Problem 14.30 How many rings are present in each of the following compounds? Each consumes 2 mol of hydrogen on catalytic hydrogenation. (a) C₁0H18 (b) CgHg (c) C8HgCl₂ (d) CgH₂O (e) CgH1002 (f) CgH,CIO (g) C3H5N (h) C₂H5N Sample Solution (a) The molecular formula C₁0H₁8 contains four fewer hydrogens than the alkane having the same number of carbon atoms (C₁0H22). Therefore, the index of hydrogen deficiency of this compound is 2. Because it consumes two molar equivalents of hydrogen on catalytic hydrogenation, it must have either a triple bond or two double bonds and no rings.

Problem 14.30 How many rings are present in each of the following compounds? Each consumes 2 mol of hydrogen on catalytic hydrogenation. (a) C₁0H18 (b) CgHg (c) C8HgCl₂ (d) CgH₂O (e) CgH1002 (f) CgH,CIO (g) C3H5N (h) C₂H5N Sample Solution (a) The molecular formula C₁0H₁8 contains four fewer hydrogens than the alkane having the same number of carbon atoms (C₁0H22). Therefore, the index of hydrogen deficiency of this compound is 2. Because it consumes two molar equivalents of hydrogen on catalytic hydrogenation, it must have either a triple bond or two double bonds and no rings.

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter30: Orbitals And Organic Chemistry: Pericyclic Reactions

Section30.SE: Something Extra

Problem 19AP

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