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{{short description|Chemical reaction in which two molecules are combined and a small molecule, usually water, is lost}}
⚫ A '''condensation reaction''' is a class of an organic addition reaction that proceeds in a step-wise fashion to produce the addition product, usually in equilibrium, and a water molecule (hence named condensation)<ref>{{Cite journal|last=Fakirov|first=S.|date=2019-02-01|title=Condensation Polymers: Their Chemical Peculiarities Offer Great Opportunities|url=http://www.sciencedirect.com/science/article/pii/S0079670018302090|journal=Progress in Polymer Science|volume=89|pages=1–18|doi=10.1016/j.progpolymsci.2018.09.003|issn=0079-6700}}</ref>. The reaction may otherwise involve the functional groups of the molecule and formation of ammonia, ethanol, or acetic acid.<ref>{{cite web|url=https://goldbook.iupac.org/html/C/C01238.html|title=Condensation Reaction|website=IUPAC Copendium of Chemical Terminology (Gold Book)|publisher=IUPAC|accessdate=7 December 2017}}</ref> It is a versatile class of reactions that can occur in acidic or basic conditions or in the presence of a catalyst. This class of reactions is a vital part of life as it is essential to the formation of peptide bonds between amino acids and the biosynthesis of fatty acids.<ref>{{Cite book|title=Fundamentals of Biochemistry|last=Voet|first=Donald|last2=Voet|first2=Judith|last3=Pratt|first3=Chriss|publisher=John Wiley & Sons, Inc.|year=2008|isbn=978-0470-12930-2|location=Hoboken, NJ|pages=88}}</ref>


In ], a '''condensation reaction''' is a type of ] in which two ]s are ] to form a single molecule, usually with the loss of a small molecule such as ].<ref>{{cite book |title=Book: Introductory Chemistry (CK-12) |date=12 August 2020 |publisher=Chemistry Libre Texts |url=https://chem.libretexts.org/Bookshelves/Introductory_Chemistry/Book%3A_Introductory_Chemistry_(CK-12)/25%3A_Organic_Chemistry/25.18%3A_Condensation_Reactions |access-date=9 January 2021 |chapter=25.18 Condensation Reactions}}</ref> If water is lost, the reaction is also known as a ]. However other molecules can also be lost, such as ], ], ] and ].<ref>{{cite journal|url=https://goldbook.iupac.org/html/C/C01238.html|title=Condensation Reaction|website=IUPAC Compendium of Chemical Terminology (Gold Book)|year=2014|publisher=IUPAC|doi=10.1351/goldbook.C01238|access-date=7 December 2017|doi-access=free}}</ref>


⚫ The addition of the two molecules typically proceeds in a step-wise fashion to the addition product, usually in ], and with loss of a water molecule (hence the name ]).<ref>{{Cite journal|last=Fakirov|first=S.|date=2019-02-01|title=Condensation Polymers: Their Chemical Peculiarities Offer Great Opportunities|journal=Progress in Polymer Science|volume=89|pages=1–18|doi=10.1016/j.progpolymsci.2018.09.003|s2cid=105101288|issn=0079-6700}}</ref> The reaction may otherwise involve the ]s of the molecule, and is a versatile class of reactions that can occur in ]ic or ] conditions or in the presence of a ]. This class of reactions is a vital part of life as it is essential to the formation of ]s between ]s and to the ].<ref>{{Cite book|title=Fundamentals of Biochemistry|url=https://archive.org/details/fundamentalsbioc00voet|url-access=limited|last1=Voet|first1=Donald|last2=Voet|first2=Judith|last3=Pratt|first3=Chriss|publisher=John Wiley & Sons, Inc.|year=2008|isbn=978-0470-12930-2|location=Hoboken, NJ|pages=}}</ref>
== List of Reactions ==


].]]
=== Acidic condition ===


Many variations of condensation reactions exist. Common examples include the ] and the ], which both form water as a by-product, as well as the ] and the ] (intramolecular Claisen condensation), which form alcohols as by-products.<ref name=":0">{{cite book|title=Advanced Organic Chemistry|url=https://archive.org/details/advancedorganicc00bruc|url-access=limited|last1=Bruckner|first1=Reinhard|date=2002|publisher=Harcourt Academic Press|isbn=0-12-138110-2|edition=First|location=San Diego, California|pages=–427}}</ref>
==== Glycosidic bond ====
] are the basic unit of the carbohydrates and blocks to build the ] and ]. Through the condensation reaction, Monosaccarides increase the weight of molecules and reach higher degree of polymerization(]), while losing water molecules. This is the acid-catalyzed reaction and produce heavier carbohydrate.
]


]


== Synthesis of prebiotic molecules ==

{{main|Abiogenesis}}

Condensation reactions likely played major roles in the synthesis of the first biotic molecules including early ]s and ]s. In fact, condensation reactions would be required at multiple steps in ] oligomerization: the condensation of ]s and ]s, ] ], and ] polymerization.<ref name=":02">{{Cite book |last=Fiore |first=Michele |title=Prebiotic Chemistry and Life's Origin |publisher=Royal Society of Chemistry |year=2022 |isbn=9781839164804 |location=United Kingdom |pages=124–144}}</ref>



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=== Basic condition ===

==== ]<ref name=":02">{{cite book|title=Advanced Organic Chemistry|last1=Bruckner|first1=Reinhard|date=2002|publisher=Harcourt Academic Press|isbn=0-12-138110-2|edition=First|location=San Diego, California|pages=414–427}}</ref> ====
After the adol reaction, which is a reaction of an enol or an enolate ion with carbonyl compound, dehydration process follows. This dehydration (Aldol condensation) provide a way to form carbon-carbon bonds in organic synthesis.
]













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==== ]<ref name=":02" /> ====
In the base condition, two ] or ester and ] forms ] and result in another ester or ]. The equivalent reaction of intermolecular is Dieckmann condensation

]
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==== ]<ref name=":02" /> ====
It is a intramolecular reaction of diesters with base.

]
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==== ]<ref name=":02" /> ====
As a variation of aldol condensation, it is a reaction between active hydrogen and ] (] or ])

]


]


==See also== ==See also==
*] * ]
*], the opposite of a condensation reaction * ], the opposite of a condensation reaction
*]s * ]s


==References== ==References==
{{Reflist}} {{Reflist}}

{{Authority control}}


] ]

Latest revision as of 17:03, 23 December 2024

Chemical reaction in which two molecules are combined and a small molecule, usually water, is lost

In organic chemistry, a condensation reaction is a type of chemical reaction in which two molecules are combined to form a single molecule, usually with the loss of a small molecule such as water. If water is lost, the reaction is also known as a dehydration synthesis. However other molecules can also be lost, such as ammonia, ethanol, acetic acid and hydrogen sulfide.

The addition of the two molecules typically proceeds in a step-wise fashion to the addition product, usually in equilibrium, and with loss of a water molecule (hence the name condensation). The reaction may otherwise involve the functional groups of the molecule, and is a versatile class of reactions that can occur in acidic or basic conditions or in the presence of a catalyst. This class of reactions is a vital part of life as it is essential to the formation of peptide bonds between amino acids and to the biosynthesis of fatty acids.

Idealized scheme showing condensation of two amino acids to give a peptide bond.

Many variations of condensation reactions exist. Common examples include the aldol condensation and the Knoevenagel condensation, which both form water as a by-product, as well as the Claisen condensation and the Dieckman condensation (intramolecular Claisen condensation), which form alcohols as by-products.

Aldol condensation overview

Synthesis of prebiotic molecules

Main article: Abiogenesis

Condensation reactions likely played major roles in the synthesis of the first biotic molecules including early peptides and nucleic acids. In fact, condensation reactions would be required at multiple steps in RNA oligomerization: the condensation of nucleobases and sugars, nucleoside phosphorylation, and nucleotide polymerization.

See also

References

  1. "25.18 Condensation Reactions". Book: Introductory Chemistry (CK-12). Chemistry Libre Texts. 12 August 2020. Retrieved 9 January 2021.
  2. "Condensation Reaction". IUPAC Compendium of Chemical Terminology (Gold Book). IUPAC. 2014. doi:10.1351/goldbook.C01238. Retrieved 7 December 2017.
  3. Fakirov, S. (2019-02-01). "Condensation Polymers: Their Chemical Peculiarities Offer Great Opportunities". Progress in Polymer Science. 89: 1–18. doi:10.1016/j.progpolymsci.2018.09.003. ISSN 0079-6700. S2CID 105101288.
  4. Voet, Donald; Voet, Judith; Pratt, Chriss (2008). Fundamentals of Biochemistry. Hoboken, NJ: John Wiley & Sons, Inc. pp. 88. ISBN 978-0470-12930-2.
  5. Bruckner, Reinhard (2002). Advanced Organic Chemistry (First ed.). San Diego, California: Harcourt Academic Press. pp. 414–427. ISBN 0-12-138110-2.
  6. Fiore, Michele (2022). Prebiotic Chemistry and Life's Origin. United Kingdom: Royal Society of Chemistry. pp. 124–144. ISBN 9781839164804.
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