hydrogenolysis

Low
UK/ˌhʌɪdrədʒ(ə)ˈnɒlɪsɪs/US/ˌhaɪdrədʒəˈnɑːlɪsɪs/

Technical

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Definition

Meaning

A chemical reaction involving the cleavage of a chemical bond by hydrogen.

Specifically, a chemical reaction in which a carbon–carbon, carbon–oxygen, carbon–nitrogen, or carbon–sulfur bond in an organic compound is broken by the addition of hydrogen. It is a fundamental transformation in organic synthesis, petrochemistry, and biomass conversion, often catalysed by metals like palladium, platinum, or nickel.

Linguistics

Semantic Notes

The term is a compound of 'hydrogen' and 'lysis' (meaning 'loosening' or 'splitting'). It is often contrasted with 'hydrogenation', which adds hydrogen without breaking bonds within the molecule's core structure. Hydrogenolysis specifically implies bond scission.

Dialectal Variation

British vs American Usage

Differences

No significant lexical or orthographic differences. Spelling is consistent. Pronunciation differences follow standard UK/US patterns for the constituent parts (e.g., 'hydrogen').

Connotations

Identical technical connotations in both varieties.

Frequency

Equally rare and confined to specialised scientific literature in both regions.

Vocabulary

Collocations

strong
catalytic hydrogenolysiscleavage by hydrogenolysisundergo hydrogenolysishydrogenolysis reaction
medium
selective hydrogenolysisreductive hydrogenolysismetal-catalysed hydrogenolysis
weak
conditions for hydrogenolysisproduct of hydrogenolysisrate of hydrogenolysis

Grammar

Valency Patterns

The catalyst [facilitated/promoted] the hydrogenolysis of the benzyl ether.The substrate [underwent/suffered] hydrogenolysis.Hydrogenolysis [occurs/takes place] under high pressure.

Vocabulary

Synonyms

Strong

hydrogenolytic cleavage

Neutral

reductive cleavage

Weak

hydrogenative cleavage (less precise)

Vocabulary

Antonyms

hydrogenation (in the sense of saturation without cleavage)dehydrogenation

Phrases

Idioms & Phrases

  • None. Term is purely technical.

Usage

Context Usage

Business

Virtually never used.

Academic

Exclusively used in chemistry, chemical engineering, and related research papers, theses, and lectures.

Everyday

Never used.

Technical

The primary context. Found in patents, process descriptions, catalyst studies, and synthetic methodology.

Examples

By Part of Speech

verb

British English

  • The research team aimed to hydrogenolyse the stable ether linkage selectively.
  • The compound hydrogenolysed surprisingly quickly under mild conditions.

American English

  • The objective was to hydrogenolyze the benzyl protecting group.
  • The model compound hydrogenolyzed at the carbon-sulfur bond.

adverb

British English

  • The bond broke hydrogenolytically rather than hydrolytically.

American English

  • The substrate reacted hydrogenolytically to give the deoxygenated product.

adjective

British English

  • The hydrogenolytic pathway was favoured over simple hydrogenation.
  • They studied the hydrogenolytic activity of various palladium catalysts.

American English

  • Hydrogenolytic cleavage was confirmed by mass spectrometry.
  • The catalyst's hydrogenolytic selectivity was remarkable.

Examples

By CEFR Level

A2
  • (Not applicable - word is far beyond A2 level.)
B1
  • (Not applicable - word is far beyond B1 level.)
B2
  • Scientists use hydrogenolysis to break down complex molecules.
  • The process requires hydrogen and a special catalyst.
C1
  • The selective hydrogenolysis of the C-O bond in lignin model compounds is a key step in biofuel production.
  • Their paper compares the efficacy of ruthenium and platinum catalysts for the hydrogenolysis of aromatic ethers.

Learning

Memory Aids

Mnemonic

Think: HYDROGEN + ana-LYSIS. Hydrogen does the 'splitting apart' (lysis) of a chemical bond.

Conceptual Metaphor

A molecular scalpel: Hydrogen acts as a tool to surgically cut specific bonds in a larger molecule.

Watch out

Common Pitfalls

Translation Traps (for Russian speakers)

  • Do not confuse with 'гидролиз' (hydrolysis), which uses water, not hydrogen, to break bonds.
  • The suffix '-lysis' is the same, but the agent ('hydrogeno-' vs 'hydro-') is critically different.

Common Mistakes

  • Misspelling as 'hydrogenolysis' (dropping an 'o').
  • Confusing it with 'hydrocracking' (a broader petroleum process that may involve hydrogenolysis).
  • Using it as a synonym for general 'hydrogenation'.

Practice

Quiz

Fill in the gap
In the final step, the protecting group was removed via catalytic to reveal the alcohol.
Multiple Choice

Hydrogenolysis is a reaction that primarily involves:

FAQ

Frequently Asked Questions

Hydrogenation adds hydrogen to a molecule (e.g., converting an alkene to an alkane) without breaking major skeletal bonds. Hydrogenolysis uses hydrogen to break a specific bond within the molecule (e.g., cleaving a carbon-oxygen bond).

It is crucial in petrochemical refining (e.g., hydrodesulfurization), pharmaceutical synthesis (removing protecting groups), and biorefining (converting biomass polymers like lignin into valuable chemicals).

No. Hydrolysis uses water (H2O) to break bonds. Hydrogenolysis uses molecular hydrogen (H2) to break bonds. The agents and mechanisms are different.

A classic lab example is the deprotection of a benzyl ether (C-O bond) using hydrogen gas and a palladium on carbon catalyst to yield an alcohol and toluene.