N-Hexyl magnesium bromide

Hexanediol, 251,873,879 n-Hexyl alcohol, 247, 253 dehydrogenation of, 322 P n Hexylacrylic acid. 465, 466 n-Hexylbenzene, 510, 516 n-Hexyl bromide. 282 n-Hexyl chloride, 270, 274 n-Hexyl cyanide, 409 n-Hexyl fluoride, 288, 289 n-Hexyl iodide, 288 n-Hexyl magnesium bromide, 237 n-Hexyl mercaptan. 496, 497 n-Hexyl nitrite, 306 1-Hexyne, 896, 899... 

Unger et al. [217] determined butyltins in non saline water by gas chromatography with flame photometric detection and confirmation by mass spectrometry. The sample was extracted with tropalone in //-hexane and organotin compounds derivatised with n-hexyl magnesium bromide to form tetraalkyltins. The n-hexyl derivatives of methyltin and butyltin species were easily separated and quantified relative to an internal standard (triphenyltin chloride) which was not found to be present in environmental samples and did not interfere. 

Prepare a Grignard reagent from 24 -5 g. of magnesium turnings, 179 g. (157 ml.) of n-heptyl bromide (Section 111,37), and 300 ml. of di-n-butyl ether (1). Cool the solution to 0° and, with vigorous stirring, add an excess of ethylene oxide. Maintain the temperature at 0° for 1 hour after the ethylene oxide has been introduced, then allow the temperature to rise to 40° and maintain the mixture at this temperature for 1 hour. Finally heat the mixture on a water bath for 2 hours. Decompose the addition product and isolate the alcohol according to the procedure for n-hexyl alcohol (Section 111,18) the addition of benzene is unnecessary. Collect the n-nonyl alcohol at 95-100°/12 mm. The yield is 95 g. 

Olivetol. CJC, 52, 2136 (1974). This is a simple high yield method. Clean magnesium turnings (1.7 g) are covered with 25 ml of dry ether and 1 g of laurylbromide (or n-hexyl bromide, etc.)... 

The same type of reaction occurs when magnesium acts on an excess of an alkyl or aryl halide in the presence of absolute ether. n-Hexyl bromide in this way yields w-dodecane. 

Fig. 7.19. Vickis ot (ingnurd reagent mppei) and hydio carbons (lowen Imm parnal reactions ol magnesium ulisk rototiner at 545 rpiiu with //-hexyl biomidc in OFF ai (I ( as functions of the average concentration l // hexyl bromide dining the icaction Tl.55[. I he h-wcsi concentraiion is n.DI7 M. The curves are calculated irom equation 17.-15) <( -. Mi and I7.5(o.

Fig. 7.19. Yields ol Grignard reagent (upper) and hydm-carhons (lower) Irom partial reactions ol magnesium (disk rotating at 345 n " F " 1 "-hexyl bromide in DEF at 0 C as functions of the average concentration of n-hcxyl brttinitlc during the reaction. 34.35j. The lowest concentration is 0.017 M. fhe curtos arc ealetilateti from ctiualioti (7.43) tC = 4..3 M) and (7.36).

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