1- Bromoheptane

FIGURE 4 18 The mechanism of formation of 1 bromoheptane from 1 heptanol and hydrogen bromide... 

Reaction of allyl nalides with the iron powders is rapid and exothermic and leads to near quantitative yields of the self-coupled product 1,5-hexadiene. Similarly, reaction of benzyl chloride with the iron powders at room temperature yields bibenzyl in 60-70% yields along with 20-25% of toluene. In contrast, reaction of aryl halides with the iron powders leads to reductive cleavage rather than self-coupling. Similarly, reaction of 1-bromoheptane with the iron powder in THF for three hours at room... 

Alkylation of isoprene at the methyl group was achieved through the reaction of the corresponding metal derivative (fert-BuOK-lithium tetramethylpiperidine, THF) with 1-bromoheptane (60% yield).257 Regioselective monoalkylation of isoprope-nylacetylene can be performed in high yields through the dilithium derivative 258... 

Nonan-l-ol (primary alcohol from ethylene oxide). Prepare a Grignard reagent from 24.5 g (1 mol) of magnesium turnings, 179 g (157 ml, 1 mol) of 1-bromoheptane (Expt 5.55) and 300 ml of dibutyl ether as described above. Cool the solution to 0°C and, with vigorous stirring, add an excess of ethylene oxide. Maintain the temperature to 0 °C for 1 hour after the ethylene oxide has been introduced, then allow the temperature to rise to 40 °C and maintain the mixture at this temperature for 1 hour. Finally heat the mixture... 

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