Pietro Biginelli
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Pietro Biginelli (25 July 1860 – 15 January 1937) was an Italian chemist, who discovered a three-component reaction between
urea Urea, also called carbamide (because it is a diamide of carbonic acid), is an organic compound with chemical formula . This amide has two Amine, amino groups (–) joined by a carbonyl functional group (–C(=O)–). It is thus the simplest am ...
,
acetoacetic ester The organic compound ethyl acetoacetate (EAA) is the ethyl ester of acetoacetic acid. It is a colorless liquid. It is widely used as a chemical intermediate in the production of a wide variety of compounds. Preparation At large scale, ethyl ac ...
and
aldehyde In organic chemistry, an aldehyde () (lat. ''al''cohol ''dehyd''rogenatum, dehydrogenated alcohol) is an organic compound containing a functional group with the structure . The functional group itself (without the "R" side chain) can be referred ...
s ( Biginelli reaction). He also studied various aspects of sanitation chemistry and chemical products' quality control.


Biography

Biginelli is born on 25 July 1860 in
Palazzolo Vercellese Palazzolo Vercellese (''Palasseu'' in Piedmontese) is a ''comune'' (municipality) in the Province of Vercelli in the Italian region Piedmont, located about northeast of Turin Turin ( , ; ; , then ) is a city and an important business a ...
which was back then the Kingdom of Piedmont-Sardinia. He attended the
University of Turin The University of Turin (Italian language, Italian: ''Università degli Studi di Torino'', UNITO) is a public university, public research university in the city of Turin, in the Piedmont (Italy), Piedmont region of Italy. It is one of the List ...
, studying under
Icilio Guareschi Icilio Guareschi (; 24 December 1847 – 20 June 1918) was an Italian chemist. Icilio Guareschi studied at the University of Bologna and received his Ph.D there in 1871. He became professor at the University of Siena and in 1879 at the Unive ...
, a well-known Italian chemist and chemistry historian.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 In 1885, he was already a 4th-year student. By 1891, Biginelli worked at the chemical laboratory at the
University of Florence The University of Florence ( Italian: ''Università degli Studi di Firenze'') (in acronym UNIFI) is an Italian public research university located in Florence, Italy. It comprises 12 schools and has around 50,000 students enrolled. History The f ...
,Biginelli P. Ueber Aldehyduramide des Acetessigaethers. ''
Berichte der Deutschen Chemischen Gesellschaft ''Chemische Berichte'' (usually abbreviated as ''Ber.'' or ''Chem. Ber.'') was a German-language scientific journal of all disciplines of chemistry founded in 1868. It was one of the oldest scientific journals in chemistry, until it merged with ' ...
'', 1891, vol. 24, pp. 1317–1319.
where 2 years later he developed a method which later would be known as Biginelli Pyrimidine synthesis.''
J. Chem. Soc. The ''Journal of the Chemical Society'' was a scientific journal established by the Chemical Society in 1849 as the ''Quarterly Journal of the Chemical Society''. The first editor was Edmund Ronalds. The journal underwent several renamings, splits ...
'', Abstr., 1893, p. 645
In 1897, he was already in Rome, as a
privatdozent ''Privatdozent'' (for men) or ''Privatdozentin'' (for women), abbreviated PD, P.D. or Priv.-Doz., is an academic title conferred at some European universities, especially in German-speaking countries, to someone who holds certain formal qualifi ...
. In 1901, Biginelli, as coadjutor, moved to the Chemical Laboratory of State Medicine in Rome, where he was working as an assistant of
Bartolomeo Gosio Bartolomeo Gosio (17 March 1863 – 13 April 1944) was an Italian medical scientist. He discovered a toxic fume, eponymously named "Gosio gas", which is produced by microorganisms, that killed many people. He identified the chemical nature of the g ...
, a chemist known for his discovery of arsenic-containing volatile gas known as "Gosio gas".Gosio, B., Action de quelques moisissures sure les composés fixes d’ársenic. '' Arch. Ital. Biol.'', 1893, vol. 18, pp. 253–265. From 1925 to 1928, Biginelli worked as a director of the above-mentioned chemical laboratory.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 He died in Rome on 15 January 1937.


Scientific interests

Biginelli's first known scientific work, in which he was a co-author of his mentor
Icilio Guareschi Icilio Guareschi (; 24 December 1847 – 20 June 1918) was an Italian chemist. Icilio Guareschi studied at the University of Bologna and received his Ph.D there in 1871. He became professor at the University of Siena and in 1879 at the Unive ...
, was focused on synthesis and reactivity of chlorobromonaphthalene. Already in the University of Florence, Biginelli described a three-component reaction between
urea Urea, also called carbamide (because it is a diamide of carbonic acid), is an organic compound with chemical formula . This amide has two Amine, amino groups (–) joined by a carbonyl functional group (–C(=O)–). It is thus the simplest am ...
,
aldehyde In organic chemistry, an aldehyde () (lat. ''al''cohol ''dehyd''rogenatum, dehydrogenated alcohol) is an organic compound containing a functional group with the structure . The functional group itself (without the "R" side chain) can be referred ...
, and
ethyl acetoacetate The organic compound ethyl acetoacetate (EAA) is the ethyl ester of acetoacetic acid. It is a colorless liquid. It is widely used as a chemical intermediate in the production of a wide variety of compounds. Preparation At large scale, ethyl ac ...
, which was at first incorrectly interpreted as one leading to the formation of alpha-benzuramido-crotonacetic ester, or ethyl-alpha-salicyluramido-
crotonate Crotonic acid ((2''E'')-but-2-enoic acid) is a short-chain unsaturated compound, unsaturated carboxylic acid described by the formula CH3CH=CHCO2H. The name crotonic acid was given because it was erroneously thought to be a saponification product ...
with open-chain acyclic structures. However, later he corrected himself this interpretation and expanded his initial studies, showing that the end products actually were
pyrimidine Pyrimidine (; ) is an aromatic, heterocyclic, organic compound similar to pyridine (). One of the three diazines (six-membered heterocyclics with two nitrogen atoms in the ring), it has nitrogen atoms at positions 1 and 3 in the ring. The oth ...
s. However, Biginelli did not change the chemical names presented earlier. Another scope of his research interests emerged when he was assistant of Bartolomeo Gosio. At that time, it was known that certain poisonous volatile arsenic species tend to form at
mold A mold () or mould () is one of the structures that certain fungus, fungi can form. The dust-like, colored appearance of molds is due to the formation of Spore#Fungi, spores containing Secondary metabolite#Fungal secondary metabolites, fungal ...
s growing on wallpapers painted by arsenic-containing paints. Finally, Gosio and Biginelli succeeded in isolating and analyzing the species: when Gosio gas was passed into a solution of
mercuric chloride Mercury(II) chloride (mercury bichloride, mercury dichloride, mercuric chloride), historically also sulema or corrosive sublimate, is the inorganic chemical compound of mercury and chlorine with the formula HgCl2, used as a laboratory reagent. ...
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". From analysis of this material and of the gas itself it appeared that the gas was diethyl
arsine Arsine (IUPAC name: arsane) is an inorganic compound with the formula As H3. This flammable, pyrophoric, and highly toxic pnictogen hydride gas is one of the simplest compounds of arsenic. Despite its lethality, it finds some applications in th ...
. Later, however, it was found that gas discovered by Gosio and Biginelli was in fact
trimethylarsine Trimethylarsine (abbreviated TMA or TMAs) is the chemical compound with the formula (CH3)3As, commonly abbreviated As Me3 or TMAs. This organic derivative of arsine has been used as a source of arsenic in microelectronics industry, a building block ...
. Biginelli stated in 1911 that
tannin Tannins (or tannoids) are a class of astringent, polyphenolic biomolecules that bind to and Precipitation (chemistry), precipitate proteins and various other organic compounds including amino acids and alkaloids. The term ''tannin'' is widel ...
has the formula C41H32O25 and that it was probably a
glucoside A glucoside is a glycoside that is chemically derived from glucose. Glucosides are common in plants, but rare in animals. Glucose is produced when a glucoside is hydrolysed by purely chemical means, or decomposed by fermentation or enzymes. Th ...
. These conclusions were based on the property shown by tannin of forming additive products with water, alcohol, and ether, (which are stable even in vacuum) and also on the loss of
carbon dioxide Carbon dioxide is a chemical compound with the chemical formula . It is made up of molecules that each have one carbon atom covalent bond, covalently double bonded to two oxygen atoms. It is found in a gas state at room temperature and at norma ...
and water with formation of hexa-hydroxy-
benzophenone Benzophenone is a naturally occurring organic compound with the formula (C6H5)2CO, generally abbreviated Ph2CO. Benzophenone has been found in some fungi, fruits and plants, including grapes. It is a white solid with a low melting point and ros ...
, when tannin is heated in aqueous solution with
lead dioxide Lead(IV) oxide, commonly known as lead dioxide, is an inorganic compound with the chemical formula . It is an oxide where lead is in an oxidation state of +4. It is a dark-brown solid which is insoluble in water. It exists in two crystalline forms ...
(the amount of carbon dioxide liberated was estimated). In 1914, Biginelli showed that aristoquinine and
quinine Quinine is a medication used to treat malaria and babesiosis. This includes the treatment of malaria due to ''Plasmodium falciparum'' that is resistant to chloroquine when artesunate is not available. While sometimes used for nocturnal leg ...
carbonate placed in market by
Bayer Bayer AG (English: , commonly pronounced ; ) is a German multinational pharmaceutical and biotechnology company and is one of the largest pharmaceutical companies and biomedical companies in the world. Headquartered in Leverkusen, 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. After leaving his post as a director of the Chemical Laboratory of State Medicine, Biginelli, as he himself stated,Marotta D. Camillo Manuelli e Pietro Biginelli. ''La Chimica e l’Industria'', 1937, vol. 19, pp. 216-217. focused mainly on the problems of chemical commodity research, e.g. distinguishing between true and false tannates of commercial quinine, artificial tannins, etc.


References

{{DEFAULTSORT:Biginelli, Pietro 1860 births 1937 deaths 19th-century Italian chemists University of Turin alumni People from Palazzolo Vercellese 20th-century Italian chemists