PSU_Justik_Spring09_Exp2 - Experiment 2 CHEM 213 Directing...

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Introduction The presence of a group on an aromatic ring has a profound effect on any subsequent electrophilic aromatic substi- tution reactions. Depending on this groups electron withdrawing or donating effects, the addition of an electrophile will either occur ortho-para or meta . Furthermore, if more than one group is present on the ring, the directing effects will either combine or compete for the observed directing effect. In this experiment you will perform two bromination reactions, each an electrophilic aromatic substitution reaction. In each case you will develop an initial hypothesis, based on the directing effects of the groups already on the ring, as to which position on the aromatic ring the bromine will add. After purification of each respective product, melting points and IR spectra will be ob- tained to elucidate the structure of the product. Electrophilic aromatic substitution with elemental bromine is often inconvenient and hazardous. You will generate bromine within the reaction mixture (called in situ) by the following reaction: 6H + + 5Br - + BrO 3 3Br
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This note was uploaded on 09/29/2010 for the course CHEM 213CCF taught by Professor Staff during the Spring '08 term at Pennsylvania State University, University Park.

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PSU_Justik_Spring09_Exp2 - Experiment 2 CHEM 213 Directing...

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