Water reaction with Grignard reagents

Treatment of an aldehyde or ketone with either an organolithium or Grignard reagent followed by water forms an alcohol with a new carbon-carbon bond. This reaction is an addition reaction because the elements of R" and H are added across the n bond. 

Derivation (1) Silicon is heated in methyl chloride to yield methylchlorosilanes these are separated and purified by distillation and the desired compound mixed with water. A polymeric silicone results. (2) Reaction of silicon tetrachloride and a Grignard reagent (RMgCl), with subsequent hydrolysis and polymerization. 

Reactions with Water-Sensitive Reagents such as Grignard Reagents, Lithium Alkyls, or Zinc Oiganyls [375] on Solid Phases... 

Organolithium and Grignard reagents are prepared from alkyl (or aryl) halides. The reactions are carried out under anhydrous conditions because reaction with water leads to the formation of alkanes. 

RMgBr 2) H2O Grignard reaction When an aldehyde or ketone is treated with a Grignard reagent (followed by water work-up), a carbon-carbon bond-forming reaction occurs, giving an alcohol that exhibits the newly formed C-C bond. 

Method 2. Equip a 1 htre thre necked flask with a double surface reflux condenser, a mechanical stirrer and a separatory funnel, and place 12 -2 g. of dry magnesium turnings, a crystal of iodine, 50 ml. of sodium-dried ether and 7-5 g. (5 ml.) of a-bromonaphthalene (Section IV,20) in the flask. If the reaction does not start immediately, reflux gently on a water bath until it does remove the water bath. Stir the mixture, and add a solution of 96 g. (65 ml.) of a-bromonaphthalene in 250 ml. of anhydrous ether from the separatory funnel at such a rate that the reaction is vmder control (1 -5-2 hours). Place a water bath under the flask and continue the stirring and refluxing for a further 30 minutes. The Grignard reagent collects as a heavy oil in the bottom of the flask ... 

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