Rainer Ludwig Claisen

Rainer Ludwig Claisen
Rainer Ludwig Claisen
	Rainer Ludwig Claisen in 1897
Born	14 January 1851; Cologne
Died	5 January 1930 (aged 78); Godesberg am Rhein
Nationality	Germany
Known for	work with condensations of carbonyls and sigmatropic rearrangements
	Scientific career
Fields	chemistry

Rainer Ludwig Claisen (German pronunciation: [ˈʁaɪ̯nɐ ˈklaɪ̯sn̩]; 14 January 1851 – 5 January 1930) was a German chemist best known for his work with condensations of carbonyls and sigmatropic rearrangements. He was born in Cologne as the son of a jurist and studied chemistry at the university of Bonn (1869), where he became a member of K.St.V. Arminia. He served in the army as a nurse in 1870–1871 and continued his studies at Göttingen University. He returned to the University of Bonn in 1872 and started his academic career at the same university in 1874. He died in 1930 in Godesberg am Rhein (near Bonn).

Career

1874	Promotion at the University of Bonn; position at Kekulé's laboratory
1878	Habilitation as Privatdozent at the University of Bonn
1882	Worked with Henry Roscoe and Carl Schorlemmer at Owens College, Manchester (until 1885)
1886	Worked at the laboratory of von Baeyer (University of Munich)
1887	Habilitation as Privatdozent at the University of Munich
1890	Position as Professor ordinarius of organic chemistry at TH Aachen
1897	Position as Professor ordinarius of chemistry at the University of Kiel
1904	Honorarprofessor at the University of Berlin, collaboration with Emil Fischer
1907	Emeritus; starts his own private laboratory in Godesberg am Rhein

Scientific contributions

Described the condensation of aromatic aldehydes with aliphatic aldehydes or ketones in 1881. This variation of the now well-known aldol condensation reaction is called the Claisen–Schmidt condensation.
Discovered (1887) the condensation reaction of an ester with an activated methylene group, now known as the Claisen condensation.
Synthesis of cinnamates by reacting aromatic aldehydes with esters. The reaction is known as the Claisen reaction and was described by Claisen for the first time in 1890.
Discovered the thermally induced rearrangement of allyl phenyl ether in 1912. He details its reaction mechanism in his last scientific publication (1925). In his honor, the reaction has been named the Claisen rearrangement.
Synthesis of isatin via a process known as the Claisen isatin synthesis, described for the first time in 1879.
Designer of a special distillation flask, now known as the Claisen flask.[note 1][1] With the increased modularity of modern glassware this functionality is now often achieved with a Claisen adapter, of which there are many types, attached to a normal flask.

References

Lassar-Cohn (1906). Arbeitsmethoden für organisch-chemische Laboratorien [Methods of working for organic chemistry laboratories] (in German) (4th ed.). Hamburg and Leipzig, Germany: Leopold Voss. p. 67.

W Pötsch. Lexikon bedeutender Chemiker (VEB Bibliographisches Institut Leipzig, 1989) (ISBN 3323001850)

Notes

A description and depiction of Claisen's flask appeared in: Claisen, L. (1893). "Beiträge zur Kenntniss der 1,3-Diketone" [Contributions to [our] knowledge of 1,3-diketones]. Annalen der Chemie (in German). 277 (1–2): 162–206. doi:10.1002/jlac.18932770108. Translation of footnote (31) on pages 177–178, which describes and depicts Claisen's flask: 31) During vacuum distillations that were often performed during this and other work, I used advantageously fractionation flasks of a form like those seen in the figures below. The neck of the flask is, as in the case of the distillation apparatus that was devised by Kahlbaum, in two parts; one piece serves for the installation of the capillary tube, [and] the attachment on the side, for the insertion of the thermometer; the upper openings are of such width that a piece of rubber tubing can conveniently be put on [them], and on the other side, the capillary tube and the thermometer can still be easily inserted. One thus avoided the troubles that the use of two-holed rubber stoppers bring with them — the frequent breaking off of the capillary threads and the crushing of the thermometer. Furthermore, these fractionation flasks have still other advantages, which caused me to prefer them to the apparatus by which Anschütz avoided, in a clever way, the two-hole stopper. A surge of the liquid up into the condenser during fitful boiling is less possible here than in the case of a simple one-necked flask; it can be completely avoided if one pours into the (in this case not constricted) side tube (Figure II) a few coarse pieces of glass, which break the thrust of the upwards rushing liquid. One can fill — completely or partially — the space above the glass pieces with glass beads (naturally only in the case of liquids of not too high boiling point), and thus combine the advantages of Hempel's column with vacuum distillation. In the latter way, I have been able to achieve many faster separations and many sharper boiling points than by the usual procedure. However, even without the glass pieces and beads, the differences, highlighted by Anschütz, of heating over an open flame and of distillation using an oil bath don't assert themselves, in large measure, as [they do] in the case of the simple one-necked flask. Flasks of the type mentioned are custom made by the glass blowing firm of C. Heinz & Co. in Aachen. (For literature on this subject, see: Kahlbaum, Boiling Temperature and Pressure, Leipzig, 1885; Anschütz, Distillation Under Reduced Pressure, Bonn 1887; Hantzsch, these Annals 249: 57.) The use of a short Hempel's column during vacuum distillation has also been recommended by Michael (Journal für praktische Chemie, 47: 197).

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[2] Lassar-Cohn (1906). Arbeitsmethoden für organisch-chemische Laboratorien [Methods of working for organic chemistry laboratories] (in German) (4th ed.). Hamburg and Leipzig, Germany: Leopold Voss. p. 67.

[1] A description and depiction of Claisen's flask appeared in: Claisen, L. (1893). "Beiträge zur Kenntniss der 1,3-Diketone" [Contributions to [our] knowledge of 1,3-diketones]. Annalen der Chemie (in German). 277 (1–2): 162–206. doi:10.1002/jlac.18932770108. Translation of footnote (31) on pages 177–178, which describes and depicts Claisen's flask: 31) During vacuum distillations that were often performed during this and other work, I used advantageously fractionation flasks of a form like those seen in the figures below. The neck of the flask is, as in the case of the distillation apparatus that was devised by Kahlbaum, in two parts; one piece serves for the installation of the capillary tube, [and] the attachment on the side, for the insertion of the thermometer; the upper openings are of such width that a piece of rubber tubing can conveniently be put on [them], and on the other side, the capillary tube and the thermometer can still be easily inserted. One thus avoided the troubles that the use of two-holed rubber stoppers bring with them — the frequent breaking off of the capillary threads and the crushing of the thermometer. Furthermore, these fractionation flasks have still other advantages, which caused me to prefer them to the apparatus by which Anschütz avoided, in a clever way, the two-hole stopper. A surge of the liquid up into the condenser during fitful boiling is less possible here than in the case of a simple one-necked flask; it can be completely avoided if one pours into the (in this case not constricted) side tube (Figure II) a few coarse pieces of glass, which break the thrust of the upwards rushing liquid. One can fill — completely or partially — the space above the glass pieces with glass beads (naturally only in the case of liquids of not too high boiling point), and thus combine the advantages of Hempel's column with vacuum distillation. In the latter way, I have been able to achieve many faster separations and many sharper boiling points than by the usual procedure. However, even without the glass pieces and beads, the differences, highlighted by Anschütz, of heating over an open flame and of distillation using an oil bath don't assert themselves, in large measure, as [they do] in the case of the simple one-necked flask. Flasks of the type mentioned are custom made by the glass blowing firm of C. Heinz & Co. in Aachen. (For literature on this subject, see: Kahlbaum, Boiling Temperature and Pressure, Leipzig, 1885; Anschütz, Distillation Under Reduced Pressure, Bonn 1887; Hantzsch, these Annals 249: 57.) The use of a short Hempel's column during vacuum distillation has also been recommended by Michael (Journal für praktische Chemie, 47: 197).