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

a. How many signals does dimethyl fumarate (\({\bf{C}}{{\bf{H}}_{\bf{3}}}{{\bf{O}}_{\bf{2}}}{\bf{CCH = CHC}}{{\bf{O}}_{\bf{2}}}{\bf{C}}{{\bf{H}}_{\bf{3}}}\) with a trans C=C) exhibit in its \(^{{\bf{13}}}{\bf{C}}\) NMR spectrum?

b. Draw the structure of an isomer of dimethyl fumarate that has each of the following number of signals in its \(^{{\bf{13}}}{\bf{C}}\) NMR spectrum:\(\left( {\bf{1}} \right)\) three; \(\left( {\bf{2}} \right)\) four; \(\left( {\bf{5}} \right)\) five

Question:Answer the following questions about each of the hydroxy ketones: 1-hydroxybutan-2-one (A) and 4-hydroxybutan-2-one (B).

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b. What IR absorptions are present in the functional group region?

c. How many lines are observed in the 13C NMR spectrum?

d. How many signals are observed in the 1H NMR spectrum?

e. Give the splitting observed for each type of proton as well as its approximate chemical shift.

Question. Treatment of (CH3)2 CHCH2CH(OH)CH2CH3 with TsOH affords two products (M and N) with the molecular formula C6H12 . The 1 H NMR spectra of M and N are given below. Propose structures for M and N, and draw a mechanism to explain their formation.

The 1H NMR spectrum 1,2-dimethoxyethane (CH3OCH2CH2OCH3) recorded on a 300 MHz NMR spectrometer consists of signals at 1017 Hz and 1065 Hz downfield from TMS. (a) Calculate the chemical shift of each absorption. (b) At what frequency would each absorption occur if the spectrum were recorded on a 500 MHz NMR spectrometer?

Question: Treatment of 2-methylpropanenitrile [(CH3)2CHCN] with CH3CH2CH2MgBr, followed by aqueous acid, affords compound V, which has molecular formula C7H14O. V has a strong absorption in its IR spectrum at 1713 cm-1, and gives the following 1 H NMR data: 0.91 (triplet, 3 H), 1.09 (doublet, 6 H), 1.6 (multiplet, 2 H), 2.43 (triplet, 2 H), and 2.60 (septet, 1 H) ppm. What is the structure of V? We will learn about this reaction in Chapter 22.

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