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A Diels-Alder reaction happens between 9-Anthracenemethanol (208.26 g/mol) and N-Methylmaleimide (111.10 g/mol).

I'm using 0.069 g 9-Anthracenemethanol (0.033 mol) and 0.11g N-Methylemaleimide (0.0009 mol, limiting reagent).

Since DA reactions have 100% atom economy, the product has the molar mass of both products combined, 319.36 g/mol.

Multiplying that by the moles of limiting reagent, we get 0.28 g product. However, the mass of both starting materials combined (0.069g + 0.110g) together is not even 0.28g. What am I doing wrong?

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You are missing a couple of zeros in the number of moles of your 9-anthracenemethanol. I calculate 0.00033 mol of that reagent, which therefore becomes your limiting reagant, and I calculate a total yield of 0.105 g of product, with about 0.73 g of N-Methylemaleimide left over.

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    $\begingroup$ Oh jeeze. Thank you so much! I was losing my mind thinking I suddenly forgot how to calculate theoretical yeild. $\endgroup$
    – kevin
    Feb 24, 2015 at 6:40
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    $\begingroup$ Writing lab reports late at night will do that to you. Best regards. $\endgroup$
    – Lighthart
    Feb 24, 2015 at 6:41

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