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Addition reaction

From Wikipedia, the free encyclopedia
Organic reaction in which 2+ molecules combine to form a larger one

Inorganic chemistry, anaddition reaction is anorganic reaction in which two or moremolecules combine to form a larger molecule called theadduct.[1][2]

An addition reaction is limited to chemical compounds that havemultiple bonds. Examples include a molecule with a carbon–carbondouble bond (analkene) or atriple bond (analkyne). Another example is a compound that hasrings (which are also considered points ofunsaturation). A molecule that has carbon—heteroatom double bonds, such as acarbonyl group (C=O) orimine group (C=N), can undergo an addition reaction because its double-bond.

An addition reaction is the reverse of anelimination reaction, in which one molecule divides into two or more molecules. For instance, thehydration of analkene to analcohol is reversed bydehydration.

There are two main types ofpolar addition reactions:electrophilic addition andnucleophilic addition. Two non-polar addition reactions exist as well, calledfree-radical addition andcycloadditions. Addition reactions are also encountered in polymerizations and calledaddition polymerization.

General overview of addition reactions. Top to bottom: electrophilic addition to alkene, nucleophilic addition of nucleophile to carbonyl and free-radical addition of halide to alkene

Depending on the product structure, it could promptly react further to eject aleaving group to give theaddition–elimination reaction sequence.

Addition reactions are useful inanalytic chemistry, as they can identify the existence and number of double bonds in a molecule. For example, bromine addition will consume a bromine solution, resulting in a color change:

RRC=CRR+Br2(orangebrown)CCl4RRCBrBrCRR(typically colorless){\displaystyle {\ce {RR'C=CR''R'''+Br2(orange-brown)->[{\ce {CCl4}}]RR'CBr-BrCR''R'''(typically\ colorless)}}}

Likewisehydrogen addition often proceeds on all double-bonds of a molecule, and thus gives a count of the number of a double and triple bonds throughstoichiometry:

(H2C=CH)2+2H2Pt/Pd(H3CCH2)2{\displaystyle {\ce {{(H2C=CH)2}+ 2H2 ->[{\ce {Pt}}/{\ce {Pd}}] (H3C-CH2)2}}}

References

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  1. ^Morrison, R. T.; Boyd, R. N. (1983).Organic Chemistry (4th ed.). Boston: Allyn and Bacon.ISBN 0-205-05838-8.
  2. ^March, Jerry (1985).Advanced Organic Chemistry: Reactions, Mechanisms, and Structure (3rd ed.). New York: Wiley.ISBN 9780471854722.OCLC 642506595..

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Nucleophilic substitutions
Electrophilic substitutions
Elimination reactions
Addition reactions
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Electron/Proton transfer reactions
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