cyanohydrin

Low
UK/ˌsaɪənəʊˈhaɪdrɪn/US/ˌsaɪənoʊˈhaɪdrɪn/

Technical/Specialist

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Definition

Meaning

A chemical compound formed by the addition of hydrogen cyanide to a carbonyl group (like a ketone or aldehyde).

A functional group or organic compound containing a carbon atom bound to both a cyanide group (–C≡N) and a hydroxyl group (–OH), typically produced as an intermediate in organic synthesis.

Linguistics

Semantic Notes

The term is exclusively used in chemistry, specifically in organic chemistry. It names both a functional group and a class of compounds. These compounds are often key intermediates in the synthesis of amino acids, hydroxy acids, and pharmaceuticals.

Dialectal Variation

British vs American Usage

Differences

No significant spelling, pronunciation, or usage differences exist; both communities use the term identically in technical contexts.

Connotations

None beyond its precise chemical meaning.

Frequency

Equally low frequency and used only in academic, industrial, and research chemistry contexts in both regions.

Vocabulary

Collocations

strong
acetone cyanohydrincyanohydrin formationcyanohydrin synthesis
medium
hydrolysis of the cyanohydrinmandelonitrile cyanohydrincyanohydrin derivative
weak
cyanohydrin reactioncyanohydrin compoundcyanohydrin intermediate

Grammar

Valency Patterns

formation of [compound] cyanohydrinsynthesis of [compound] cyanohydrin[compound] is converted to its cyanohydrin

Vocabulary

Synonyms

Neutral

α-hydroxynitrile

Usage

Context Usage

Business

Potentially used in pharmaceutical R&D or chemical manufacturing reports; otherwise absent.

Academic

Used in organic chemistry textbooks, research papers, and lectures on nucleophilic addition reactions.

Everyday

Not used.

Technical

The primary context; used in laboratory protocols, chemical safety data sheets, and synthetic chemistry discussions.

Examples

By Part of Speech

adjective

British English

  • The cyanohydrin product was isolated by distillation.

American English

  • The cyanohydrin derivative showed greater stability.

Examples

By CEFR Level

B2
  • The chemist explained that a cyanohydrin has both an OH and a CN group on the same carbon.
  • Acetone cyanohydrin is an important industrial chemical.
C1
  • The asymmetric synthesis of the cyanohydrin was achieved using a chiral catalyst.
  • Upon hydrolysis, the cyanohydrin intermediate yielded the corresponding α-hydroxy acid.

Learning

Memory Aids

Mnemonic

Imagine a cyano-bird (C≡N) and a hydra with a drink (hydroxy, –OH) both landing on the same carbonyl carbon atom.

Conceptual Metaphor

A 'bridge' or 'intermediate station' molecule that can be converted into two different, more complex molecules (like an amino acid or a carboxylic acid).

Watch out

Common Pitfalls

Translation Traps (for Russian speakers)

  • Do not confuse 'cyan-' with 'cyanide' in a purely toxicological sense; here it's a functional group.
  • The '-hydrin' suffix relates to hydrogen and the hydroxyl group, not directly to 'water' (вода) or 'hydration' in the common sense.

Common Mistakes

  • Misspelling as 'cyanhydrin' or 'cyannohydrin'.
  • Incorrectly pronouncing the 'hydro-' segment as /haɪdroʊ/ instead of /ˈhaɪdrɪn/.
  • Using it as a general term for any cyanide-containing compound.

Practice

Quiz

Fill in the gap
The addition of hydrogen cyanide to benzaldehyde forms the known as mandelonitrile.
Multiple Choice

What is the core structural feature of a cyanohydrin?

FAQ

Frequently Asked Questions

Many cyanohydrins can release hydrogen cyanide under certain conditions (e.g., in acidic environments) and must be handled with appropriate safety precautions in a laboratory.

They are primarily used as intermediates in organic synthesis, for example, in the production of α-hydroxy acids, amino acids like serine, and certain pharmaceuticals and agrochemicals.

No, it is a highly specialized term from organic chemistry and is not part of general vocabulary. You will only encounter it in technical contexts.

A nitrile contains only the –C≡N group. A cyanohydrin is a specific type of molecule that contains both a nitrile group and a hydroxyl group on the same carbon atom.