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The Dieckmann condensation
The Dieckmann condensation

The Dieckmann condensation is the intramolecular chemical reaction of diesters with base to give β-ketoesters. Intramolecular in Chemistry describes a process or characteristic limited within the structure of a single Molecule; a property or phenomenon limited to the extent A chemical reaction is a process that always results in the interconversion of Chemical substances The substance or substances initially involved in a chemical reaction are called Esters are a class of Chemical compounds and Functional groups Esters consist of an inorganic or organic Acid in which at least [1][2][3][4][5]. It is named after the German chemist Walter Dieckmann (18691925). Walter Dieckmann was a German chemist Dieckmann studied at the University of Munich and became assisatant of Adolf von Baeyer. Year 1869 ( MDCCCLXIX) is a Common year starting on Friday (link will display the full calendar of the Gregorian calendar (or a Common year Year 1925 ( MCMXXV) was a Common year starting on Thursday (link will display the full calendar of the Gregorian calendar. The equivalent intermolecular reaction is the Claisen condensation. In Physics, Chemistry, and Biology, intermolecular forces are forces that act between stable Molecules or between functional groups of The Claisen condensation (not to be confused with the Claisen rearrangement) is a Carbon-carbon bond forming reaction that occurs between two Esters

Dieckmann Condensation reaction mechanism for the example given.
Dieckmann Condensation reaction mechanism for the example given.

Reaction Mechanism

The acidic hydrogen between the two carbonyl groups is deprotonated in step four. In Organic chemistry, a carbonyl group is a Functional group composed of a Carbon Atom double-bonded to an Oxygen Protonation with a Brønsted-Lowry acid (H3O+ for example) re-forms the β-keto ester. [6] This deprotonation step is the driving force for this reaction.

See also

References

  1. ^ Dieckmann, W. The Claisen condensation (not to be confused with the Claisen rearrangement) is a Carbon-carbon bond forming reaction that occurs between two Esters The Gabriel-Colman rearrangement is the Chemical reaction of phthalimidoacetic esters ( 2) with strong base to form substituted Isoquinolines ( 3 Ber. 1894, 27, 102 & 965
  2. ^ Dieckmann, W. See also Anales de Química Bulletin des Sociétés Chimiques Belges Bulletin de la Société Chimique de France Ber. 1900, 33, 595 & 2670
  3. ^ Dieckmann, W. See also Anales de Química Bulletin des Sociétés Chimiques Belges Bulletin de la Société Chimique de France Ann. 1901, 317, 51 & 93
  4. ^ Schaefer, J. P. ; Bloomfield, J. J. Org. React. 1967, 15, 1-203. (Review)
  5. ^ Davis, B. R. ; Garrett, P. J. Comp. Org. Syn. 1991, 2, 806-829. (Review)
  6. ^ Janice Gorzynski Smith. Organic Chemistry: Second Ed. 2008. pp 932-933.

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