sodium borohydride

sodium borohydride - Na Hye(Eunice Kim#19513926 20 October...

Info iconThis preview shows pages 1–2. Sign up to view the full content.

View Full Document Right Arrow Icon
Na Hye (Eunice) Kim (#19513926) 20 October 2009 The Sodium Borohydride Reduction of Benzil and Benzoin In this experiment, the reductions of benzil using the sodium borohydride were studied. It is important to understand the reactions because sodium borohydride can attack either side of the molecule to reduce both aldehydes and keytones and produce more than one products due to the number of stereocenters. Benzoin with only one stereocenter produces two enantiomers (R or S) while benzil with two stereocenters produce four products: R-R, S- S, R-S, S-R of which first two are in a form of meso compound. For reduction of benzoin, the meso coumpound is twice as likely to be produced because both R-S and S-R are mirror- image of each other. The purpose of the lab is to find if the products from both reactions are same, and if not, it is to find the form of major product using the mixed melting point. When reacting with sodium borohydride, Benzil with two carbonyl groups can be reduced to produce a racemic mixture of the (1R, 2R) and (1S, 2S) enantiomers and some meso product. Benzoin can be seen as intermediate in a complete reduction to hydrobenzoin from benzyl. In the first TLC plate for benzil, more than one distinct spots starting from 2 minute mark were produced, indicating that benzil produced more than one product as opposed to benzoin, which can be reduced to hydrobenzoin only. In the reduction of benzoin, meso form of hydrobenzoin would be favored because of
Background image of page 1

Info iconThis preview has intentionally blurred sections. Sign up to view the full version.

View Full Document Right Arrow Icon
Image of page 2
This is the end of the preview. Sign up to access the rest of the document.

{[ snackBarMessage ]}

Page1 / 4

sodium borohydride - Na Hye(Eunice Kim#19513926 20 October...

This preview shows document pages 1 - 2. Sign up to view the full document.

View Full Document Right Arrow Icon
Ask a homework question - tutors are online