Pietro Biginelli

Pietro Biginelli
Born (1860-07-25)25 July 1860
Palazzolo Vercellese, Piedmont-Sardinia, Italy
Died 15 January 1937(1937-01-15) (aged 76)
Rome, Italy
Nationality Italian
Fields organic chemistry
Institutions University of Florence
Alma mater University of Turin
Doctoral advisor Icilio Guareschi
Known for Biginelli reaction

Pietro Biginelli (25 July 1860 – 15 January 1937) was an Italian chemist, who discovered a three-component reaction between urea, acetoacetic ester and aldehydes (Biginelli reaction). He also was studying various aspects of sanitation chemistry and chemical products' quality control.

Biography

Biginelli was born on 25 July 1860 in Palazzolo Vercellese which was back then the Kingdom of Piedmont-Sardinia. He attended the University of Turin, studying under Professor Icilio Guareschi, a well-known Italian chemist and chemistry historian.[1] It is known that at 1885 he was already a 4th year student.[2]

By 1891 Biginelli works at the chemical laboratory at the University of Florence,[3] where 2 years later he develops a method which later will be known as Biginelli Pyrimidine synthesis.[3][4][5] At 1897 he is already at Rome, as a privatdozent.[6]

At 1901 Pietro Biginelli, as coadjutor, moves to the Chemical Laboratory of State Medicine in Rome,[1] where he was working as an assistant to Bartolomeo Gosio,[7] a chemist famous for discovery of arsenic-containing volatile gas known as “Gosio gas”.[8] From 1925 to 1928 Biginelli worked as a director of the above-mentioned Chemical Laboratory.[9]

He died in Rome on 15 January 1937.

Scientific interests

Pietro Biginelli’s first known scientific work, in which he was a co-author to his mentor Icilio Guareschi, was focused on synthesis and reactivity of chlorobromonaphtalene.[10][11] Already in the University of Florence, Biginelli described a three-component reaction between urea, aldehyde, and ethyl acetoacetate, which was at first incorrectly interpreted as one leading to the formation of alpha-benzuramido-crotonacetic ester,[3] or ethyl-alpha-salicyluramido-crotonate[12][13] with open-chain acyclic structures. However, later he corrected himself and expanded his initial studies,[3][5][14] showing that the end products actually were pyrimidines. However, Biginelli did not change the chemical names presented earlier.

Another scope of his research interests emerged when he was an assistant to Bartolomeo Gosio. At that time, it was known that certain poisonous volatile arsenic species tend to form at molds growing on wallpapers painted by arsenic-containing paints.[15] Finally Gosio and Biginelli succeeded in isolating and analyzing the species: when Gosio gas was passed into a solution of mercuric chloride in dilute HCl (Biginelli’s solution) a crystalline precipitate was formed.

A small vial of the Gosio/Biginelli mercurichloride is to this day preserved at The Museum of the History of Medicine (Museo di Storia della Medicina) in Rome, Italy. Under the printed name “Laboratorio Batteriologico della Sanità Pubblica” is handwritten, “arsina penicillare comp. mercurico”.[16] From analysis of this material[17][18] and of the gas itself[8] it appeared that the gas was diethylarsine. Later, however, it was found that gas discovered by Gosio and Biginelli was in fact trimethylarsine.[19][20]

Pietro Biginelli stated in 1911 that tannin has the formula C41H32O25 and that it was probably a glucoside. These conclusions were based on the property shown by tannin of forming additive products with water, alcohol, and ether, (which is stable even in vacuum) and also on the loss of carbon dioxide and water with formation of hexahydroxybenzophenone, when tannin is heated in aqueous solution with lead dioxide (the amount of carbon dioxide liberated was estimated).[21]

In 1914, Biginelli showed that aristoquinine and quinine carbonate placed in market by Bayer and Zimmer in 1898 were not the salts of carbonic acid, that true quinine carbonate is very bitter, that their action on the organism is slight and slow compared with that of quinine, and that euquinine is ethyl quinine carboxylate, C20H23O2N2 .COOC2H5, and aristochin, carbonylquinine, (C20H23O2N2 ) 2CO.[22]

After leaving his post as a director of Chemical Laboratory of State Medicine, Biginelli, as he himself stated,[9][23] focused mainly on the problems of chemical commodity research, e.g. distinguishing between true and false tannates of commercial quinine, artificial tannins, etc.

References

  1. 1 2 Istituto Superiore di Sanitа. Microanalisi elementare organica. Collezione di strumenti a cura di Anna Farina e Cecilia Bedetti. 2007, I beni storico-scientifi ci dell’Istituto Superiore di Sanitа, p 24
  2. ↑ Annuario della r. Universita degli studi di Torino per l'anno accademico. By Università di Torino, Università di Torino, 1885, p. 310
  3. 1 2 3 4 Biginelli P. Ueber Aldehyduramide des Acetessigaethers. Berichte der Deutschen Chemischen Gesellschaft, 1891, vol. 24, p.1317-1319.
  4. ↑ Bigineli P. Derivati aldeiduredici degli eteri acetil- e dossal-acetico. Gazzetta Chimica Italiana, 1893, vol. 23, pp. 360 – 416
  5. 1 2 J. Chem. Soc., Abstr., 1893, p. 645
  6. ↑ Ludtke G. Minerva, 1897, p. ?
  7. ↑ Istituto Superiore di Sanitа. Microanalisi elementare organica. Collezione di strumenti a cura di Anna Farina e Cecilia Bedetti. 2007, I beni storico-scientifi ci dell’Istituto Superiore di Sanitа, p 25
  8. 1 2 Gosio, B., Action de quelques moisissures sure les composeґs fixes d’aґrsenic. Arch. Ital. Biol., 1893, vol. 18, pp. 253–265.
  9. 1 2 Istituto Superiore di Sanitа. Microanalisi elementare organica. Collezione di strumenti a cura di Anna Farina e Cecilia Bedetti. 2007, I beni storico-scientifi ci dell’Istituto Superiore di Sanitа, p 26
  10. ↑ J. Chem. Soc., Abstr., 1887, vol. 52, pp. 1088–1127
  11. ↑ Chem. Zentr., 1887, pp. 518--519
  12. ↑ Biginelli P. Ueber Aldehyduramide des Acetessigaethers II. Berichte der Deutschen Chemischen Gesellschaft, 1891, vol. 24, p.2962–2967
  13. ↑ J. Chem. Soc., Abstr., 1892, 62, p. 56
  14. ↑ Berichte der Deutschen Chemischen Gesellschaft , 1893, vol. 26, 4, p. 447
  15. ↑ Fleck, H.Z., Ueber den Arsengehalt der Zimmerluft. Zeitschrift für Biologie, 1872. vol. 8, pp. 444–456.
  16. ↑ Bentley R., Chasteen T.G. Microbial Methylation of Metalloids: Arsenic, Antimony, and Bismuth. Microbiology and Molecular Biology Reviews, 2002, p. 250 – 251.
  17. ↑ Biginelli, P. Composizione e costituzione chimica del gas arsenicale delle tappezzerie. Nota I. Atti Reale Accad. Lincei , 1900, vol. 9, pp. 210–214.
  18. ↑ Biginelli, P. Composizione e costituzione chimica del gas arsenicale delle tappezzerie. Nota II. Atti Reale Accad. Lincei , 1900, vol. 9, pp. 242–249.
  19. ↑ Challenger, F. Biological methylation. Chem. Rev., 1945, vol. 36, pp. 315–361.
  20. ↑ Challenger, F., C. Higginbottom, L. Ellis. The formation of organo-metalloid compounds by microorganisms. Part I. Trimethylarsine and dimethylethylarsine. J. Chem. Soc. 1933, pp. 95–101
  21. ↑ Molinari E. Treatise on General and Industrial Organic Chemistry, pt. II, London, 1923, p. 689
  22. ↑ Molinari E. Treatise on General and Industrial Organic Chemistry, pt. II, London, 1923, p.723
  23. ↑ Marotta D. Camillo Manuelli e Pietro Biginelli. La Chimica e l’Industria, 1937, vol. 19, pp. 216-217.
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