Dihydroxylation of Cyclohexene

Dihydroxylation of Cyclohexene - Dihydroxylation of...

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Dihydroxylation of Cyclohexene Abstract This was a microscale experiment in which formed cyclohexane-1,2 diol was formed from cyclohexene. We added oxone, a persulfate mix that reacts with acetone to produce dimethydioxirane, which in turn reacts with cyclohexene to form cyclohexane-1,2- diol. Through TLC analysis, it was determined that our product was cyclohexane-1,2- trans diol. Introduction The purpose of this experiment is to synthesize the diol and to determine whether it is a cis or a trans diol. Oxone is a persulphate mix that reacts with acetone to produce dimethyldioxirane, which will react with cyclohexene to form cyclohexane-1,2-diol. The product will be spotted on a TLC plate to determine the cis/trans nature of the diol. TLC, or Thin-Layer Chromatography, is a form of solid-liquid adsorption chromatography and is an important technique in organic chemistry for rapid analysis of small samples. TLC encompasses two important elements: the absorbent, or the stationary phase, and the eluting solvent, or the mobile phase. The stationary phase is usually attached to a plate. In this experiment, we used small amounts of our desired substances and dotted them onto the absorbent by using capillary tubes. Thus our results were visible on the absorbent, which holds these substances. The eluting solvent was poured in a beaker and it moved up the absorbent, carrying the substances with it. Eluting solvents must be selected based on a few characteristics. Firstly, the eluting solvent should dissolve the solutes and not bind instead to the stationary phase. Secondly, our solvent should not be too polar or we may not see the movement of the substances on the absorbent. Our substances travel up the absorbent at different rates and this is based on the varying affinities they have for the absorbent. The absorbed compounds that are weaker will move quicker than the compounds that are absorbed strongly. Generally, the more polar the functional groups attached to the substance, the more strongly absorbed the substance is. Our TLC analysis is completed by removing our plate from the beaker and drying it.
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Dihydroxylation of Cyclohexene - Dihydroxylation of...

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