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Le Bel–Van 't Hoff rule

In organic chemistry, the Le Bel–Van 't Hoff rule states that the number of stereoisomers of an organic compound containing no internal planes of symmetry is 2n, where n represents the number of asymmetric carbon atoms. Joseph Achille Le Bel[1] and Jacobus Henricus van 't Hoff[2] both announced this hypothesis in 1874 and that this accounted for all molecular asymmetry known at the time.[3]

As an example, four of the carbon atoms of the aldohexose class of molecules are asymmetric, therefore the Le Bel–Van 't Hoff rule gives a calculation of 24 = 16 stereoisomers. This is indeed the case: these chemicals are two enantiomers each of eight different diastereomers: allose, altrose, glucose, mannose, gulose, idose, galactose, and talose.

Four asymmetric carbon atoms in glucose (the four carbon–oxygen bonds marked in red)

References edit

  1. ^ Le Bel, Joseph Achille (1874). "Sur les relations qui existent entre les formules atomiques des corps organiques et le pouvoir rotatoire de leurs dissolutions" [On the relations that exist between the atomic formulas of organic substances and the rotatory power of their solutions]. Bulletin de la Société Chimique de Paris (in French). 22: 337–347.
  2. ^ Van 't Hoff, Jacobus Henricus (1874). "Sur les formules de structure dans l'espace" [On structural formulas in space]. Archives Néerlandaises des Sciences Exactes et Naturelles (in French). 9: 445–454.
  3. ^ "Le Bel–van 't Hoff rule". TheFreeDictionary's Medical dictionary.


hoff, rule, confused, with, hoff, equation, organic, chemistry, states, that, number, stereoisomers, organic, compound, containing, internal, planes, symmetry, where, represents, number, asymmetric, carbon, atoms, joseph, achille, jacobus, henricus, hoff, both. Not to be confused with Van t Hoff equation In organic chemistry the Le Bel Van t Hoff rule states that the number of stereoisomers of an organic compound containing no internal planes of symmetry is 2n where n represents the number of asymmetric carbon atoms Joseph Achille Le Bel 1 and Jacobus Henricus van t Hoff 2 both announced this hypothesis in 1874 and that this accounted for all molecular asymmetry known at the time 3 As an example four of the carbon atoms of the aldohexose class of molecules are asymmetric therefore the Le Bel Van t Hoff rule gives a calculation of 24 16 stereoisomers This is indeed the case these chemicals are two enantiomers each of eight different diastereomers allose altrose glucose mannose gulose idose galactose and talose Four asymmetric carbon atoms in glucose the four carbon oxygen bonds marked in red References edit Le Bel Joseph Achille 1874 Sur les relations qui existent entre les formules atomiques des corps organiques et le pouvoir rotatoire de leurs dissolutions On the relations that exist between the atomic formulas of organic substances and the rotatory power of their solutions Bulletin de la Societe Chimique de Paris in French 22 337 347 Van t Hoff Jacobus Henricus 1874 Sur les formules de structure dans l espace On structural formulas in space Archives Neerlandaises des Sciences Exactes et Naturelles in French 9 445 454 Le Bel van t Hoff rule TheFreeDictionary s Medical dictionary nbsp This organic chemistry article is a stub You can help Wikipedia by expanding it vte nbsp This stereochemistry article is a stub You can help Wikipedia by expanding it vte Retrieved from https en wikipedia org w index php title Le Bel Van 27t Hoff rule amp oldid 1165782012, wikipedia, wiki, book, books, library,

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