Question
H NMR analysis of Compound A (CH,CI) gives a spectrum with one singlet at 1.6 ppm. When Compound A is reacted with water, a
H NMR analysis of Compound A (CH,CI) gives a spectrum with one singlet at 1.6 ppm. When Compound A is reacted with water, a mixture of two products is formed: H NMR analysis of Compound B gives two signals: 1.3 ppm and 2.0 ppm 'H NMR analysis of Compound C gives two signals: 1.7 ppm and 4.7 ppm. If Compound B is treated with concentrated sulfuric acid, Compound C is produced. Complete the diagram below by drawing the structures of Compounds A, B and C in the boxes provided, and identifying each reaction as proceeding via SN1, SN2, E1 or E2 mechanism in the boxes provided next to the arrows. Compound B HO Compound A HSO4 HO Compound C
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Organic Chemistry
Authors: Graham Solomons, Craig Fryhle, Scott Snyder
11th edition
1118133579, 978-1118133576
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