ketones with BH4 yields the corresponding alcohol directly. The reaction works well for simpl compounds, but reaction of BH4 with a-B-unsaturated aldehydes and ketones can result in significant reduction of the double bond HBC-C-OH aldehydes 2.H3O CH3-C--CH3 1.BH4 2.H3O A much more powerful reductant is LiAlH, which will reduce al dehyde, ketones esters, carboxylic acids and nitriles. Some sample reactions are shown below ether 1. LiAlH. ether 2. H3O oH 1. LiAlH,. ether 2. H3O As seen in the first example, the reduction of carboxylate esters results in the addition of two moles of hydride to the carbony l carbon, with loss of the alcohol portion of the ester, forming the corresponding primary alcohol H-HBLiAl H Although the reduction of esters with lialH4 proceeds to produce the alcohol, reduction of carboxylate esters by diisobutylaluminum hydride(DIBAH)stops at the aldehydeketones with BH4 - yields the corresponding alcohol directly. The reaction works well for simple compounds, but reaction of BH4 - with −−unsaturated aldehydes and ketones can result in significant reduction of the double bond. A much more powerful reductant is LiAlH4, which will reduce aldehydes, ketones, esters, carboxylic acids and nitriles. Some sample reactions are shown below: As seen in the first example, the reduction of carboxylate esters results in the addition of two moles of hydride to the carbonyl carbon, with loss of the alcohol portion of the ester, forming the corresponding primary alcohol. Although the reduction of esters with LiAlH4 proceeds to produce the alcohol, reduction of carboxylate esters by diisobutylaluminum hydride (DIBAH) stops at the aldehyde