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How many lines are observed in the \({}^{{\bf{13}}}{\bf{C}}\) 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

Step 1: \({}^{{\bf{13}}}{\bf{C}}\) NMR spectroscopy

\({}^{{\bf{13}}}{\bf{C}}\)NMR 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 \({}^{{\bf{13}}}{\bf{C}}\) NMR spectroscopy

The number of lines/signals in a \({}^{13}C\) 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 \({}^{13}C\) NMR spectrum.

03

Lines observed in the \({}^{{\bf{13}}}{\bf{C}}\) 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

Question: (a) How many 1H NMR signals does each compound show? (b) Into how many peaks is each signal split?

Propose a structure consistent with each set of data.

a. C9H10O2: IR absorption at 1718cm-1

b. C9H12 : IR absorption at 2850โ€“3150cm-1

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

a. C4H8Br2: IR peak at 3000โ€“2850cm-1 ;

NMR (ppm):

1.87 (singlet, 6 H)

3.86 (singlet, 2 H)

b. C3H6Br2: IR peak at 3000โ€“2850cm-1 ;

NMR (ppm):

2.4 (quintet)

3.5 (triplet)

c. C5H10O2: IR peak at 1740cm-1 ;

NMR (ppm):

1.15 (triplet, 3 H) 2.30 (quartet, 2 H)

1.25 (triplet, 3 H) 4.72 (quartet, 2 H)

d . C6H14O: IR peak at 3600-3200 cm-1 ;

NMR (ppm):

0.8 (triplet, 6 H) 1.5 (quartet, 4 H)

1.0 (singlet, 3 H) 1.6 (singlet, 1 H)

e. C6H14O: IR peak at 3000-2850cm-1 ;

NMR (ppm):

1.10 (doublet, relative area = 6)

3.60 (septet, relative area = 1)

f . C3H6O: IR peak at 1730cm-1 ;

NMR (ppm):

1.11 (triplet)

2.46 (multiplet)

9.79 (triplet)

Question: The 1 H NMR spectrum of N,N-dimethylformamide shows three singlets at 2.9, 3.0, and 8.0 ppm. Explain why the two groups are not equivalent to each other, thus giving rise to two NMR signals.

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?

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