O Draw chemical structures from B to G to complete the following reaction scheme. The starting compound B shows three singlets in a 'H NMR experiment with chemical shifts of 3.72 ppm, 3.49 ppm, and 2.26 ppm using tetramethylsilane as an internal standard in deuterated chloroform. The respective ratio of integration is 3: 2:3. Furthermore, compound B is positive for the iodoform test. B C5H₂O3 HCI, H₂O E heat H3C CH3 1. CH₂O (1.0 equivalent) 2. CH3Br (1.0 equivalent) HCI, H₂O heat F LL OH™ C 12 (excess) H3O+ heat OH™ (excess) SOCI₂ CH3OH D G C4H8O2

O Draw chemical structures from B to G to complete the following reaction scheme. The starting compound B shows three singlets in a 'H NMR experiment with chemical shifts of 3.72 ppm, 3.49 ppm, and 2.26 ppm using tetramethylsilane as an internal standard in deuterated chloroform. The respective ratio of integration is 3: 2:3. Furthermore, compound B is positive for the iodoform test. B C5H₂O3 HCI, H₂O E heat H3C CH3 1. CH₂O (1.0 equivalent) 2. CH3Br (1.0 equivalent) HCI, H₂O heat F LL OH™ C 12 (excess) H3O+ heat OH™ (excess) SOCI₂ CH3OH D G C4H8O2

Macroscale and Microscale Organic Experiments

7th Edition

ISBN:9781305577190

Author:Kenneth L. Williamson, Katherine M. Masters

Publisher:Kenneth L. Williamson, Katherine M. Masters

Chapter30: Alkylation Of Mesitylene

Section: Chapter Questions

Problem 2Q

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