In the bromination reaction of a chalcone, trans-4-nitrochalcone reacts with Br2/CHCl3 to produce erythro-2,3-diBromo-3-(4-nitrophenyl)propiophenone. The product...

In the bromination reaction of a chalcone, trans-4-nitrochalcone reacts with Br2/CHCl3 to produce erythro-2,3-diBromo-3-(4-nitrophenyl)propiophenone. The product is a racemic mixture.

a) Draw the structure of the enantiomers you form and assign R & S to each of the stereocenters.

b) Will you see two spots on a TLC plate for your reaction products? Why or why not?

c) Draw the structures of the products that are not formed in the bromination reaction.

d) Is this bromination reaction stereoselective? Why or why not?

Expert Solution

queen_honey_blossom answered 2 years ago

how many constitutionally inequivalent carbons are in 2,3-dibromo-3-phenylpropanoic acid? (the product of bromination of trans cinnamic...

how many constitutionally inequivalent carbons are in 2,3-dibromo-3-phenylpropanoic acid? (the product of bromination of trans cinnamic acid)

When trans-cinnamic acid reacts with bromine, the product is 2,3-dibromo-3-phenylpropanoic acid. You measure out 0.30 g...

When trans-cinnamic acid reacts with bromine, the product is 2,3-dibromo-3-phenylpropanoic acid. You measure out 0.30 g of trans-cinnamic acid, 10 mL of dichloromethane, and a 0.5M solution of bromine. When the reaction is finished, you have 0.223 grams of 2,3-dibromo-3-phenylpropanoic acid. A. How many moles of trans-cinnamic acid was used? B. What is the limiting reagent? C. What is the theoretical yield (in moles)? D. What is the actual yield (in moles)? E. What is the total percent yield?

Calculate the mass of 1.00 mmol of trans-cinnamic acid and the theoretical yield of 2,3-dibromo-3-phenylpropanoic acid.

According to The Aldol Addition and Condensation: The Effect of Conditions on Reaction Pathways for 3-Hydroxy-3-(4-nitrophenyl)-1-(2-pyridyl)-1-propanone,...

According to The Aldol Addition and Condensation: The Effect of Conditions on Reaction Pathways for 3-Hydroxy-3-(4-nitrophenyl)-1-(2-pyridyl)-1-propanone, Answer this Q/ Q: 112 microliters of 2-acetylpyridine (121.14 g/mol, 1.08 g/mL) was reacted with 145 mg of 4-nitrobenzaldehyde (151.12 g/mol) and 35 mg of sodium carbonate (105.99 g/mol). What is the theoretical yield, in milligrams (mg), of the aldol addition product (254.25 g/mol)? Enter your answer as digits only (no units), using the proper number of significant figures.

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