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Diethyl malonate (the starting material for the malonic

Chapter 22, Problem 22.75

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QUESTION:

Diethyl malonate (the starting material for the malonic ester synthesis) reacts with bromine in acid- catalyzed conditions to form a product with molecular formula C7H11BrO4. (a) Draw the structure of the product. (b) Draw a mechanism of formation for the product. (c) Would you expect this product to be more or less acidic than diethyl malonate?

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QUESTION:

Diethyl malonate (the starting material for the malonic ester synthesis) reacts with bromine in acid- catalyzed conditions to form a product with molecular formula C7H11BrO4. (a) Draw the structure of the product. (b) Draw a mechanism of formation for the product. (c) Would you expect this product to be more or less acidic than diethyl malonate?

ANSWER:

Step 1 of 4

In this multi-step exercise, we’re told that diethyl malonate reacts with bromine in acid-catalyzed conditions to form a product with molecular formula C7H11BrO4. We’re then asked a series of questions about this process.

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