Francois Auguste Victor Grignard (6 May 1871 – 13 December 1935) was a French chemist who won the Nobel Prize for his discovery of the eponymously named Grignard reagent and Grignard reaction, both of which are important in the formation of carbon–carbon bonds. He also wrote some of his experiments in his laboratory notebooks.
Biography
left|upright|thumb|Grignard in 1912. Taken for Nobel Prize publication.
Grignard was the son of a sailmaker. He was a hard-working student and was described as having a humble and friendly attitude. He also had a talent for mathematics. After one year of service, he returned to pursue his studies of mathematics at the University of Lyon and finally obtained his degree Licencié ès Sciences Mathématiques in 1894. In December of the same year, he transferred to chemistry and began working with Professors Philippe Barbier (1848–1922) and Louis Bouveault (1864–1909). After working with stereochemistry and énines, Grignard was not impressed with the subject matter and asked Barbier about a new direction for his doctoral research. Barbier advised that Grignard study how a failed Saytzeff reaction using zinc, was successful, in low yields, after substitution of magnesium. He became a lecturer in organic chemistry at the University of Nancy in 1909, and was promoted to full professor in 1910. During World War I he studied chemical warfare agents with Georges Urbain at Sorbonne University, particularly the manufacture of phosgene and the detection of mustard gas. In 1918, Grignard discovered that sodium iodide could be used as a battlefield test for mustard gas. Sodium iodide converts mustard gas to diiododiethyl sulfide, which crystallizes more easily than mustard gas. This test could detect as little as 0.01 gram of mustard gas in one cubic meter of air and was successfully used on the battlefield.
Grignard died on 13 December 1935 in Lyon, at the age of 64. By that time, around 6,000 papers reporting applications of the Grignard reaction had been published.
Grignard reaction
Grignard is most noted for devising a new method for generating carbon-carbon bonds using magnesium to couple ketones and alkyl halides. This reaction is valuable in organic synthesis. It occurs in two steps:
- Formation of the "Grignard reagent", which is an organomagnesium compound made by the reaction of an organohalide, R-X (R = alkyl or aryl; and X is a halide, usually bromide or iodide) with magnesium metal. The Grignard reagent is usually described with the general chemical formula R-Mg-X, although its structure is more complex.
- Addition of the carbonyl, in which a ketone or an aldehyde is added to the solution containing the Grignard reagent. The carbon atom that is bonded to Mg transfers to the carbonyl carbon atom, and the oxygen of the carbonyl carbon becomes attached to the magnesium to give an alkoxide. The process is an example of a nucleophilic addition to a carbonyl. After the addition, the reaction mixture is treated with aqueous acid to give an alcohol, and the magnesium salts are subsequently discarded.
Military service
Grignard was drafted into the French military as part of obligatory military service in 1892. Within the two years of his first session of service he rose to the rank of corporal. He was demobilized in 1894 and returned to Lyon to pursue his education.
