![]() If the (-) hydrobenzoin products were formed, the resulting acetal derivative would show no distinction between the two methyl groups. The methyl group that resides on the same side of the molecule as the two phenyl groups would be deshielded, resulting in a higher chemical shift for those protons, while the other methyl group would not be deshielded and would have a lower chemical shift. If the meso hydrobenzoin product was formed, the resulting acetal derivative would show two distinct methyl groups in its 1 H NMR spectrum. The two Newman projections in (Figures 5 and 6) depict the stereochemical outcomes with respect to the ethane backbone within the molecule.īy forming this acetal derivative of the hydrobenzoin product, the stereochemistry can be determined using a simple 1 H NMR. In this case, the formation of an acetal of the hydrobenzoin product (Figure 4) will aid in determining the stereochemistry of the product. In order to accurately determine the stereochemistry of the product or products formed, a derivative of the hydrobenzoin, with a distinct NMR must be made. On first glance, the reduction of benzyl using sodium borohydride could result in the formation of three different stereochemical products as shown in Figure 3. There are also other various applications of stereospecific products including scents and flavoring 3. Many drug manufacturing processes utilize stereospecific reagents in order to increase the overall yield and to decrease overall cost of the manufacturing procedure. Stereospecific reactions cut down on the time and possible cost associated with separating the stereoisomeric forms in a reaction mixture. In applications like pharmaceuticals and various amino acids used in biological systems only utilize one of the stereoisomers. Stereospecific products are important when a certain stereoisomer is able to be utilized while the others are not. Given a single, stereoisomerically pure starting material, or a mechanism in which a certain stereoisomer is energetically favored, the stereospecific will result in the formation of a single stereoisomer. The overall reaction was relatively simple and resulted in the formation of the stereospecific product.Ī stereospecific mechanism explicitly defines the stereochemical outcome given a specific reactant. The overall percent yield of this series of reactions was calculated to be 44.45, while the percent yield for the formation of the hydrobenzoin was calculated to be 60.62. Dimethoxypropane Hydrobenzoin Acetonide Series Of Reactions The melting point range of the hydrobenzoin product was found to be 136.1 136.5 O C (Lit. Dimethoxypropane Hydrobenzoin Acetonide Series Of Reactions. ![]()
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