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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: Using a 300 MHz NMR instrument:

a. How many Hz downfield from TMS is a signal at 2.5 ppm?

b. If a signal comes at 1200 Hz downfield from TMS, at what ppm does it occur?

c. If two signals are separated by 2 ppm, how many Hz does this correspond to?

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?

Into how many peaks will the signal for each of the labeled protons be split?

a.

b.

c.

d.

e.

f.

g.

h.

i.

j.

How many 1H NMR signals does each dimethylcyclopropane show?

Label the signals due to \({{\bf{H}}_{\bf{a}}}\), \({{\bf{H}}_{\bf{b}}}\), and \({{\bf{H}}_{\bf{c}}}\) in the 1 H NMR spectrum of acrylonitrile \(\left( {{\bf{C}}{{\bf{H}}_{\bf{2}}}{\bf{ = CHCN}}} \right)\). Draw a splitting diagram for the absorption due to the \({{\bf{H}}_{\bf{c}}}\) proton.
See all solutions

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