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Bromination of Trans-Cinnamic Acid Lab Question: The melting point of my product is 115-118C. The percent...

Bromination of Trans-Cinnamic Acid Lab Question:

The melting point of my product is 115-118C. The percent yield was 19.2%.

Is the product erythro or threo?

From the melting point, I am guessing it is the threo. But wasn't the product supposed to be erythro?

Can someone explain this result? And what is a possible reason why the yield is very low?

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Answer #1

As your product melting point lies closer to the threo isomer, we can conclude that the product contains more of threo isomer. The reaction should not be heated beyond 50oC, to obtain erythro product as a major product.

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