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calculate the theoretical yield for the bromination of both stilbenes, assuming

ID: 541927 • Letter: C

Question

calculate the theoretical yield for the bromination of both stilbenes, assuming the presence of excess pyridinium tribromide. Note the theoretical yields here.
Will use 100 microliter of cis-stilbene, 2.0 mL of acetic acid and 200 mg of pyridinium tribromide for cis-stilbene.
Reagents and Properties mpd molar mass mol) bp (c) rc (8/mL) substance quantity 1.049 60.05 118 148.16 340.07 133 acetic acid", glacial cinnamic acid 1,2-dibromo- 2 mL 150 mg 1,2-diphenylethane 2,3-dibromo-3-phenyl- 307.97 propanoic acid ethanol", 95% pyridiniunm 0.5 mL 319 200-385 mg 0.5 mL 100 tribromide* silver nitrate", 2% in ethanol cis-stilbene trans-stilbene 180.25 14513mm 180.25 1.011 100 mg 124

Explanation / Answer

solution:

200mg use of pyridinium tribromide for bromination de100 mg of trans-stilbene
318.8 g / mol pyridinium tribromide = 0.2 g / 318.8 g / mol = 6.27 * 10-4
180 g / mol trans-stilbene = 0.1 g / 180 g / mol = 5.55 * 10-4
(5.55 * 4.10 / 6.27 * 4.10) = 88.6%
1 trans-stilbene + 1 = pyridinium tribromide bromination

the same with the cis-stilbene and thetrans-stilbene. ( the product of each of these isomers if iremember correctly is called dibromostilbene).

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