequently asked questions

Questions about Cyanogen

What is cyanogen, and how is its structure described?

Cyanogen is a small molecular compound with the formula C2N2 and CAS number 460-19-5. Its systematic name is oxalonitrile, and it is also known as ethanedinitrile or dicyanogen. Structurally, it contains two carbon atoms joined together, with one nitrile group attached to each carbon. This arrangement makes cyanogen a neutral dinitrile rather than a cyanide salt or hydrogen cyanide. The paired nitrile groups give it distinctive electron-deficient reactivity. Cyanogen should be treated as a highly hazardous substance, so structural interest does not make it suitable for casual handling, open-bench experimentation, or general-purpose formulation work.

How does cyanogen differ from hydrogen cyanide and cyanide salts?

Cyanogen, hydrogen cyanide, and cyanide salts are chemically related through their nitrile or cyanide functionality, but they are different substances. Cyanogen is a neutral molecule containing two nitrile groups, whereas hydrogen cyanide contains one hydrogen attached to the cyanide unit and cyanide salts contain ionic cyanide associated with a counterion. Their volatility, phase behaviour, solubility, reaction pathways, and exposure patterns therefore differ. These distinctions also affect analytical methods and process design. A procedure developed for one substance cannot automatically be transferred to another. Substitution requires a fresh evaluation of stoichiometry, compatibility, by-products, containment, and hazards.

Why is cyanogen considered highly hazardous?

Cyanogen is considered highly hazardous because it combines acute toxicity with volatility and chemical reactivity. Inhalation exposure is a major concern, while leaks, poor containment, incompatible reactions, and uncontrolled decomposition can create serious risks. The exact hazard profile depends on concentration, temperature, pressure, exposure duration, and the surrounding process. Cyanogen should therefore be handled only by appropriately trained specialists using controls designed for toxic reactive materials. Product-specific safety information, local legislation, engineering safeguards, detection capability, and emergency planning are essential. Neither a small quantity nor a research setting removes the need for rigorous exposure prevention.

What reactions can cyanogen participate in?

Cyanogen can participate in several classes of reaction because its nitrile groups are strongly electron-deficient. Depending on the reagents and conditions, it may undergo nucleophilic addition, reduction, oxidation, hydrolysis-related transformations, or reactions that form substituted nitrogen- and carbon-containing products. Its behaviour is influenced by solvent, temperature, pressure, concentration, catalysts, and the presence of water or other reactive species. Reaction pathways may also generate hazardous intermediates or products. Consequently, cyanogen chemistry should be planned from a complete material balance and compatibility assessment, rather than from an assumed analogy with a less reactive nitrile.

Can cyanogen be used in analytical or research applications?

Cyanogen may be relevant to specialist analytical and research applications involving nitrile chemistry, reaction mechanisms, spectroscopy, or controlled preparation of derivatives. Its use is highly context-dependent and should be limited to facilities equipped for toxic volatile materials. Analytical methods may need closed sampling, validated detection, suitable calibration, and controls that distinguish cyanogen from related nitriles and decomposition products. Researchers should define the objective, scale, containment strategy, waste pathway, and emergency response before work begins. A documented scientific rationale is especially important where a less hazardous compound could provide comparable information or chemistry.

Is cyanogen interchangeable with cyanogen bromide?

No. Cyanogen and cyanogen bromide are different chemical substances with different structures, physical behaviour, reaction mechanisms, and handling considerations. Cyanogen is the neutral dinitrile C2N2, whereas cyanogen bromide contains bromine and has a distinct electrophilic profile. They may appear in related discussions of cyanogen chemistry, but that does not make them functional substitutes. Replacing one with the other can change stoichiometry, reaction rate, selectivity, by-products, analytical response, and exposure pathways. Any substitution should be justified by the intended transformation and evaluated through a new compatibility, hazard, and process assessment.

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