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Nitrile

any chemical compound with cyano group (–C≡N)

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Record originEnglish Wikipedia
Text licenseCC BY-SA 4.0
Source revisionAug 14, 2026
Entity authorityQ333936
Source-derived summary

In organic chemistry, a nitrile is any organic compound that has a −C≡N functional group. The name of the compound is composed of a base, which includes the carbon of the −C≡N, suffixed with "nitrile", so for example CH3CH2C≡N is called "propionitrile" (or propanenitrile). The prefix cyano- is used interchangeably with the term nitrile in industrial literature. Nitriles are found in many useful compounds, including methyl cyanoacrylate, used in super glue, and nitrile rubber, a nitrile-containing polymer used in latex-free laboratory and medical gloves. Nitrile rubber is also widely used as automotive and other seals since it is resistant to fuels and oils. Organic compounds containing multiple nitrile groups are known as cyanocarbons.

For the organic compounds of the form R−N+≡C− instead of R−C≡N, they are referred to as isonitriles, or isocyanides.

Inorganic compounds containing the −C≡N group are not called nitriles, but cyanides instead. Though both nitriles and cyanides can be derived from cyanide salts, most nitriles are not nearly as toxic.

Structure and basic properties

The N−C−C geometry is linear in nitriles, reflecting the sp hybridization of the triply bonded carbon.

Editorial summary

This brief starts where responsible research should: with the source description of “Nitrile” as any chemical compound with cyano group (–C≡N). Everything that follows is an evidence route, not borrowed authority.

Editorial reviewUseful for establishing the present vocabulary of the subject while preserving a route back to the evidence on which that vocabulary rests. The current 183-word lead offers orientation but no explicit four-digit date, so chronology should not be assumed. The selected authority fields contribute no independent date. The account is most persuasive where Nitrile, chemical and compound can be independently traced.
Editorial analysis

Why this record matters

The subject matters to the science & nature register because the source frames it as any chemical compound with cyano group (–C≡N). Its deeper value depends on whether names, dates, institutions and citations support that framing.

Evidence profile

Stable identifiers, scientific names and standards terminology offer the best bridge between this overview and specialist evidence. The source revision retrieved here is dated Aug 14, 2026. The linked authority identifier is Q333936. None of the 0 selected statements returned an explicit reference.

Critical limits

Scientific names, classifications and consensus can change while older terminology persists in catalogues and historical literature. The lead is largely declarative, so disagreement and counter-evidence require a deliberate search beyond the opening account. Authority statements aid reconciliation but still require their own references, qualifiers and ranks to be checked.

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Source & attribution

This entry incorporates text from Nitrile” on English Wikipedia. Contributors are listed in the page history. Text is available under the Creative Commons Attribution-ShareAlike 4.0 License. Selected authority identifiers and statements are retrieved from Wikidata under CC0; their references and qualifiers remain part of the verification path.