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Chapter 14: Q.21558-14-19P. (page 551)

Draw a splitting diagram for Hb in trans-1,3-dichloropropene, given that Jab = 13.1 Hz and Jbc = 7.2 Hz.

Short Answer

Expert verified

Spin-spin coupling is the interaction of proton spins through the mediating bonding electrons. The bonding electron pairs its spin with the spin of the nearest proton.

Step by step solution

01

Spin-spin coupling

Spin-spin coupling is the interaction of proton spins through the mediating bonding electrons. The bonding electron pairs its spin with the spin of the nearest proton.

02

Coupling constant (J)

The distance between the peaks in a multiplet is called the coupling constant. The coupling constant is a measure of how strongly a nucleus is affected by the spin states of its neighbor. Its magnetic field is independent of applied field strength.

03

Drawing a splitting diagram for Hb.

Structure of trans-1, 3-dichloroprene

1 trans Ha proton splits the Hb into 1 + 1 = 2 peaks, so it will get a doublet. 2 Hc protons split Hb into 2 + 1 = 3 peaks, then a doublet of triplets is obtained. Therefore, the splitting diagram for Hb can be drawn as:

Splitting diagram for Hb

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Most popular questions from this chapter

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?

Question: How could you use chemical shift and integration data in 1H NMR spectroscopy to distinguish between CH3OCH2CH2OCH3and CH3OCH2OCH3? The 1H NMR spectrum of each compound contains only singlets.

Question: Identify the carbon atoms that give rise to the signals in the 13C NMR spectrum of each compound.

a. CH3CH2CH2CH2OH ; 13CNMR: 14, 19, 35, and 62 ppm

b. (CH3)2CHCHO ; 13C NMR: 16, 41, and 205 ppm

c. CH2=CHCHOHCH3 ; 13C NMR: 23, 69, 113, and 143 ppm

Question. Treatment of butan-2-one (CH3COCH2CH3) with a strong base followed by CH3l forms a compound Q, which gives a molecular ion in its mass spectrum at 86. The IR (> 1500 only) and 1H-NMR spectrum of Q is given below. What is the structure of Q?

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

a.

b.

c.

d.

e.

f.

g.

h.

See all solutions

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