Lab #3 - Friedel Crafts Reaction

Lab #3 - Friedel Crafts Reaction - Experiment #3...

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Experiment #3 Friedel-Crafts Reaction To determine the structure of the major product in this reaction, the various possible isomers of the product and their NMR spectra need to be considered. First, looking at the carbon NMR data, the spectrum indicates that there are six different carbons in the final product. The starting materials are biphenyl and tert-butyl chloride, which means that the final product must have a plane of symmetry to host exactly six unique types of carbons. Also, the hydrogen NMR spectrum shows that there is symmetry in the molecule because the integration values are of a ratio that must be doubled to give the actual number of different hydrogens in the product, and the spectrum shows that there are three unique types of hydrogens in the final product. Also, the two couplets between 7.4-7.5 ppm suggests that there are symmetrical benzene rings to allow for two types of secondary hydrogens. Other possible products are not consistent with the NMR spectra given. The meta- substituted product would have at least eight types of carbons and five different hydrogens. The
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This note was uploaded on 10/24/2008 for the course CHEM 3BL taught by Professor Chunmei during the Spring '08 term at University of California, Berkeley.

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Lab #3 - Friedel Crafts Reaction - Experiment #3...

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