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alkylation

/ˌælkɪˈleɪʃən/ noun · British & US
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What does alkylation mean?

Alkylation is a chemical reaction in which an alkyl group — a fragment derived from an alkane, such as a methyl or ethyl group — is attached to another molecule. The process is central to organic synthesis, where it allows chemists to build larger, more complex compounds by substituting alkyl groups for hydrogen atoms, often with the help of catalysts such as those used in the classic Friedel–Crafts reaction. Alkylation is equally important in the petroleum industry, where refinery alkylation units combine light hydrocarbon gases into high-octane components that improve gasoline quality. In biology and medicine, the term also describes the action of alkylating agents, which transfer alkyl groups to DNA and are used in some cancer therapies. A purely technical term with no figurative use, alkylation nonetheless touches everyday life through fuels, plastics, pharmaceuticals, and industrial chemistry.

noun

A chemical reaction in which an alkyl group is transferred to, or substituted onto, another molecule. It is a fundamental process in organic chemistry and petroleum refining, used to build larger, more valuable molecules from smaller ones.

Senses
  1. The introduction of an alkyl group into an organic compound, typically by substitution of an alkyl group for a hydrogen atom (organic chemistry).
  2. An industrial refinery process combining light olefins with isobutane to produce high-octane gasoline blending stock (petroleum refining).
  3. The transfer of alkyl groups to biological molecules such as DNA, as with alkylating agents used in chemotherapy (biochemistry/medicine).
Example

"The refinery uses alkylation to combine light hydrocarbons into high-octane gasoline blending components."

More examples

"Friedel–Crafts alkylation allows chemists to attach an alkyl group directly to an aromatic ring using an acid catalyst."

"Exposure to certain alkylating agents can cause DNA damage, a property exploited in some cancer treatments."

Plural alkylations

The plural is used when referring to multiple distinct alkylation reactions or instances, rather than the process in general.

Example

"Several alkylations were carried out on the aromatic substrate before the desired regioisomer was isolated."

Did you know?

The alkylation unit is often called the 'crown jewel' of a petroleum refinery — it turns cheap, gaseous byproducts into the high-octane gasoline your car runs on.

Reviewed by Deb Chak, Editor. AI-assisted content curated by RJS Tech Solutions LLP.

Etymology of alkylation

The word alkylation derives from 'alkyl', a term coined in the 19th century by German chemists as a contraction of 'alcohol' (from Arabic al-kuḥl) with the chemical suffix '-yl', denoting a univalent hydrocarbon radical. The suffix '-ation' forms nouns of process, so alkylation literally means 'the process of adding an alkyl group'. The term entered English scientific usage in the late 19th or early 20th century as organic reaction chemistry matured, and it remains a stable technical term in modern chemistry and refining.

Related word forms

How alkylation is actually used

Alkylation is a technical term used almost exclusively in chemistry, petrochemical engineering, and the biomedical sciences. It carries no informal register and no figurative use; outside these fields it appears mainly in science journalism. In refining contexts, 'the alkylation unit' or simply 'the alky' is common industry shorthand.

Easily confused with alkylation

alkalization

Alkylation attaches an alkyl group (a hydrocarbon fragment) to a molecule, whereas alkalization is the process of making something alkaline (basic).

Words and phrases paired with alkylation

Friedel–Crafts alkylationalkylation unitgasoline alkylationalkylation of benzene

What's the opposite of alkylation?

Rhymes with alkylation