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=== Molecular asymmetry === [[File:Pcrystals.svg|thumb|Pasteur separated the left and right [[crystal]] shapes from each other to form two piles of crystals: in solution one form rotated light to the left, the other to the right, while an [[Racemic mixture|equal mixture]] of the two forms canceled each other's effect, and does not rotate the [[polarized light]].]] In Pasteur's early work as a [[chemist]], beginning at the ''École Normale Supérieure'', and continuing at Strasbourg and Lille, he examined the chemical, optical and crystallographic properties of a group of compounds known as [[tartrates]].<ref name="Flack" /> He resolved a problem concerning the nature of [[tartaric acid]] in 1848.<ref>L. Pasteur (1848) [http://gallica.bnf.fr/ark:/12148/bpt6k2983p/f539.item.r=.zoom "Mémoire sur la relation qui peut exister entre la forme cristalline et la composition chimique, et sur la cause de la polarisation rotatoire"] {{Webarchive|url=https://web.archive.org/web/20161021035454/http://gallica.bnf.fr/ark:/12148/bpt6k2983p/f539.item.r=.zoom |date=21 October 2016 }} (Memoir on the relationship that can exist between crystalline form and chemical composition, and on the cause of rotary polarization)," ''Comptes rendus de l'Académie des sciences'' (Paris), '''26''': 535–538.</ref><ref>L. Pasteur (1848) [https://books.google.com/books?id=gJ45AAAAcAAJ&pg=PA442 "Sur les relations qui peuvent exister entre la forme cristalline, la composition chimique et le sens de la polarisation rotatoire"] (On the relations that can exist between crystalline form, and chemical composition, and the sense of rotary polarization), ''Annales de Chimie et de Physique'', 3rd series, vol. 24, no. 6, pp. 442–459.</ref><ref>George B. Kauffman and Robin D. Myers (1998)[https://web.archive.org/web/20060117144722/http://192.129.24.144/licensed_materials/00897/papers/0003006/36kau897.pdf "Pasteur's resolution of racemic acid: A sesquicentennial retrospect and a new translation,"] ''The Chemical Educator'', vol. 3, no. 6, pp. 1–4, {{doi|10.1007/s00897980257a}}</ref><ref name=Gal>Joseph Gal: ''Louis Pasteur, Language, and Molecular Chirality. I. Background and Dissymmetry'', Chirality ''23'' ('''2011''') 1–16.</ref> A solution of this compound derived from living things [[Optical rotation|rotated]] the [[plane of polarization]] of light passing through it.<ref name="Flack">H.D. Flack (2009) [http://crystal.flack.ch/dox/sh5092.pdf "Louis Pasteur's discovery of molecular chirality and spontaneous resolution in 1848, together with a complete review of his crystallographic and chemical work,"] {{Webarchive|url=https://web.archive.org/web/20190908211420/http://crystal.flack.ch/dox/sh5092.pdf |date=8 September 2019 }} ''Acta Crystallographica'', Section A, vol. 65, pp. 371–389.</ref> The problem was that tartaric acid derived by [[chemical synthesis]] had no such effect, even though its chemical reactions were identical and its elemental composition was the same.<ref name="cohn" /> Pasteur noticed that crystals of tartrates had small faces. Then he observed that, in [[racemic mixture]]s of tartrates, half of the crystals were right-handed and half were left-handed. In solution, the right-handed compound was [[dextrorotatory]], and the left-handed one was levorotatory.<ref name="Flack" /> Pasteur determined that optical activity related to the shape of the crystals, and that an asymmetric internal arrangement of the molecules of the compound was responsible for twisting the light.<ref name=Chirality>{{cite web|title=Louis Pasteur|url=https://www.sciencehistory.org/historical-profile/louis-pasteur|website=[[Science History Institute]]|access-date=20 March 2018|date=June 2016|archive-date=21 March 2018|archive-url=https://web.archive.org/web/20180321132243/https://www.sciencehistory.org/historical-profile/louis-pasteur|url-status=live}}</ref> The (2''R'',3''R'')- and (2''S'',3''S'')- tartrates were isometric, non-superposable mirror images of each other. This was the first time anyone had demonstrated [[Chirality (chemistry)|molecular chirality]], and also the first explanation of [[isomer]]ism.<ref name="Flack" /> Some historians consider Pasteur's work in this area to be his "most profound and most original contributions to science", and his "greatest scientific discovery."<ref name="Flack" />
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