Which option represents the product of reaction between $"butyl magnesium chloride"$ and water? $"A. BuMgCl + water"rarr"BuOH"$ $"B. BuMgCl + water"rarr"BuOBu"$ $"C. BuMgCl + water"rarrH_3C-CH_2CH_2CH_3 + MgOHCl$ $"D. BuMgCl+water"rarr"butanol"$

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Answer 1 · 2016-05-15T12:36:43

$"Option C, n-butane"$

Grignard reagents feature a highly nucleophilic carbon centre, almost a carbanion, $H_3C-H_2C-H_2C-H_2C^(delta-){MgI}^(delta+)$ .

This will react with almost any electrophile, including the proton of water.

Thus: $R-MgX + H_2O rarr R-H + MgXOH$

If you wanted to label an alkane with deuterium, this would be a good way to go about it, by using deuterium oxide, $D_2O$ , where $D=""^2H$ .

$R-MgX + D_2O rarr R-D + MgXOD$ .

So here you have the $d_1-"alkane"$ easily, and it's much cheaper than buying it.