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Chapter 14: Q.21558-14-27P. (page 557)

How many lines are observed in the 13C NMR spectrum of each compound?

a.

b.

c.

d.

Short Answer

Expert verified

a. Two lines

b. Four lines

c. Three lines

d. Four lines

Step by step solution

01

13CNMR spectroscopy

13CNMR spectroscopy is used to identify or characterize unknown compounds.

The spectroscopy is also used to distinguish between different isomers of a compound.

02

Signals in 13C NMR spectroscopy

The number of lines/signals in a 13C NMR spectrum depends on the number of non-equivalent carbon atoms (carbon atoms that have different chemical environment) present in the compound.

Equivalent carbon atoms show a single signal in the 13C NMR spectrum.

03

Lines observed in the 13C NMR spectrum of the given compounds

a.

Non-equivalent carbon atoms in a

The given compound consists of two non-equivalent carbon atoms and hence will show two signals in its spectrum.

b.

Non-equivalent carbon atoms in b

The given compound consists of four non-equivalent carbon atoms and hence will show four signals in its spectrum.

c.

Non-equivalent carbon atoms in c

The given compound consists of three non-equivalent carbon atoms and hence will show three signals in its spectrum.

d.

Non-equivalent carbon atoms in d

The given compound consists of four non-equivalent carbon atoms and hence will show four signals in its spectrum.

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Most popular questions from this chapter

Propose a structure consistent with each set of data.

a. Compound J: molecular ion at 72; IR peak at 1710cm-1 ; 1H -NMR data (ppm) at 1.0 (triplet, 3 H), 2.1 (singlet, 3 H), and 2.4 (quartet, 2 H)

b. Compound K: molecular ion at 88; IR peak at 3600โ€“3200 ;1H-NMR data (ppm) at 0.9 (triplet, 3 H), 1.2 (singlet, 6 H), 1.5 (quartet, 2 H), and 1.6 (singlet, 1 H)

Draw all constitutional isomers of molecular formula \({{\bf{C}}_{\bf{3}}}{{\bf{H}}_{\bf{6}}}{\bf{C}}{{\bf{l}}_{\bf{2}}}\).

a. How many signals does each isomer exhibit in its \({}^{\bf{1}}{\bf{H}}\) NMR spectrum?

b. How many lines does each isomer exhibit in its \({}^{{\bf{13}}}{\bf{C}}\) NMR spectrum?

c. When only the number of signals in both \({}^{\bf{1}}{\bf{H}}\) and \({}^{{\bf{13}}}{\bf{C}}\) NMR spectroscopy is considered, is it possible to distinguish all of these constitutional isomers?

Esters of chrysanthemic acid are naturally occurring insecticides. How many lines are present in the NMR spectrum of chrysanthemic acid?

Question: Compound C has a molecular ion in its mass spectrum at 146 and a prominent absorption in its IR spectrum at 1762cm-1 . C shows the following 1H NMR spectral data: 1.47 (doublet, 3 H), 2.07 (singlet, 6 H), and 6.84 (quartet, 1 H) ppm. What is the structure of C?

Label each statement as True or False.

a. When a nucleus is strongly shielded, the effective field is larger than the applied field and the absorption shifts downfield.

b. When a nucleus is strongly shielded, the effective field is smaller than the applied field and the absorption is shifted upfield.

c. A nucleus that is strongly deshielded requires a lower field strength for resonance.

d. A nucleus that is strongly shielded absorbs at a larger ฮด value.

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