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Chapter 14: Q46P (page 527)

Draw the four constitutional isomers having molecular formula \({{\bf{C}}_{\bf{4}}}{{\bf{H}}_{\bf{9}}}{\bf{Br}}\) and indicate how many different kinds of carbon atoms each has.

Short Answer

Expert verified

\(^{{\rm{13}}}{\rm{C}}\)spectroscopy gives all the types of carbon signals. The carbon present in a different environment gives different signals.

Step by step solution

01

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

\(^{{\rm{13}}}{\rm{C}}\)spectroscopy gives all the types of carbon signals. The carbon present in a different environment gives different signals.

02

Constitutional isomers

The constitutional isomers give different signals due to different orientations of the groups. Different orientations give different chemical environment.

03

Explanation

The constitutional isomers of \({{\rm{C}}_{\rm{4}}}{{\rm{H}}_{\rm{9}}}{\rm{Br}}\) and their corresponding signals are shown as:

Four constitutional isomers of\({{\rm{C}}_{\rm{4}}}{{\rm{H}}_{\rm{9}}}{\rm{Br}}\)

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Most popular questions from this chapter

Question: The \(^{\bf{1}}{\bf{H}}\) NMR spectrum of \({\bf{C}}{{\bf{H}}_{\bf{3}}}{\bf{OH}}\) recorded on a 500 MHz NMR spectrometer consists of two signals, one due to the \({\bf{C}}{{\bf{H}}_{\bf{3}}}\) protons at 1715 Hz and one due to the OH proton at 1830 Hz, both measured downfield from TMS. (a) Calculate the chemical shift of each absorption. (b) Do the \({\bf{C}}{{\bf{H}}_{\bf{3}}}\) protons absorb upfield or downfield from the OH proton?

What splitting pattern is observed for each proton in the following compounds?

a.

b.

Identify A and B, isomers of molecular formula C3H4Cl2 , from the given 1HNMR data: Compound A exhibits signals at 1.75 (doublet, 3H,J = 6.9 Hz) and 5.89 (quartet, 1H, J = 6.9 Hz) ppm. Compound B exhibits signals at 4.16 (singlet, 2 H), 5.42 (doublet, 1H, J = 1.9 Hz), and 5.59 (doublet, 1H, J = 1.9 Hz) ppm.

Describe the 1HNMR spectrum of each compound. State how many NMR signals are present, the splitting pattern for each signal, and the approximate chemical shift.

a.

b.

c.

d.

Question: Identify the carbon atoms that give rise to each NMR signal.

a.

b
See all solutions

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