Compound A, composed of C, H, and O, is heated in a1.00-L flask to 160.C until all of the A has vaporized and dis-placed the air. The flask is then cooled, and 2.48 g of A remains.When 0.500 g of A burns in O₂, 0.409 g of H₂O and 1.00 g of CO₂ are produced. Compound A is not acidic, but it can be oxi-dized to compound B, which is weakly acidic: 1.000 g of B is neutralized with 33.9 mL of 0.5 Msodium hydroxide. When B is heated to 260C, it gives off water and forms C, whose solu-tion in CDCl₃(where D is deuterium, 2H) has one peak in its1H-NMR spectrum. (a) What are the structures of A, B, and C?(b) Compound A is a controlled substance because it is metab-olized to the weakly acidic “date rape” drug GHB, C₄H₈O₃.What are the structure and name of GHB?
Compound A, composed of C, H, and O, is heated in a1.00-L flask to 160.C until all of the A has vaporized and dis-placed the air. The flask is then cooled, and 2.48 g of A remains.When 0.500 g of A burns in O₂, 0.409 g of H₂O and 1.00 g of CO₂ are produced. Compound A is not acidic, but it can be oxi-dized to compound B, which is weakly acidic: 1.000 g of B is neutralized with 33.9 mL of 0.5 Msodium hydroxide. When B is heated to 260C, it gives off water and forms C, whose solu-tion in CDCl₃(where D is deuterium, 2H) has one peak in its1H-NMR spectrum. (a) What are the structures of A, B, and C?(b) Compound A is a controlled substance because it is metab-olized to the weakly acidic “date rape” drug GHB, C₄H₈O₃.What are the structure and name of GHB?
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