grignard reaction: meaning, definition, pronunciation and examples

Low (Specialized Technical)
UK/ˈɡriːnjɑːr riˌæk.ʃən/US/ɡriːnˈjɑːr riˈæk.ʃən/

Technical/Academic

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Quick answer

What does “grignard reaction” mean?

A chemical reaction in which an alkyl- or aryl-magnesium halide (a Grignard reagent) adds to a carbonyl group in an aldehyde, ketone, or ester to form an alcohol after aqueous workup.

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Pronunciation

Definition

Meaning and Definition

A chemical reaction in which an alkyl- or aryl-magnesium halide (a Grignard reagent) adds to a carbonyl group in an aldehyde, ketone, or ester to form an alcohol after aqueous workup.

The reaction forms a carbon-carbon bond and is a fundamental method in organic synthesis for creating complex molecules from simpler ones. Named after the French chemist Victor Grignard (Nobel Prize, 1912).

Dialectal Variation

British vs American Usage

Differences

None in meaning; spelling and pronunciation are consistent. The compound 'Grignard reagent' is equally common in both.

Connotations

Solely a precise technical term with no regional stylistic differences.

Frequency

Used with identical frequency in relevant chemical literature in both regions.

Grammar

How to Use “grignard reaction” in a Sentence

The Grignard reaction [verb: provides, yields, affords] [product].[Compound] was synthesised using a Grignard reaction.A Grignard reaction between [reagent] and [carbonyl] gave [alcohol].

Vocabulary

Collocations

strong
perform a Grignard reactioncarry out a Grignard reactionthe Grignard reaction ofvia a Grignard reaction
medium
classic Grignard reactiontypical Grignard reaction conditionsquench the Grignard reaction
weak
useful Grignard reactionsuccessful Grignard reactionkey Grignard reaction

Examples

Examples of “grignard reaction” in a Sentence

verb

British English

  • The team Grignarded the ketone to obtain the tertiary alcohol in good yield.

American English

  • We need to Grignard that ester to build the carbon skeleton.

adverb

British English

  • The compound was prepared Grignard-efficiently on a multigram scale.

American English

  • The bond was formed Grignard-style in anhydrous ether.

adjective

British English

  • The Grignard-derived product was purified by column chromatography.

American English

  • The synthesis features a key Grignard-type addition step.

Usage

Meaning in Context

Business

Not used.

Academic

Core term in organic chemistry textbooks, research papers, and lectures.

Everyday

Not used.

Technical

Essential term in synthetic organic chemistry, process chemistry, and pharmaceutical R&D labs.

Vocabulary

Synonyms of “grignard reaction”

Neutral

organomagnesium additionGrignard addition

Weak

Grignard chemistryGrignard synthesis

Watch out

Common Mistakes When Using “grignard reaction”

  • Misspelling as 'Gringard', 'Grignards reaction', or 'Grignard's reaction' (the possessive is not standard).
  • Using uncapitalised 'grignard reaction'.
  • Confusing it with the preparation of the Grignard reagent itself.

FAQ

Frequently Asked Questions

Grignard reagents are extremely reactive with water (hydrolyse), forming alkanes and magnesium salts, which destroys the reagent.

Not usefully. They act as bases with carboxylic acids, deprotonating them to form carboxylate salts, rather than undergoing the desired nucleophilic addition.

Anhydrous diethyl ether or tetrahydrofuran (THF) are typical, as they help stabilise the Grignard reagent by solvating the magnesium centre.

The French chemist Victor Grignard, who reported it in 1900 and was awarded the Nobel Prize in Chemistry in 1912 for this work.

A chemical reaction in which an alkyl- or aryl-magnesium halide (a Grignard reagent) adds to a carbonyl group in an aldehyde, ketone, or ester to form an alcohol after aqueous workup.

Grignard reaction is usually technical/academic in register.

Grignard reaction: in British English it is pronounced /ˈɡriːnjɑːr riˌæk.ʃən/, and in American English it is pronounced /ɡriːnˈjɑːr riˈæk.ʃən/. Tap the audio buttons above to hear it.

Learning

Memory Aids

Mnemonic

GRIGNARD: Great Reaction Installs New Groups After Rapid (carbonyl) Demolition.

Conceptual Metaphor

A MAGNETIC COUPLE: The Grignard reagent (nucleophile) is strongly 'attracted' to and 'mates' with the electrophilic carbonyl carbon, forming a new bond.

Practice

Quiz

Fill in the gap
The synthesis of triphenylmethanol is a classic undergraduate experiment involving a between phenylmagnesium bromide and benzophenone.
Multiple Choice

What is the primary function of a Grignard reaction in synthetic chemistry?