Question 29 (5 points) Saved Which of the following is the correct set of conditions for the following transformation? O O 1. NaNH2 t Br 2. 1. BH3 2. ? 1. NaNH2 2. 1. BH3 Br e 2. t Br Br
Question 13 (5 points) Imagine you have a mixture of the following compounds Based on the chemistry and spectroscopy clues given below assign a letter (A, B, C, D, E) for each given structure i. A reacts with NaOH to give B. ii. B shows an IR peak at 3400 cm¹ and a broad singlet at 'H NMR iii. Creacts with HBr to give A iv. D reacts with HyLindlar's to give C v. C reacts with KMnO, H to give E vi. E shows two 0 0 0 IR peaks, at 3000 cm¹ and 1780 cm HO. Br OH 1. Structure A 2 Structure B 3 Structure C 4. Structure D 5. Structure E 4
Which of the following structures corresponds to the spectroscopic data given? O O CHBrO Br 4 Br IR: 1720 cm¹ 1H-NMR: 0.98 ppm (doublet, 6H): 1.06 ppm (triplet, 3H): 1.92 ppm (octet. 1H): 2.49 ppm (quartet, 2H): 4.03 ppm (triplet, 1H): 4.56 ppm (doublet, 1H); 6.47 ppm (broad singlet, 1H). Br OH O FFM OH O $ LOH 2
O Br ОН
Question 29 (5 points) Saved Which of the following is the correct set of conditions for the following transformation? O
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