Grignard (Comptes Rendus, 1900 et seq.) showed that aldehydes combine with magnesium alkyl iodides (in absolute ether solution) to form addition products, which are decomposed by water with the formation of secondary alcohols, thus from acetaldehyde and magnesium methyl iodide, isopropyl alcohol is obtained.
Soc., 1904, 20, p. 15) has used silicon halides with the Grignard reagent: C2H,MgBr(+SiC14)-C2HiSiC13(-1-MgBrPh)--> Ph C 2 H 1.
Bamberger), and by the action of the Grignard reagent on quinones (Bamberger).
Grignard (Comptes rendus, 1900 et seq.) observed that magnesium and alkyl or aryl halides combined together in presence of anhydrous ether at ordinary R temperatures (with the appearance of brisk boiling) to form compounds of the type RMgX(R = an alkyl or aryl group and X = halogen).
In preparing the Grignard reagent the commencement of the reaction is accelerated by a trace of iodine.
Grignard and L.
The products formed by the action of the Grignard reagent with the various types of organic compounds are usually thrown out of solution in the form of crystalline precipitates or as thick oils, and are then decomposed by ice-cold dilute sulphuric or acetic acids, the magnesium being removed as a basic halide salt.
Acid chlorides behave in an analogous manner to esters (Grignard and Tissier, Comptes rendus, 1901, 132, p. 683).
On treatment with the Grignard reagent, in absolute ether solution, they yield addition products which are decomposed by water with production of tertiary alcohols (V.
Grignard, Comptes rendus, 1900, 130, p. 1322 et seq.), RR'CO-?
With the Grignard reagent, they form addition compounds which on the addition of water yield tertiary alcohols, except in the case of ethyl formate, where a secondary alcohol is obtained.
Derivatives of the type R 2 N OH result in the action of the Grignard reagent on amyl nitrite.
CH CO 2 R H 2 C-CH CO 2 R Chc02r and by the Grignard reaction (S.
Cyclo-heptane carboxylic acid (suberanic acid), C7H13C02H, is obtained by the reduction of cyclo-heptene-I-carboxylic acid; from brom-cyclo-heptane by the Grignard reaction; and by the reduction of hydrotropilidine carboxylic acid by sodium in alcoholic solution (R.