Friedel crafts alkylation of 1,4-dimethoxybenzene to produce 1,4-di-t-2,5-dimeth

Question

Friedel crafts alkylation of 1,4-dimethoxybenzene to produce 1,4-di-t-2,5-dimethixybenzene lab. What specific factors may lead to loss of product? Comment on the identity and purity of your product. Does the observed melting point match the actual melting point of 1,4-di-t-2,5-dimethoxybenzene? Actual MP is 104-104C Experimental MP is 102.5-103.1C Percent yield is 50.7%
Friedel crafts alkylation of 1,4-dimethoxybenzene to produce 1,4-di-t-2,5-dimethixybenzene lab. What specific factors may lead to loss of product? Comment on the identity and purity of your product. Does the observed melting point match the actual melting point of 1,4-di-t-2,5-dimethoxybenzene? Actual MP is 104-104C Experimental MP is 102.5-103.1C Percent yield is 50.7%
Actual MP is 104-104C Experimental MP is 102.5-103.1C Percent yield is 50.7%

Explanation / Answer

Actually the yield of Friedel Craft alkylation reaction is itself low. This may be due to the side reaction or the further alkylation of the product (if excess reagent is there). The average yield for this is 65-67 % so if got yield of 50.7 % then this is good yield. Nevertheles, in your case low yield may be due to experimental errors while measuring the reactants. It may be possible that correct equivalents of reactants are not present in the reaction mixture. This was lower due to the fact that many of the crystals were stuck in the reaction tube and could not be removed for weighing. In addition, when a pipet was used to remove the solvent from the reaction tube, many crystals were lost. They stayed in the solvent and came up the pipet, where they remained stuck and thus, were not weighed with the rest of the product.

The experimental mp suggest that you are able to synthesize highly pure product becuase the the experimentall mp point is almost close to the actual mp. The comment on exact purity can be made only after the NMR analysis. The lower mp may be due to the fact that the product still being wet when the melting point was taken. It may also bedue to impurities in the product.

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