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Question: Name each compound and state how many lines are observed in its C13NMR spectrum.

Short Answer

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Answer

a.

4-methyl isopropyl benzene

Seven lines for the above structure

b.

3-nitro-5-bromo phenol

Six lines for the above structure

Step by step solution

01

The C13 NMR spectrum

The C13NMR spectrum is very useful to determine the patterns of substitution in the disubstituted benzene molecules.

The only difference between the C13NMR and the NMR spectroscopy is that the C13NMR is used to determine the number and the type of carbon atoms in an organic molecule, whereas the NMR spectroscopy is used to determine the number and the type of the hydrogen atoms in an organic molecule.

02

The number of lines observed for the given molecule in the C13 NMR spectroscopy.

a. The structure of the given compounds is following:

4-methyl isopropyl benzene

The seven peaks will be observed for the above molecule in the C13NMR spectrum as shown in the structure below:

Seven lines for the above structure

b. The structure of the given compounds is following:

3-nitro-5-bromo phenol

There will be six lines observed in the C13NMR spectrum of the above molecule. The number of peaks is shown below:

Six lines for the above structure

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Most popular questions from this chapter

Question: Pentalene, azulene, and heptalene are conjugated hydrocarbons that do not contain a benzene ring. Which hydrocarbons are especially stable or unstable based on the number of electrons they contain? Explain your choices.

Question: (R)-Carvone, the major component of the oil of spearmint, undergoes acid-catalyzed isomerization to carvacrol, a major component of the oil of thyme. Draw a stepwise mechanism and explain why this isomerization occurs.

Question: Early structural studies on benzene had to explain the following experimental evidence. When benzene was treated with Br2(plus a Lewis acid), a single substitution product of molecular formula C6H5Brwas formed. When this product was treated with another equivalent of Br2, three different compounds of molecular formularole="math" localid="1648727281591" C6H4Br2 were formed.

  1. Explain why a single Kekule structure is consistent with the first result, but does not explain the second result.
  2. Then explain why a resonance description of benzene is consistent with the results of both reactions.

Question: Propose a structure consistent with each set of data.

a. C10H14: IR absorptions at 3150-2850,1600, and 1500cm-1

b. C9H12: C13NMR signals at 21, 127, and 138 ppm

c. C8H10: IR absorptions at 3108-2875cm-1, 1606, and 1496cm-1

Question: What is the structure of a compound of molecular formula C10H14O2 that shows a strong IR absorption at 3150–2850 role="math" localid="1648710122642" cm-1and gives the following 1 H NMR absorptions: 1.4 (triplet, 6 H), 4.0 (quartet, 4 H), and 6.8 (singlet, 4 H) ppm

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