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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

Question: What effect does increasing the operating frequency of a1HNMR spectrum have on each value: (a) the chemical shift inδ ;(b) the frequency of an absorption in Hz; (c) the magnitude of a coupling constant J in Hz?

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?

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 3600–3200 ;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)

Question: How many \(^{\bf{1}}{\bf{H}}\) NMR signals does each dimethylcyclopropane show?

a.

b.

c.

Question: A compound of molecular formula C4H802 shows no IR peaks at 3600–3200 or 1700 cm-1 . It exhibits one singlet in its 1H NMR spectrum at 3.69 ppm, and one line in its 13C NMR spectrum at 67 ppm. What is the structure of this unknown?
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