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Alkylation information


Typical route for alkylation of benzene with ethylene and ZSM-5 as a heterogeneous catalyst

Alkylation is a chemical reaction that entails transfer of an alkyl group. The alkyl group may be transferred as an alkyl carbocation, a free radical, a carbanion, or a carbene (or their equivalents). [1] Alkylating agents are reagents for effecting alkylation. Alkyl groups can also be removed in a process known as dealkylation. Alkylating agents are often classified according to their nucleophilic or electrophilic character. In oil refining contexts, alkylation refers to a particular alkylation of isobutane with olefins. For upgrading of petroleum, alkylation produces a premium blending stock for gasoline.[2] In medicine, alkylation of DNA is used in chemotherapy to damage the DNA of cancer cells. Alkylation is accomplished with the class of drugs called alkylating antineoplastic agents.

  1. ^ March Jerry; (1985). Advanced Organic Chemistry reactions, mechanisms and structure (3rd ed.). New York: John Wiley & Sons, inc. ISBN 0-471-85472-7
  2. ^ Stefanidakis, G.; Gwyn, J.E. (1993). "Alkylation". In John J. McKetta (ed.). Chemical Processing Handbook. CRC Press. pp. 80–138. ISBN 0-8247-8701-3.

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Alkylation

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Alkylation is a chemical reaction that entails transfer of an alkyl group. The alkyl group may be transferred as an alkyl carbocation, a free radical,...

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Amine alkylation

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Amine alkylation (amino-dehalogenation) is a type of organic reaction between an alkyl halide and ammonia or an amine. The reaction is called nucleophilic...

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Alkylation unit

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An alkylation unit (alky) is one of the conversion processes used in petroleum refineries. It is used to convert isobutane and low-molecular-weight alkenes...

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Chiral auxiliary

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selectively furnishes the (Z)-enolate, which can undergo stereoselective alkylation. Alkylation of an oxazolidinone imide with benzyl bromide Activated electrophiles...

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Stork enamine alkylation

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The Stork enamine alkylation involves the addition of an enamine to a Michael acceptor (e.g., an α,β -unsaturated carbonyl compound) or another electrophilic...

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Ether

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In organic chemistry, ethers are a class of compounds that contain an ether group—an oxygen atom connected to two organyl groups (e.g., alkyl or aryl)...

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Amine

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effects. Industrially significant alkyl amines are prepared from ammonia by alkylation with alcohols: ROH + NH 3 ⟶ RNH 2 + H 2 O {\displaystyle {\ce {ROH + NH3...

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Birch reduction

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salts are necessary to colocate the reactants via complexation. In Birch alkylation the anion formed in the Birch reduction is trapped by a suitable electrophile...

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Enamine

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counterparts, they can still react selectively, rendering them useful for alkylation reactions. The enamine nucleophile can attack haloalkanes to form the...

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Sulfonate

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Lewis acids. A classic preparation of sulfonates is the Strecker sulfite alkylation, in which an alkali sulfite salt displaces a halide, typically in the...

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Cumene process

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well as the phenol. Cumene is formed in the gas-phase Friedel–Crafts alkylation of benzene by propene. Benzene and propene are compressed together to...

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Ammonolysis

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"Haloalkanes and ammonia". www.chemguide.co.uk. Ashenhurst, James (2017-05-26). "Alkylation of Amines". Master Organic Chemistry. Werner, Emil Alphonse (1918-01-01)...

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Creosote

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effects. This diagram shows an o-alkylation between phenol and methanol. Unlike the c-alkylation, the o-alkylation replaces the hydrogen atom on the...

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2019 Philadelphia refinery explosion

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Pennsylvania. A release of hydrocarbons and hydrofluoric acid in the refinery's alkylation unit caused a ground-hugging vapor cloud which rapidly ignited, leading...

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Cyanide

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In chemistry, a cyanide (from Greek kyanos 'dark blue') is a chemical compound that contains a C≡N functional group. This group, known as the cyano group...

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Cumene

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cumene is by Friedel–Crafts alkylation of benzene with propylene. The original route for manufacturing of cumene was by alkylation of benzene in the liquid...

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Aluminium chloride

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Friedel-Crafts alkylation and related reactions. AlCl3 is a common Lewis-acid catalyst for Friedel-Crafts reactions, both acylations and alkylations. Important...

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Nitrile anion

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halides. The primary difficulty for alkylation reactions employing nitrile anions is over-alkylation. In the alkylation of acetonitrile, for instance, yields...

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Carbocisteine

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1951 and came into medical use in 1960. Carbocisteine is produced by alkylation of cysteine with chloroacetic acid. Carbocisteine. drugbank.ca Zheng JP...

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Malonic ester synthesis

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acetic acid. A major drawback of malonic ester synthesis is that the alkylation stage can also produce dialkylated structures. This makes separation of...

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Amination

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number of ways including reaction with ammonia or another amine such as an alkylation, reductive amination and the Mannich reaction. Many alkyl amines are produced...

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Ethylene

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polymerization, 2) oxidation, 3) halogenation and hydrohalogenation, 4) alkylation, 5) hydration, 6) oligomerization, and 7) hydroformylation. In the United...

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Electrophilic aromatic substitution

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are aromatic nitration, aromatic halogenation, aromatic sulfonation, alkylation Friedel–Crafts reaction and acylation Friedel–Crafts reaction. The most...

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