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C._ ~ HBr ether Br Br✗ 12 15. In an abandoned laboratory has been found a flammable liquid, A, in a bottle bearing only the label "Compound A: C,H₁₂2" Government agents have offered you a considerable sum to determine the structure of this compound. After verifying the molecular formula by elemental analysis, you find that Compound A reacts with 1 mol equiv of hydrogen; and, after treatment with acidic KMnO4, Compound A gives the dicarboxylic acid C (see below). Another bottle from the same laboratory is labeled "Compound B (isomer of A)." Compound B also reacts with 1 mol equiv of hydrogen, but yields cyclohexanone after treatment with acidic KMnO4. O FO HO-C-CHCH2CH2CH2-C-OH CH₁₂ Compound C cyclohexanone A. How many degrees of unsaturation does Compound A possess? C₁ Hız B. Suggest structures for A and B. T 1-(12/2)+ unsaturated

C._ ~ HBr ether Br Br✗ 12 15. In an abandoned laboratory has been found a flammable liquid, A, in a bottle bearing only the label "Compound A: C,H₁₂2" Government agents have offered you a considerable sum to determine the structure of this compound. After verifying the molecular formula by elemental analysis, you find that Compound A reacts with 1 mol equiv of hydrogen; and, after treatment with acidic KMnO4, Compound A gives the dicarboxylic acid C (see below). Another bottle from the same laboratory is labeled "Compound B (isomer of A)." Compound B also reacts with 1 mol equiv of hydrogen, but yields cyclohexanone after treatment with acidic KMnO4. O FO HO-C-CHCH2CH2CH2-C-OH CH₁₂ Compound C cyclohexanone A. How many degrees of unsaturation does Compound A possess? C₁ Hız B. Suggest structures for A and B. T 1-(12/2)+ unsaturated

Principles of Modern Chemistry
Principles of Modern Chemistry
8th Edition
ISBN:9781305079113
Author:David W. Oxtoby, H. Pat Gillis, Laurie J. Butler
Publisher:David W. Oxtoby, H. Pat Gillis, Laurie J. Butler
Chapter15: Acid–base Equilibria
Section: Chapter Questions
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C._ ~ HBr ether Br Br✗ 12 15. In an abandoned laboratory has been found a flammable liquid, A, in a bottle bearing only the label "Compound A: C,H₁₂2" Government agents have offered you a considerable sum to determine the structure of this compound. After verifying the molecular formula by elemental analysis, you find that Compound A reacts with 1 mol equiv of hydrogen; and, after treatment with acidic KMnO4, Compound A gives the dicarboxylic acid C (see below). Another bottle from the same laboratory is labeled "Compound B (isomer of A)." Compound B also reacts with 1 mol equiv of hydrogen, but yields cyclohexanone after treatment with acidic KMnO4. O FO HO-C-CHCH2CH2CH2-C-OH CH₁₂ Compound C cyclohexanone A. How many degrees of unsaturation does Compound A possess? C₁ Hız B. Suggest structures for A and B. T 1-(12/2)+ unsaturated
Transcribed Image Text:C._ ~ HBr ether Br Br✗ 12 15. In an abandoned laboratory has been found a flammable liquid, A, in a bottle bearing only the label "Compound A: C,H₁₂2" Government agents have offered you a considerable sum to determine the structure of this compound. After verifying the molecular formula by elemental analysis, you find that Compound A reacts with 1 mol equiv of hydrogen; and, after treatment with acidic KMnO4, Compound A gives the dicarboxylic acid C (see below). Another bottle from the same laboratory is labeled "Compound B (isomer of A)." Compound B also reacts with 1 mol equiv of hydrogen, but yields cyclohexanone after treatment with acidic KMnO4. O FO HO-C-CHCH2CH2CH2-C-OH CH₁₂ Compound C cyclohexanone A. How many degrees of unsaturation does Compound A possess? C₁ Hız B. Suggest structures for A and B. T 1-(12/2)+ unsaturated
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